Connect:

• Learn about Agitsi Stained Glass 
• Learn about the Route 66 Main Street District in Tulsa 
• Learn about Main Street Oklahoma 
• Learn about Made Originals 
• Join MSA’s Small Biz Hub 

Join us next time for more insights into the evolving landscape of Main Street business. 

Key Takeaways: 

• Journey to Business Ownership: Started with block printing as a creative side project, gradually scaling from home-based operations to farmers markets, mobile vending, and eventually a downtown storefront. 

• Innovative Funding Strategy: Successfully used Kickstarter not just for funding equipment, but as a powerful community-building and brand awareness tool that created a sense of ownership among supporters 

• Adaptive Business Model: Continuously pivoted and experimented with different revenue streams, including mobile vending, e-commerce, wholesale, and hyper-personalization options to stay responsive to market needs. 

• Community-Centered Approach: Created collaborative opportunities by hosting pop-up events, supporting local artisans, and bringing other small businesses into their space to create a supportive ecosystem 

• Brand Philosophy: Developed a distinctive brand identity around positive, meaningful designs that feature hand-carved block prints with an intentionally authentic, "gritty" aesthetic that resonates with customers. 

Connect: 

• Visit elSage website 

• Follow elSage on Facebook 

• Follow elSage on Instagram 

• Follow elSage on TikTok 

Episode Links: 

- Listen on Apple Podcasts 

- Listen on Spotify 

- Subscribe for updates 

Join us next week for more insights into the evolving landscape of Main Street business. 

In their conversation, Lindsay discusses her path to small business ownership. Lindsay began her work in plumbing in 2009. After losing her job in Athens, Ga. during the national recession, she moved back home to Milledgeville to help her father with the family business. At the time, Lindsay said, “I totally hated it. Hate’s not even enough of a word.” It wasn’t until several years later when her father wanted to begin scaling the service side of the business into new locations that Lindsay became more interested, and eventually passionate, about the work.  

Around five years ago, Keith began planning for retirement and was slowly scaling back, allowing Lindsay to take on more of a leadership role. Unfortunately, the gradual succession plan was cut short when, in 2021, Keith tragically passed away during the COVID-19 pandemic, forcing Lindsay to decide whether to sell the business or take over as CEO. She made the decision to stay on, recognizing that she would need to make significant changes and scale back in certain areas in order to maintain the company without her father. Even with these changes, Lindsay says, the company has begun to grow and scale in new areas, largely due to her adaptation to innovative new technologies. 

In the episode, Lindsay talks through the challenges and lessons learned from being a woman leading a company in a male-dominated industry, the importance of adapting to new technologies, overcoming imposter syndrome, and her passion for community development work.   

Background Reading: Learn about McDonald Plumbing | Learn about Downtown Milledgeville | Learn about Georgia Main Street 

You'll discover: 

• How retail sales are expected to slow and the challenges facing small businesses 

• The potential "Ozempic Ripple Effect" and its implications for various industries 

• The emerging "Phygital" world and how technology is transforming shopping experiences 

• AI's growing impact on non-profit data collection and reporting 

• Why businesses should focus on curation over endless choices 

• How the "Silver Tsunami" will reshape markets and consumer behaviors 

• The role of Main Streets in addressing the loneliness epidemic 

Episode Links: 

- Listen on Apple Podcasts 

- Listen on Spotify 

- Subscribe for updates 

Tee has dedicated over 30 years to supporting small businesses. He started his journey working with the Committee on Small Business in the House of Representatives and later joined the Small Business Administration (SBA) during the Bush Administration. Now at ASBDC, Tee continues to advocate for small business owners across the country. 

During their conversation, Matt and Tee explore how the changing economy affects small businesses, the importance of understanding new technologies like AI, how national laws impact business owners, and best ways to connect with local SBDCs. 

Further Reading: America’s SBDC | Find Your SBDC | U.S. Small Business Administration | Red Helicopter by James Rhee

Trendy Teachers opened in 2020 towards the beginning of the pandemic. Jamie, a retired teacher, and her husband Jerry, who previously worked in corporate retail, were both going through career transitions at the time. While searching for her next vocational step, Jamie learned from local teacher friends that all the nearby teaching supply stores had closed. Teachers had to drive more than an hour to Atlanta to purchase supplies in-person. She approached Jerry with the idea of launching a teaching supply store in Rome – and with his background in corporate retail, he was on board.  

Three years later, Trendy Teachers has now moved to a larger location and added an educational toy store arm to the business. This fast-paced growth can be attributed to Jamie and Jerry’s quick adaptation to a bricks-and-clicks strategy and a consistent and strategic marketing strategy that is highly targeted to their specific audience. 

In their conversation, Matt, Jamie, and Jerry discuss their unique path to entrepreneurship, pivoting their business strategy to appeal to broader audiences, the importance of community and collaboration, and advice for other business owners. 

Further Reading: Learn about Trendy Teachers | Learn about Historic Downtown Rome | Learn about Georgia Main Street |

In this episode, we dive deep into: 

- Journey to Ownership: Mallory describes the process of acquiring the business through an SBA loan, working closely with the previous owner, and navigating the financial and work-life balance considerations as a new business owner and young mother. 

- Brand Identity & Marketing: Mallory discusses the importance of brand identity and how she thinks of Heyday as a person with a specific personality and voice. This guides their product curation, marketing, and overall customer experience. 

- Balancing In-Store & E-Commerce: They discuss Heyday's successful e-commerce channel, which has seen significant growth, and how Mallory's team manages the inventory, marketing, and sales between the online and in-store channels. 

- Focus on Community: Mallory emphasizes the critical role community plays for Heyday, from hosting local events to partnering with the downtown business association. She sees Heyday as an anchor for the community. 

- Advice for Other Small Business Owners: Mallory provides advice for other small business owners, focusing on cultivating a strong, empowered team, maintaining a positive mindset through challenges, and extending grace to themselves as entrepreneurs. 

Connect: 

• Check out Heyday’s website 

• Follow Heyday on Facebook 

• Follow Heyday on Instagram 

• Follow Heyday on Pinterest 

Episode Links: 

- Watch video interview 

- Listen on Apple Podcasts 

- Listen on Spotify 

- Subscribe for updates 

Join us next week for more insights into the evolving landscape of Main Street business. 

Here’s what we'll cover: 

- Introduction to David West: Discover David's journey from managing shopping centers to becoming a pivotal player in the Main Street movement in Australia. 

- Main Street Movement in Australia: Learn about the evolution of the Main Street movement, including the pivotal role of Victoria and the establishment of Main Street Australia. 

- Success Stories and Challenges: Hear about the various models of Main Street organizations in South Australia, including their partnerships with local councils and business associations. 

- Marketing and Economic Development: Understand how Main Streets in Australia compete with shopping centers and the importance of effective marketing strategies. 

Further Reading:  

- David West’s Book: Main Street Management: Successful Retail Strategies 

-  Main Street South Australia: Learn more about the initiatives and programs being developed to support Main Streets across Australia. 

Connect: 

- Follow David West on LinkedIn for insights and updates on the Main Street movement in Australia. 

- Stay tuned for more episodes exploring innovative strategies for small business success on Main Street. 

Episode Links: 

- Watch video interview 

- Listen on Apple Podcasts 

- Listen on Spotify 

- Subscribe for updates 

Conclusion: 

This episode is a rich conversation about the interconnectedness of communities, businesses, and local initiatives. Tune in to explore how lessons from South Australia can inform the future of Main Streets everywhere. 

Join us next week for more insights into the evolving landscape of Main Street business. 

Here’s what we'll cover: 

- Introduction to Kaycee McCoy: Learn about Kaycee’s journey to entrepreneurship and what brought her to owning her own pet supply business – without any experience in the pet industry or retail! 

- Success Stories and Challenges: Hear about obstacles Kaycee and her team have overcome over the years, as well as the wins they’ve had along the way. 

- Marketing & Using New Tools: Kaycee is a whiz at all-things marketing – and a self-proclaimed “marketing alchemist”! Learn about the tools, resources, and strategies she implements with her team to keep their business growing year over year. 

- Owning a Business with a Friend: Kaycee and Shuzuka have been friends over 12 years – and they’re often asked how they can stay friends while also managing a business together. Learn about the ways the friends cultivate a thriving business while keeping their BFF-hood strong. 

- Advice for Other Entrepreneurs: Kaycee shares her advice and insights for other entrepreneurs that own Main Street businesses. Tune in to hear her wisdom! 

Further Reading:  

• Take a look at the Pawsnickety Pets website (designed by Kaycee!) 

• Explore the Downtown Norfolk site 

• Learn about the Virginia Main Street program 

Connect: 

• Follow Pawsnickety Pets on Facebook 

• Tune into Pawsnickety’s YouTube channel 

• Follow Pawsnickety Pets on TikTok 

Episode Links: 

- Watch video interview 

- Listen on Apple Podcasts 

- Listen on Spotify 

- Subscribe for updates 

Join us next week for more insights into the evolving landscape of Main Street business. 

Join host Matt Wagner for his conversation with Rachael Kehler, owner of The Peppermint Stick Candy Store in downtown Boyertown, Pennsylvania. In this episode, Matt and Rachael discuss her journey to entrepreneurship, leveraging nostalgia as a marketing tool, small town tourism, and more. 

In this episode, we dive deep into: 

- Rachael’s Journey to Entrepreneurship: Rachael explains her beginnings as a business owner. The idea for a candy store was sparked while watching visitors explore downtown Boyertown after riding a newly installed tourist train. With Rachael’s entrepreneurial spirit matched with her husband’s historic renovation skills, they created an old-fashioned candy shop and ice cream parlor as a feel-good destination for tourists and residents alike. 

- Harnessing Nostalgia in Your Business: As both a business owner and history lover, Rachael has learned that everything – even candy – has a story. Leveraging the feelings and memories associated with your products can endear customers to your business – and invite new people to walk through your door. 

- Keeping Up Modern Technology: If you walk into Peppermint Stick Candy, you’ll feel like you were transported back in time to the 1940s. But the marketing tools and techniques that made you want to visit in the first place are firmly planted in the age of AI. Rachael uses modern marketing tools like Grammarly, Google Gemini, and more to form creative marketing campaigns and stay hyper-productive as a busy small business owner. 

Connect: 

• Peppermint Stick’s website 
• Follow Peppermint Stick on Facebook 
• Follow Peppermint Stick on Instagram 
• Learn about Building a Better Boyertown

Episode Links: 

• Watch video interview 
• Listen on Apple Podcasts 
• Listen on Spotify 
• Subscribe for updates 

Join us next week for more insights into the evolving landscape of Main Street business. 

In this episode, host Matt Wagner sits down with Megan Peterson, social innovator and founder of Mendo LEAP in Ukiah, California. Located in Mendocino County, Mendo LEAP is an adaptive play center providing an inclusive space for children of all abilities to Learn, Explore, Adapt, and Play (LEAP).  

Discover how Megan turned funding rejection into an opportunity to build a stronger, more sustainable business model by: 

• Starting small and testing rigorously before scaling 

• Creating win-win partnerships that reduce capital requirements for everyone 

• Building feedback loops into operations from day one 

• Designing collaborative business models in resource-scarce environments 

Whether you're facing funding challenges, launching in an underserved market, or looking to validate your business concept before going all-in, this episode provides a practical framework for de-risking your venture while building community support. 

Join us as we hear directly from Megan about her journey from new mom to driven entrepreneur, the many lessons learned, and what other small business owners frankly can take from her story. 

Connect: 

• Check out Mendo LEAP’s website 

• Follow Mendo LEAP on Facebook 

• Follow Mendo LEAP on Instagram 

• Learn about the Ukiah Main Street Program 

• Learn about California Main Street 

Episode Links: 

- Watch video interview 

- Listen on Apple Podcasts 

- Listen on Spotify 

- Subscribe for updates 

She highlights the invaluable support of The Puerto Rican Cultural Center (The PRCC), the realities of store ownership, and her vision of creating a supportive network for fellow entrepreneurs and artisans. Throughout the conversation, Daphne emphasizes the significance of creating meaningful connections with her customers and the role of her store in reconnecting the Puerto Rican diaspora with their culture. 

Daphne received small business development support to open her storefront through The Puerto Rican Cultural Center’s Mercado del Pueblo on North Avenue in Humboldt Park, Chicago. The PRCC received construction and operating support for the site and its programs through The Hartford Small Business Accelerator Grant Program in partnership with Main Street America. 

Connect: 

• Follow Plena Mercancía on Instagram 

• Check out the Puerto Rican Cultural Center 

• Learn more about The Hartford Small Business Accelerator Grant Program 

Episode Links: 

- Watch video interview 

- Listen on Apple Podcasts 

- Listen on Spotify 

- Subscribe for updates

As a fourth-generation Appalachian Main Street merchant partnered with a strong passion for the local food movement, Kristin began her path to entrepreneurship by working at her family farm selling heritage pork and dry-aged beef at the local farmer's market (which she also helped found along with a group of local women). The products were slow to sell, so Kristin began cooking the meat at the market to offer patrons a taste. Before long, the prepared food was far outselling the packaged products. When a historic property in downtown Corbin became available, Kristin knew it was time to move into a brick-and-mortar space.

Since launching The Wrigley, the business has been featured in Time Magazine and The Food Network, and Kristin landed a spot on James Beard Foundation’s Women Entrepreneurial Leadership group in 2023. But outside of the national acclaim they’ve received, Kristin and her team’s primary objective is to stay rooted in their local community.

In their conversation, Kristin talks about her deep roots in Appalachia and small-town business ownership, her strong belief in authentic community building, and why she’s saying “no” more often.

Further Reading: The Wrigley Taproom & Eatery | James Beard Foundation Women's Entrepreneurial Leadership | Downtown Corbin | Kentucky Main Street

How do you successfully transition a business across five generations without creating resentment or burning out the next generation? This episode tackles the complex realities of family business succession planning through the story of Tiger's General Store in Hayesville, North Carolina — a business that has operated continuously since 1875.

In this three-generation conversation, host Matt Wagner sits down with Rob Tiger (fourth generation), Holly Tiger (married into the business), and Lauren Tiger (fifth generation) to explore the intentional decisions that have kept this 150-year-old business thriving. From Rob's initial reluctance ("I'll give you a year") to Lauren's carefully structured path that required building her own career first, this family reveals the honest conversations and strategic choices behind successful succession.

Discover practical strategies for:

• Creating choice, not obligation: Why forcing Lauren to attend college far from home and build her own career was critical to preventing resentment
• Managing the transition timeline: How Lauren balances full-time physical therapy work with increasing store responsibilities while maintaining benefits
• Adapting without losing authenticity: Staying relevant for 150 years by asking teenagers what's trending while maintaining the store's character
• Building community connections: Why giving back and being visible in local nonprofits is non-negotiable for small town businesses
• The reality of work-life balance: Honest talk about 10–12-hour days, late nights, and the delegation challenges that come with family businesses
• Keeping customers engaged across generations: How one family has shopped there annually for 11 years, each visit a cherished tradition

Whether you're planning a business transition, considering buying a family business, or wondering how to stay relevant in a small market for decades, this episode provides a candid look at what actually works — and what doesn't — in multi-generational business ownership.

Join us as we hear directly from three generations about losing money in the early years, evolving from groceries to gifts, resisting pressure to go fully online, and why consistency matters more than perfection in small business success.

Special thanks to Sherry Adams, North Carolina Main Street Program, for coordinating this episode.

Connect:

• Learn about Tiger's General Store in Hayesville, NC
• Learn about Historic Hayesville, Inc.
• Learn about NC Main Street & Rural Planning Center 

Episode Links:

• Watch video interview
• Listen on Apple Podcasts
• Listen on Spotify
• Subscribe for updates

Jennifer and her husband Brian purchased the business from the previous owner in 2021, soon after relocating to Big Stone Gap from northern California. The move from California to Virginia had been a long-time dream of Jennifer’s, who has an affinity for the Appalachian Mountains, but landing in Big Stone Gap was largely due to coincidence. When Brian and Jennifer were visiting the area looking for a town to put down roots, they stopped in Big Stone Gap (at the very restaurant they would later own) for a bite to eat. They were met with such a welcoming atmosphere and kind people that they stopped their search then and there. “It was like Big Stone Gap was saying, ‘Pick us!’” said Jennifer. 

Brian and Jennifer have a background in entrepreneurship and were interested in starting or purchasing a business once they got settled. When the previous owner of Good Times announced they were selling, Brian and Jennifer jumped on the opportunity. Since taking over, they have completed a kitchen renovation, added community events, and more. 

In this conversation, they discuss why Jennifer and Brian chose to relocate to Big Stone Gap, their experience of owning a downtown business in a new community, and how they’ve grown and expanded the existing business into something unique to them. 

This episode features:

- Amber Lambke, co-founder and CEO of Maine Grains in Skowhegan, Maine. Listen to the full episode here.

- Kenneth Bentley, Davion Hampton, Emory Green Jr., The Barbershop Conversation podcast team in Goldsboro, Florida. Listen to the full episode here.

- Christina Hollerbach, CEO of Hollerbach's German Restaurant in Sanford, Florida. Listen to the full episode here.

- Harvey Williams, CEO of Delta Dirt Distillery in Helena, Arkansas. Listen to the full episode here.

- Anette Soto Landeros, co-owner of Casa Azul Coffee and President and CEO of the Fort Worth Hispanic Chamber of Commerce in Fort Worth, Texas. Listen to the full episode here. In this episode, Anette refers to the GM on Main Street grant. To learn about this program, please click here.

In this episode, we dive deep into: 

- Navigating Economic Uncertainty: Consumer confidence is at its lowest in 12 years.

- Strategies for Customer Retention: Retaining existing customers is more cost-effective than acquiring new ones.

- Maximizing Value and ROI: Regularly auditing pricing structures is essential for profitability.

- Adapting Marketing Strategies: Marketing strategies should adapt to changing consumer behaviors and exploring new markets can open up opportunities for growth.

- Innovative Business Pivots and Community Building: Small businesses should leverage their unique identity and strengths to stand out.

Connect: 

• Check out Made on Main

Episode Links: 

- Watch video podcast

- Listen on Apple Podcasts 

- Listen on Spotify 

- Subscribe for updates 

Join us next week for more insights into the evolving landscape of Main Street business. 

In this episode, we dive deep into: 

- Journey to Ownership: James unexpectedly moved to Livingston, Montana during the pandemic after a spiritual moment in Hollywood, taking over a small cafe with no prior restaurant experience. He approached the business by carefully listening to local community needs and preferences, transforming an existing cafe into a thriving local destination. 

- Community-Focused Business Strategy: James actively promotes other local businesses, even competitors, and creates unique experiences through creative storytelling and playful customer interactions. He focuses on building genuine connections with customers and locals, making Tru North Cafe more than just a restaurant, but a community gathering space. 

- Business Challenges: James struggles with housing shortages that significantly impact workforce recruitment, navigates the complex dynamics of seasonal tourism, and deals with the challenges of online reviews and evolving customer expectations. These obstacles require constant innovation and adaptation. 

- Entrepreneurial Insights: James emphasizes the critical importance of passion in business, believing that when entrepreneurs find their true purpose, they can create something truly special. He advocates for trying new approaches, even if they might not succeed, and remains committed to serving the local community through both prosperous and challenging times. 

Connect: 

• Check out Tru North’s website 

• Follow Tru North on Facebook 

• Follow Tru North on Instagram 

Episode Links: 

- Watch video interview 

- Listen on Apple Podcasts 

- Listen on Spotify 

- Subscribe for updates 

Join us next week for more insights into the evolving landscape of Main Street business. 

You'll discover: 

Fresh Retail Data: Current consumer insights and market analysis to inform your holiday strategy 

5 Game-Changing Shifts: Evidence-based predictions for holiday shopping behavior—and how to adapt your business 

Marketing Playbook: Proven tactics to capture customer attention when it matters most 

Whether you're a seasoned retailer or preparing for your first holiday season, this episode delivers actionable strategies to help your business thrive during retail's most critical period. 

Episode Links: 

- Watch episode video 

- Listen on Apple Podcasts 

- Listen on Spotify 

- Subscribe for updates 

Join us next week for more insights into the evolving landscape of Main Street business. 

In their conversation, Angela shares her intentional approach to growth, one that prioritizes community care and cultural healing over rapid expansion. Angela's journey began with massage therapy and a calling to bring ancestral herbal wisdom back to underserved communities. Starting in 2018 in the heart of Milwaukee's 53206 zip code — one of the city's most challenging areas — Honeybee Sage has become more than a tea shop. It's an apothecary rooted in the healing traditions of her great-great uncle, a root doctor from Mississippi, offering herbal remedies as medicine.

Discover Angela's approach to:

• Strategic location decisions: Why she chose her location specifically to serve underserved communities while remaining accessible to all demographics.
• Scaling with integrity: Her vision to franchise without losing community focus
• Building through adversity: Navigating her father's death, a stroke, and a dissolved business partnership all within the first seven months of operation.
• Team development: Growing from solo operator to a management structure that allows expansion while maintaining quality and culture.
• Mission-driven business: Operating on faith and purpose rather than fear of economic uncertainty, with the goal of creating a "global community of homegrown healers".
• Creating healing spaces: Designing environments where nervous systems regulate before customers even order tea.

Whether you're an entrepreneur considering expansion, a Main Street director supporting mission-driven businesses, or a business owner wondering how to scale without sacrificing values, this conversation offers a refreshing perspective on intentional growth. Join us as Angela shares why she works "like she doesn't need the money," how herbal tea serves as accessible medicine, and what it means to be a professional "space creator" for community healing.

Future Ready Consulting is a technology-focused marketing consulting firm, specializing in supporting small business owners with digital skills. Janet was also one of 10 small business coaches who provided free training to small business owners in rural areas through Main Street America’s Grow with Google Digital Coaches program in 2023.  

In their conversation, they discuss Janet’s background as a physicist, and her path from the world of academia into entrepreneurship. Janet’s gift for making complicated subject matter understandable has helped her successfully bridge her professions: teaching university-level physics and coaching small business owners to use AI and other digital tools.  

Janet breaks down how small business owners can use technology to streamline and optimize their administrative processes and marketing efforts, the importance of continuing to adapt your marketing strategy, and simple ways business owners can use artificial intelligence to save time and money. 

Further Reading: Future Ready Consulting | Main Street Ohio | Main Street Digital Coaches | Grow with Google Training with Janet Hurn | Virtual Co-Working App, Focusmate

While market understanding can feel daunting, it’s not only a purely data-driven exercise. While data plays a crucial role, effective market analysis goes beyond just crunching numbers. It's a blend of science and art, requiring a deep understanding of your community, its needs, key drivers, and the broader context of how it functions as a place where consumers, visitors, locals and small businesses and organizations converge. 

In the episode, Matt explains his philosophy for market analysis, how to transform data interpretation into effective strategy, and the importance of local contexts.  

Further Reading: IRS Migration Data | Esri Data Mapping | Placer.ai

Stephenson’s opened its doors in October 1931 as an upscale, appointment-only dress shop. Since the mid-1960s, the business has been owned by the Reynolds family – first by Danny’s parents, then transitioning ownership to Danny in 1994.  

When Danny took over as owner in the mid-1990s, change was on the horizon. Small businesses across the country, particularly retail, were facing an uncertain economic future. In the height of the big box store boom with online shopping on the horizon, Danny knew that if Stephenson’s was going to survive on Main Street, they would need to provide services and meet needs outside of what larger retailers were already doing. So today, Stephenson’s offers high-end clothing for special occasions, including bridal, homecoming, sportswear, and high-end men’s wear. This change is largely due to the in-person experience customers prefer when purchasing special occasion wear. Over the course of the last three decades, Danny has maintained this attitude of constant adaptation and transformation, always looking for the unique ways thatStephenson’s can meet his customers where they’re at. 

In their conversation, Matt and Danny discuss the overall economic landscape for clothing retailers, how Stephenson’s continues to carve out a successful niche, and the importance of connecting with customers on a personal level as well as the community at large. 

Further Reading: Learn about Stephenson’s of Elkhart | Learn about the National Retail Federation | Learn about Downtown Elkhart | Learn about Indiana Main Street  

How can you maximize holiday revenue when you're facing tariff uncertainty, shifting consumer confidence, and limited time to prepare for the holiday season?   In a new episode of Main Street Business Insights, host Matt Wagner breaks down the 2025 holiday shopping landscape with actionable strategies drawn from our survey of 1,100 small businesses, plus the latest consumer research showing where shoppers are actually spending, and how they want to shop.

Takeaways

• More than one third of small businesses are cautious about inventory purchases.
• Gift cards and clothing accessories are top spending categories for 2025.
• Millennials are expected to spend the most during the holidays.
• AI tools are increasingly used for gift ideas and price comparisons.
• Consumers are concerned about tariffs affecting prices and shopping plans.
• In-store shopping remains competitive despite the rise of online shopping.
• 70% of Gen Z plans to shop at local or independent retailers.
• Creating a sensory-rich in-store experience is crucial for attracting customers.
• Social media usage varies significantly across generations for shopping inspiration.
• Small businesses should focus on hyper-personalization and limited inventory options.

Episode Links:

• Watch video interview
• Listen on Apple Podcasts
• Listen on Spotify
• Subscribe for updates

Amex Shop Small Grants Program

We have some super exciting news to share with you all! Main Street America and American Express are teaming up to launch a new grant program for small business owners. The Amex Shop Small Grants Program will provide an initial $5 million to fund 250 grants of $20,000 each to eligible small business owners across the U.S. The application will open on this Small Business Saturday, November 29, 2025. 

And get this. Every time an American Express Card Member shops with their eligible Card at a qualifying U.S. small business on November 29, American Express will donate an additional $1 to fund additional grants.  So, there’s an extra incentive to get out there and support local businesses on Small Business Saturday! You can find eligible small businesses in your community on the Shop Small Map. American Express Debit Cards are not eligible.”  

Find more information on our website at mainstreet.org/shopsmallgrant.

Today's episode celebrates sustainable, artisan fashion with Joshua and Jared Ravenscraft, brothers and co-founders of New Frontier. Despite the fashion industry's global impact on carbon emissions, New Frontier stands out with their environmentally friendly approach, using recycled materials and rainwater in their production processes. 

In their conversation, they discuss the wastefulness of the fashion industry and New Frontier's commitment to sustainability, reflect on their role in Eastern Kentucky's economy and culture, highlighting the intersection of local identity and global markets, and share their insights into the journey of scaling a sustainable fashion business from a small town. 

Join us as Matt Wagner explores how New Frontier embodies the spirit of Main Street entrepreneurship, blending innovation with community stewardship. Their story inspires us to rethink where and how sustainable businesses can thrive, proving that impactful entrepreneurship knows no geographic bounds. 

Further Reading: New Frontier Brand | Downtown Morehead, Inc. | Kentucky Main Street Program | Fuzzy Duck Coffee Shop

In this bonus episode, you'll hear from small business owners from our first season who make connecting with their community a top priority. They share tips on how to build strong relationships with local people and organizations -- and build the case for why other small business owners should consider integrating community development into their core practices. 

This episode features:

• Christine Hollerbach, CEO of Hollerbach's German Restaurant in Sanford, Florida.
  • Listen to the full episode here.
• Jamie and Jerry Baker, co-owners of Trendy Teachers in Rome, Georgia
  • Listen to the full episode here.
• Martha Moore and Ashley Owens, co-owners and founders of Martha & Ash in Camden, South Carolina
  • Listen to the full episode here.
• Kenneth Bentley, co-host of The Barbershop Conversation podcast, based in Goldsboro, Florida.
  • Listen to the full episode here.
• Harvey Williams, co-founder and CEO of Delta Dirt Distillery in Helena, Arkansas
  • Listen to the full episode here.
• Terrand Smith, founder and CEO of 37 Oaks in Chicago, Illinois
  • Listen to the full episode here.
• Danny Reynolds, owner of Stephenson's of Elkhart in Elkhart, Indiana
  • Listen to the full episode here.
• Lindsay McDonald Goodson, CEO of Keith McDonald Plumbing in Milledgeville, Georgia
  • Listen to the full episode here.
• Amber Lambke, co-founder and CEO of Maine Grains in Skowhegan, Maine. 
  • Listen to the full episode here.
• Anette Soto Landeros, co-owner of Casa Azul Coffee and President and CEO of the Fort Worth Hispanic Chamber of Commerce in Fort Worth, Texas
  • Listen to the full episode here.

Discussion topics include: 

• The Decision to Sell: Timing and Considerations 

• Navigating the Sale Process 

• Finding the Right Fit: Interviewing Potential Buyers 

• What is the Silver Tsunami? 

Episode Links: 

- Watch video episode 

- Listen on Apple Podcasts 

- Listen on Spotify 

- Subscribe for updates 

• Mary Chapman-Sissle: Owner of Sissle & Daughters, a cheese shop based in Portland, Maine 

• John Stirratt: Owner of Otyokwa, a vacation rental facility in Bremen, Maine 

• Ross Chanowski: Co-founder of NuMarket, a community crowdfunding platform 

This episode builds on an earlier episode featuring a conversation with NuMarket’s Ross Chanowski – listen to the episode here. 

In this conversation, we dive deep into: 

- The State of Crowdfunding: A comprehensive overview of crowdfunding, exploring its different types (donation-based, equity, and rewards-based), historical context, and current landscape. Ross explains how crowdfunding has evolved since the Jobs Act, highlighting its potential as a financing tool for small businesses, particularly those deeply connected to their local communities. 

- Business Stories: Mary explained how she used crowdfunding to expand her cheese shop, while John explored potential funding for his seasonal hospitality business. Both stories illuminate the challenges of traditional financing and the benefits of community-based funding. 

- Key Learnings from Crowdfunding Campaigns: The group discussed insights into running successful crowdfunding campaigns, including the importance of consistent communication, understanding nuanced messaging, and engaging directly with the community. Mary emphasized the need to be persistent, clear about the campaign's purpose, and actively involve potential contributors. The discussion reveals that successful campaigns are less about the number of followers and more about genuine community connections. 

- Audience Q&A: In an interactive session where audience members asked questions about the crowdfunding process, the group discussed topics such as business vetting, municipal support, campaign strategies, and the potential of crowdfunding as a financing tool. The discussion provides practical insights into how small businesses can leverage community support and alternative funding methods. 

Connect: 

• Check out Sissle & Daughters’ website 

• Check out NuMarket’s website 

• Check out Otyokwa’s website 

• Listen to our last interview with Ross 

Episode Links: 

- Watch video interview 

- Listen on Apple Podcasts 

- Listen on Spotify 

- Subscribe for updates 

In this annual predictions episode, host Matt Wagner analyzes the intersection of society, technology, and economic trends to forecast what's ahead for small businesses and Main Streets. Drawing from consumer data, industry reports, and Main Street America's latest research, Matt identifies eight key trends that will impact everything from retail strategies to food and beverage concepts to financing models. 

Before looking ahead, Matt reviews his 2025 predictions — scoring a win on retail growth projections (flat to stagnant when adjusted for inflation), a loss on GPL-1 drug impacts (a year too early), and a draw on AI adoption by nonprofits (usage is there, but not in the predicted areas). 

Here are the eight predictions for 2026: 

1. Big Impacts from the K-Shaped Economy: Upper-income households with stock market gains will drive spending while lower-income groups face stagnation, creating an economy reliant on less than 30% of consumers. Small businesses with fewer than 50 employees shed 120,000 jobs in November 2025 alone. Strategy: Focus on deals that demonstrate value for both income levels. 
2. Big Shifts in Social Media: New laws restricting children's social media use in the UK and Australia, declining alcohol consumption correlated with social media use, and growing displeasure with online discourse will drive consumers toward in-person connections. Result: Experiential shopping and "plug-in spaces" will benefit, but reaching consumers requires shifting away from traditional social media to websites, Google profiles, and word-of-mouth. 
3. Opportunities for Main Street Manufacturers: America 250 celebrations combined with trade isolation create market opportunities for small-scale manufacturers. Main Street America's new Made Originals program will support the 25,000+ manufacturers and brand creators in the network. 
4. Younger Generations Gain Importance: As boomers age out, Millennials and Gen Z will drive spending and retail sector shifts. Businesses must focus marketing and outreach on these generations' needs and preferences. 
5. New Options for Finance and Ownership: The largest wealth transfer in American history ($100 trillion estimated) combined with Millennials' and Gen Z's challenges with individual asset ownership will drive creative financing structures including co-ops, Employee Ownership Trusts (EOT), owner financing models, and customer capital platforms like NuMarket. 
6. E-Commerce Moves to Brick-and-Mortar: Direct-to-consumer brands face 40% increases in customer acquisition costs and are opening physical stores as showrooms and brand-building tools. Online has become transactional; consumers want experiential consumption and community engagement. 
7. Changes in Food and Beverage: Only 54% of U.S. adults now consume alcohol (lowest in 90 years), most pronounced among 18-34-year-olds. GPL-1 drugs depress cravings. Expect decreases in alcohol-dependent restaurants/bars and rises in late-night coffee and non-alcoholic venues. Alpha-Gal allergies and rising beef prices will shift menus toward non-beef and vegetarian/vegan options. 
8. Circular Retail Expands Beyond Apparel: Closed-loop systems keeping products in use through reuse, repair, and recycling will migrate to more sectors. Smart business model for diversifying revenue without massive cost increases—example: bike shops that sell, repair, trade-in, refurbish, repurpose parts, and rent equipment. 

Bonus Prediction: 2026 is the Year of Small Business! Our yet-to-be-released 2026 Directors' Survey shows "supporting businesses and entrepreneurs" as the #1 programming priority, and small business programming had the greatest community impact. With new resources including the Small Business Hub, Made Originals, grant programs, and the Hartford Small Business Accelerator, Main Street programs will cement their support for the small business sector. 

Whether you're a Main Street director planning 2026 programming, a business owner adapting your strategy, or an entrepreneur considering launch, these predictions provide a roadmap for navigating the year ahead. 

Note: At the end of February, we’ll pause new episodes of the podcast as we shift focus to the Small Business Hub and Made Originals programming. Explore our extensive back catalog here for insights on succession planning, disaster recovery, scaling businesses, and more. 

Connect: 

• Review the 2025 Director’s Survey results 

• Review the latest Small Business Survey results 

• Listen to past predictions episodes here and here 

• Learn about Made Originals 

• Join MSA’s Small Biz Hub 

Episode Links: 

• Watch video episode 
• Listen on Apple Podcasts 
• Listen on Spotify 
• Subscribe for updates 

Join us next time for more insights into the evolving landscape of Main Street business. 

Over 21 years, Kim has grown from a 500-square-foot storefront with two employees (herself and her mom) to a 3,200-square-foot production facility employing 21-28 people depending on the season, plus two retail locations. In 2025, The Sweet Granada was also voted the #2 best candy shop by USA Today Readers!

Kim's journey reveals the strategic advantages small-scale manufacturers have on Main Street: the ability to jump on viral trends (Dubai bars, cocoa bombs) before mass market catches up, the capacity to create custom products quickly using local technology, and how community connection keeps dollars and talent local. 

Discover Kim's approach to: 

• Expansion decisions and timing: Why she initially expanded too slowly due to brand identity concerns, and how splitting production from retail solved the challenge. 

• Speed to market advantages: Capitalizing on viral trends with six-month windows before mass producers flood the market, generating unexpected revenue during slow seasons. 

• Community ecosystem support: Leveraging Emporia Main Street, the local Small Business Development Center chapter, and the local fab lab for custom mold generation and manufacturing solutions. 

• Navigating cost pressures: Adapting to cocoa price increases (three major increases in 12 months) through loyalty programs, packaging optimization, and strategic pricing. 

• Wholesale growth strategies: How offsite production created capacity for wholesale distribution across Kansas, driving retail traffic from unexpected markets. 

• Technology and scaling: Using fab lab technology for small-run custom molds, exploring AI applications, and planning equipment investments for signature product scaling 

• Labor and hiring evolution: Moving beyond 15-minute interviews to more comprehensive hiring and coaching processes 

Whether you're a small-scale producer considering expansion, a Main Street director supporting makers and manufacturers, or a business owner wondering how to compete with mass market, this conversation offers practical insights on building a manufacturing business without leaving downtown. 

Join us as Kim shares why her only regret is not starting sooner, how small makers make communities more interesting, and what it means to stay "light on your feet" as an entrepreneur. 

This episode also previews Main Street America's new Made Originals initiative, a soon-to-come program supporting small-scale manufacturers and brand creators in the Main Street network through giving access to national markets, education, certification, and access to capital. 

Get a limited edition box of Made Originals chocolates from Main Street maker, The Sweet Granada Chocolate Shop! Use code MSA26 for 30% off through 2/14.

Connect: 

• Learn about The Sweet Granada Chocolate Shop 

• Get a special Made Originals chocolate bar set! 

• Learn about Emporia Main Street 

• Learn about Made Originals 

• Join MSA’s Small Biz Hub 

Episode Links: 

• Watch video interview 
• Listen on Apple Podcasts 
• Listen on Spotify 
• Subscribe for updates 

Join us next time for more insights into the evolving landscape of Main Street business. 

What happens after a natural disaster hits your Main Street? This episode provides insights on how Main Street leaders and business owners can learn how to be better prepared for disaster from others who have recently gone through recovery efforts.

In this special roundtable episode, host Matt Wagner sits down with community leaders from Spruce Pine, North Carolina, one year after Hurricane Helene devastated their downtown. Featuring Mayor Philip Hise, owners of DT’s Blue Ridge Java David Niven and Zan Sistare, Main Street Director Spencer Bost, and Town Manager Daniel Stines, this conversation goes beyond the immediate aftermath to address the complex realities of long-term recovery.

Located in the Appalachian Mountains with a population of approximately 2,300, Spruce Pine faced complete loss of water, power, and communication for 17-21 days. The town is now managing an estimated $50 million in municipal damages while supporting the recovery of downtown businesses like DT's Blue Ridge Java.  

DT’s Blue Ridge Java was a recipient of Main Street America's Backing Small Businesses Disaster Recovery Grant supported by American Express – in the episode, you’ll hear a bit about how the grant helped their recovery efforts. 

Discover the critical lessons they learned about: 

• Why communication infrastructure failure was more devastating than physical damage 

• What volunteer organizations made the difference in the first critical weeks 

• The reality of 15+ day delays in federal emergency response 

• Building improvements and infrastructure planning that matter for future mitigation 

Whether your community faces hurricanes, floods, tornadoes, or wildfires, these lessons apply. Learn what actually helps, what doesn't, and ways to prepare your Main Street before disaster strikes. 

Join us as we hear directly from this resilient community about their experiences with loss, recovery, and rebuilding—and what other Main Street leaders and business owners can learn from their story. 

Looking for more disaster resilience resources? Download Main Street America’s Disaster Recovery & Resilience Toolkit here. 

Connect: 

• Learn about Downtown Spruce Pine 

• Learn about the Town of Spruce Pine 

• Learn about North Carolina Main Street & Rural Planning Center 

• Learn about Main Street America's Backing Small Businesses Disaster Recovery Grant 

• Learn about DT’s Blue Ridge Java 

Episode Links: 

• Listen on Apple Podcasts
• Listen on Spotify
• Subscribe for updates

The restaurant was opened in 2001 by Christina’s parents, Linda and Theo Hollerbach. Christina transitioned into the role of CEO in 2020. As CEO, Christina focuses on the importance of creating a healthy organizational culture by instilling a sense of community among her employees. In her conversation with Matt, Christina discusses how she has created and led a thriving company culture through the pandemic and beyond, her strategies for growth and expansion, and advice for newer Main Street business owners.  

Background reading: Learn about Hollerbach’s German Restaurant | Learn about Christina | Learn about Sanford Main Street 

Ebenezer's businesses blend artistic design with cultural heritage. His jewelry company, Akakpo Design Group, honors his Ghanaian roots through symbolic designs that reflect his heritage's history and culture. His other venture, Maine Culture, creates beautifully designed products celebrating Maine's natural beauty, allowing customers to carry a piece of Maine wherever they go. 

Join us as we explore Ebenezer's journey into entrepreneurship, the inspiration behind his designs, and how cultural significance influences his work in both business and art. 

Further Reading: Akakpo Design Group | Maine Culture | Paper City Pitch Contest | Discover Downtown Westbrook | Main Street Maine

Alycia moved to Birmingham’s Woodlawn neighborhood roughly a decade ago, and shortly after started volunteering in various community and civic engagement initiatives. “At the time, ten or eleven years ago, it was very much in transition, it was not the Woodlawn we know now,” Alycia said. “My thought process when I do anything is how can i make sure that whatever I’m apart of is better once I’m finished with it.” She began supporting neighborhood small business owners, organizing community events, and eventually, founding the community-based co-working and event space and educational hub, POLARIS, with the mission of creating a safe space to nurture community and build local entrepreneurship.  

In addition to her work at POLARIS, Alycia also founded ASL Creative Firm, a consulting agency specializing in community development, program management, and strategic planning. Through her consulting work, Alycia was brought on board as the lead project manager for the Where It Starts: Breaking Barriers to Business initiative, supported by the Truist Foundation and alongside Living Cities, to accelerate wealth-building pathways for business owners of color in five cities in the southeast.  

In their conversation, Matt and Alycia discuss her journey to business ownership, her community development work in Birmingham and through the Breaking Barriers to Business initiative, and the importance of resilience and self-belief for entrepreneurs. 

Further Reading: ASL Creative Firm | POLARIS | Where It Starts: Breaking Barriers to Business | Main Street Now Conference | About the Woodlawn District | Main Street Alabama | 

Since 2003, Martha and Ashley have been making and supplying hand-made draperies, shades, and hardware for residential and corporate clients out of their quant shop in a renovated schoolhouse. Prior to this, Martha operated a custom drapery workroom out of her home, servicing mostly local customers. Eventually, she began working on larger contract jobs for local corporations. Soon after, Ashley, who had recently graduated college, came home to join her in the family business. 

When the recession hit in 2008, the team’s commercial projects began to dry up. In an effort to attract more local residential customers, they opened their first bricks-and-mortar shop in downtown Camden and began to experiment with selling smaller items such as throw pillows on the then-fledgling online marketplace, Etsy. At the time, focusing on Etsy sales felt something like a gamble – but over the years, Martha & Ash’s online sales have eclipsed their in-person revenue and have helped them grow and scale beyond their local and regional client base. 

In their conversation with Matt, Martha and Ashley share their experience co-leading a thriving business as a mother-daughter team, the importance of delivering a high-quality product, ways they improve the customer experience online, and how they have navigated through massive economic shifts. 

Further Reading: Learn about Martha & Ash | See Martha & Ash’s Etsy Shop | Learn about Downtown Camden | Learn about Main Street South Carolina 

Ross's journey from studying marketing and behavioral psychology to graduating from the London School of Economics sparked his passion for "social entrepreneurship." He founded NuMarket on the idea of ""crowdfunding for credits."" Unlike other types where you might donate or receive rewards, this model lets anyone invest in a small business and earn credits to use at that business over time, gaining more value than they put in. 

During their discussion, Ross shares how his background shaped NuMarket, explains the various crowdfunding methods, and highlights why NuMarket's approach is ideal for small businesses. They also cover how Ross stays resilient during industry changes, the importance of listening closely to customers to stay innovative, and practical ways small businesses can leverage crowdfunding to grow. 

Tune in to learn how NuMarket is transforming crowdfunding into a tool for positive change and how small business owners can benefit from these innovative solutions. 

Further Reading: NuMarket 

They discuss Rachel's professional journey and the unique challenges faced by entrepreneurs, especially those operating in the fragrance manufacturing space. Rachel shares insights on navigating the retail and wholesale dynamics of her business, the significance of authenticity over trends, and her future aspirations, including innovative, scent-forward art installations projects and educational workshops.

Key Takeaways Include:

- Differentiating your business in a crowded space: According to IBISWorld, there are 223 perfume and fragrance manufacturing businesses in the United States. Hear from Rachel about how she ensures DANE Fragrance stands out.

- Managing both B2B and B2C business models: DANE Fragrance utilizes a B2B business model to help support its local storefront and direct to consumer product offerings.  

- Following trends: The fragrance industry is defined largely by fads and trends in product design. Rachel Latimer chooses to reject these trends to support her own unique creative vision: "“I stay clear [of trends] that I don't care about because what I am and what I feel is represented in my work, not what somebody told me to feel.” 

Connect: 

• Check out DANE Fragrance's website

Episode Links: 

- Watch video interview 

- Listen on Apple Podcasts 

- Listen on Spotify 

- Subscribe for updates 

Matt will break down his predictions from last year – the misses, the wins, and a push prediction from 2023. Plus, he’ll use data, stories, and anecdotal evidence to make his six predictions for 2024.  

Further Reading: 2024 Predictions Blog | 2023 Predictions Blog | 2022 Predictions Blog 

Harvey grew up working on his family farm in Helena. He married his high school sweetheart, Donna, who now serves as Co-Founder and Chief Brand Officer at Delta Dirt. After several years doing a variety of jobs across the country, Harvey and Donna moved back home to raise their two children at the family farm. (Their sons, Thomas and Donavan now work alongside their parents at the distillery, serving as Head Distiller and Operations Manager, respectively.)  

The family farm has been in operation since the late 1800s, when Harvey’s grandfather purchased the land on which he had been sharecropping. When Harvey Sr. inherited the land from his father, he was faced with the difficult reality that the relatively small acreage wasn’t enough to sustain traditional row crop farming. Instead, he decided to diversify the operation, reinventing the farm for vegetable production, mainly sweet potatoes, and soon began shipping out for national distribution. 

As a continuation of that ingenuity, Harvey Jr., along with his brother Kennard, decided to reinvent the farm once again in 2017, experimenting with crafting vodka from their sweet potatoes. After many years and plenty of trial and error, Delta Dirt Distillery was born. Today, it offers award-winning spirits including both vodka and gin, available in retail stores across six states across the South and shipping nationwide. The family also operates a tasting room with a variety of specialty cocktails imbued with their products.  

In their conversation, Matt and Harvey discuss the family’s legacy with farming and entrepreneurship, the innovative ways they have overcome unexpected challenges, how their tasting room has fostered community, and the advice Harvey has for other small business owners. 

Lastly, in Matt's intro, he references data from the Black Farmers' Network, founded by Dr. Veronica Womack of Georgia College. Click here to learn more about the Black Farmers' Network.

Further Reading: Learn about Delta Dirt Distillery | Follow Delta Dirt Distillery on Instagram | Learn about Main Street Helena | Learn about Main Street Arkansas 

Prior to her current roles, Anette spent 12 years working in federal government, first as an analyst in the Inspector General’s Office of the U.S. Department of Transportation in Washington D.C., and later in the Inspector General’s office in Fort Worth. Raised in Texas, moving to Fort Worth was something of a homecoming – she fell in love with the community, and soon became involved with various community non-profits and business-serving organizations, such as serving on the Fort Worth Hispanic Chamber of Commerce board. In 2019, she took on the full-time role of President and CEO. 

Not long after, in 2021, Anette and her husband Joseph Landeros opened Casa Azul Coffee. Casa Azul is the first and only coffee shop in Fort Worth’s Northside, which according to the latest census, has a 78 percent Hispanic population and is considered one of four Latino “Barrios” in Fort Worth. While residents had long been asking for a coffee franchise to open in their neighborhood, they were repeatedly told that they weren’t the target demographic. Anette and her husband were already considering opening a business in the neighborhood – but when they heard this, they knew their charge. 

Today, you can find the appropriately named Casa Azul in a brightly painted cobalt-blue, aqua, and kelly green house in the heart of the Northside district. Serving Latin-inspired coffee and pastries such as pan dulce, conchas, churro lattes, matcha-coladas, and more, Casa Azul not only provides coffee to locals, but also unapologetically celebrates residents’ culture and heritage. 

In their conversation, Matt and Anette discuss her path to entrepreneurship, how her experience in public policy informs her work, her thoughts on creating economic growth while lessening the impact of gentrification and displacement, and her advice for other business owners. 

Further Reading: Learn about Casa Azul Coffee | Learn about the Fort Worth Hispanic Chamber of Commerce | Learn about Fort Worth Hispanic Chamber of Commerce’s GM on Main Grant Project | Read a Main Spotlight blog about the Historic Northside District authored by Anette | Learn about Fort Worth Main Street | Learn about Texas Main Street 

Patrice began her career in corporate health insurance, but after being laid off just before Christmas, she decided to pursue her passion. She bought a heat press and printer, started designing and printing her own t-shirts, and launched her brand, Stuff We Wanna Say. She started small, producing t-shirts at a local co-op, and gradually expanded her offerings to include sunglasses, pants, and more. 

Later, Patrice introduced her second brand, c2bn (Created to be Noticed), focusing on high-quality, multi-functional canvas bags. Her first major client was a shoe store in the Little Five Points neighborhood, and soon she was filling wholesale orders for other local retailers. Her work eventually caught the eye of celebrities like Catherine Zeta-Jones. 

Tune in to hear Patrice share how she built her brands, adapted to grow her business, and the importance of pursuing what you love. 

Glen started his career working in programming and software development for international corporations, but after around 20 years, was feeling unfulfilled with the work. From there, he started volunteering at his children's school, and learned the school system’s management software had problems to be addressed. He rewrote the program, named it Sycamore Education, and began implementing it in other schools. After two years, Glen and his wife decided to take a leap of faith and take on Sycamore Education full-time.  

The first few years of business ownership were challenging for Glen and his family – but through hard work and trial and error, they began hiring employees and gaining new clients. After getting through the initial start-up phase, Glen gained a newfound passion for supporting other entrepreneurs.  

“My desire was not only keeping my company going, but also giving back to what we went through and doing it better than we did,” said Glen. Out of this desire, Glen purchased a historic building in downtown Fremont with the goal of converting it into a business incubator space. On the first floor, they started Milady Coffeehouse to attract community and provide a space for discussion and creativity. The second floor houses a suite of affordable office spaces available for entrepreneurs to launch their ideas. 

In their conversation, Matt and Glen discuss the importance of creating community, ways to support other entrepreneurs, why he chose to launch his businesses in a small community, and more. 

Further Reading: Sycamore Education | Milady Coffeehouse | Fremont Main Street | Nebraska Main Street Network "

Allapattah, one of Miami’s oldest and most diverse neighborhoods, is home to Little Santo Domingo, revitalized by Dominican immigrants along the 17th Avenue corridor. Mileyka, originally from the Dominican Republic, found her calling in Allapattah during college at the University of Miami. She quickly became involved in community events and eventually led efforts to create a strategic plan for the area, forming the Allapattah Collaborative CDC in 2019. 

When the pandemic hit in 2020, Mileyka and her team shifted focus to support local small businesses, aiming to preserve the cultural identity of Allapattah and Little Santo Domingo. Their initiatives include providing resources, education, and opportunities tailored to entrepreneurs in the district.  

In their conversation, Mileyka and Matt discuss the importance of Main Street leaders supporting small businesses, the importance of "owning the dirt," and Mileyka’s advice for fellow community leaders. 

Further Reading: The Allapattah Collaborative CDC | Florida Main Street | 17th Ave – Allapattah Action Plan | Small Business Anti-Displacement Network | Mary Means Leadership Award |  “Own the Dirt” Swag

In their conversation, they discuss how Casey’s journey to becoming a Main Street director, his focus on entrepreneurship, how he creates new opportunities for local business owners, and how other Main Street leaders can drive economic development in their communities. 

In their conversation, they discuss Derrick’s origins as an entrepreneur, which began in 2014 with the launch of MORTAR, an organization that enables historically marginalized entrepreneurs to access the resources needed to start and run successful businesses.  

Out of his participation in a MORTAR program, Derrick was able to test out his own business idea: a taco truck. A decade later, Derrick’s food truck, Pata Roja Taqueria, is thriving – and he’s actively working towards setting up a brick-and-mortar restaurant expected to open this year. 

Matt and Derrick also discuss the rarely discussed but prevalent issues of burnout, isolation, and loneliness facing many business owners, and how Derrick has learned to cope, adapt, and learn from his own experiences with them.  

Further Reading: Pata Roja Taqueria | MORTAR | Main Street Ohio |

Episode Links:

- Read Matt's companion blog

- Listen to Matt's 2025 Predictions episode

- Watch video episode

- Listen on Apple Podcasts

- Listen on Spotify

- Subscribe for updates 

Kirsten shares her journey from opening her own business, the Carrot Seed Kitchen Company, to becoming Executive Director of Downtown Brookings. She discusses the importance of community engagement, the challenges of running a small business, and her transition into a role focused on downtown revitalization. The conversation also touches on the impact of tariffs on small businesses and the significance of creating a sense of community through local enterprises.

Episode Links: 

- Downtown Brookings

- The Carrot Seed Kitchen Co.

- 1 Million Cups (1MC)

- Insights from the 2024 Trends Survey

- Watch the video episode

- Listen on Apple Podcasts 

- Listen on Spotify 

- Subscribe for updates 

Rewind to 2010, when Michael returned to his hometown, juggling a master’s degree and the elusive quest for the perfect destination workspace to work on his dissertation. He quickly noticed the void in communal hubs, and envisioned a haven that merged a bookstore, coffee shop, and taproom. Thanks to a pivotal small business grant from the local Main Street program, Heart of Biddeford, Michael's dream took flight. Enter Katie, joining the fray in 2013 as both manager and business partner, catalyzing Elements' evolution into the thriving hotspot it is today. 

In their candid conversation, the trio explores the profound impact a business wields in fostering belonging and community spirit. They delve into the art of attentive staff management, emphasizing the significance of listening and respecting their voices. Plus, they unravel the criticality of consistent operating hours in nurturing customer loyalty and engagement. 

Tune in to gain fresh perspectives on entrepreneurship, community building, and the art of cultivating a cherished local gem. 

Further Reading: Can Strong Social Infrastructure Cure the Loneliness Epidemic?, Planning Magazine | Elements Books Coffee Beer | Heart of Biddeford | Maine Downtown Center

Key Takeaways: 

• Journey to Business Ownership: Dale discusses his process of transitioning ownership of Dan Bailey's Outdoor Co. from his father, integrating new ideas while preserving the business's long-standing reputation and traditions. 

• Adapting to Industry Change: He explores how the outdoor retail sector has transformed, from the rise of e-commerce to shifting consumer preferences, and how Dan Bailey's has adapted its in-store experience and product mix in response. 

• Cultivating Community: As a Main Street business, Dale emphasizes Dan Bailey's critical role in the Livingston community. He shares strategies for engaging locals and tourists through events, partnerships, and more. 

• Weathering Challenges: Dale reflects on navigating challenges like supply chain disruptions and the pandemic, offering advice on maintaining resilience as a small business owner. 

• Vision for the Future: Dale outlines his plans to further strengthen Dan Bailey's position as a premier outdoor outfitter while preserving the business's authentic character and local roots. 

Connect: 

• Visit Dan Bailey's Outdoor Co. website 

• Follow Dan Bailey's on Facebook 

• Follow Dan Bailey's on Instagram 

Episode Links: 

- Watch video interview 

- Listen on Apple Podcasts 

- Listen on Spotify 

- Subscribe for updates 

Join us next week for more insights into the evolving landscape of Main Street business. 

Before becoming an entrepreneur herself, Terrand worked as a national buyer in retail. She was responsible for connecting customers to products in a profitable way – both on the international stage and for regional retailers. She found that smaller businesses were creating amazing products, but were struggling when it came to retail, distribution, and commerce acumen. When she left her corporate position, she decided to use her experience and knowledge to help small business owners, to educate and prepare them for scalable growth. 

In addition to her work leading 37 Oaks, Terrand Smith is also the author of Prepare to Shift: Proven Ways to Shift Your Hobby into a Growing Business. This is a workbook that outlines proven principles to shift a business from the early start-up stage into growth. 

Background reading: Read about 37 Oaks | Learn about Illinois Main Street | Learn about Six Corners Association |  Learn about Prepare to Shift: Proven Ways to Shift Your Hobby into a Growing Business 

Matt and Mike explore the definition of Main Street businesses, and discuss current economic concerns cited by survey respondents, including rising costs and decreasing customer spending, and the overall confidence of small business owners.

Takeaways:

• The average confidence score dropped to 6.7 out of 10, the lowest since tracking began in 2022. Only 40% of respondents now rate their confidence as 8 or higher, compared to 59% in Fall 2022.

• Nearly half (49%) of respondents reported a decline in profits over the past three months. Only 15% saw any profit increase.

• 65% of respondents said their household depends on their business’s profitability. Alarmingly, 43% said their income from the business is insufficient to meet basic living expenses.   • Major concerns include the rising cost of supplies and equipment (72%), declining customer spending (68%), and the impact of new tariffs (50%).

Episode Links: 

- Spring 2025 Small Business Profiles Survey

- Watch the video episode

- Listen on Apple Podcasts 

- Listen on Spotify 

- Subscribe for updates 

As a former special education teacher, Tiffany has a heart for creating welcoming, inclusive, and fully accessible spaces for people with disabilities. Coupled with a passion for wanting to make a difference in her local community and a strong work ethic, she developed the concept for Brewability back in 2016 with the intention of providing employment opportunities and a welcoming gathering space for those with disabilities and the community as a whole. 

In their conversation, they discuss Tiffany’s path to entrepreneurship, how the Backing Small Businesses grant funding has impacted the business and community, and her advice for how all business owners can create more accessible and welcoming spaces.  

In this data-driven conversation, host Matt Wagner sits down with Mike Powe, Senior Director of Research at Main Street America, to break down findings from their Fall 2025 Small Business Survey. The survey of 1,295 businesses reveals that small business owners are experiencing persistent revenue and profitability challenges, broad societal instability impacting operations, and the measurable advantage of Main Street program support (nearly a full point higher confidence and 11% better revenue stability).

Takeaways

• Business confidence hitting its second-lowest point on record
• Which types of businesses are faring better (professional services, established businesses, those with more employees)
• How Main Street program support translates to real business outcomes
• The characteristics that define authentic Main Street businesses 

Episode Links:

• Listen on Apple Podcasts
• Listen on Spotify
• Subscribe for updates

Amex Shop Small Grants Program

We have some super exciting news to share with you all! Main Street America and American Express are teaming up to launch a new grant program for small business owners. The Amex Shop Small Grants Program will provide an initial $5 million to fund 250 grants of $20,000 each to eligible small business owners across the U.S. The application will open on this Small Business Saturday, November 29, 2025. 

And get this. Every time an American Express Card Member shops with their eligible Card at a qualifying U.S. small business on November 29, American Express will donate an additional $1 to fund additional grants.  So, there’s an extra incentive to get out there and support local businesses on Small Business Saturday! You can find eligible small businesses in your community on the Shop Small Map. American Express Debit Cards are not eligible.”  

Find more information on our website at mainstreet.org/shopsmallgrant.

Mindy’s passion for entrepreneurship at an early age watching her parents run their own business. She started her first business while in college, designing websites for other small business owners. After graduating from college, she landed a project management job at a marketing firm. During this time, she continued to dream and plan to open her own business one day.  

Her opportunity came when she visited her husband Patrick’s hometown and fell in love with The Cooks Emporium, a local kitchen and home goods store. What started as a dream turned into reality in 2018 when Mindy and Patrick took over the store. Since then, they've expanded with three more ventures: Nook & Nest (a home decor shop), Z.W. Mercantile (a zero-waste store), and The Recipe (an event space with cooking classes). 

Tune in to hear Mindy’s insights on entrepreneurship, community engagement, the art of pivoting, and her unique approach to redefining failure. 

Bobby has a strong background in economic development and real estate. Prior to founding &Access, Bobby led an effort to attract and maintain small businesses in Detroit and tackled wide-ranging retail challenges as a senior strategist at Streetsense. 

In this conversation, they discuss how retail can be a key economic development driver, ways small businesses add social capital to communities, challenges facing retailers and the solutions offered by &Access. They touch on anti-displacement solutions for business owners, how digital commerce is impacting local retailers, and how business owners can acquire properties in ways that meet their own unique goals. 

The Shoalwater Bay Indian Reservation is a participating organization in Main Street America’s USDOT Thriving Communities program. Through the program, we are working with local community leaders to develop an increased awareness of Federal opportunities, prepare community leaders to implement infrastructure and community development projects, and build lasting local capacity for carrying out projects. Given the partnership, the group discusses how transportation and logistics impact Shoalwater Seafood’s business given the remoteness of their location to tourists and markets. 

In the episode, the group discusses the partnership between Shoalwater Seafood and Shoalwater Bay Indian tribe, their journey to oyster farming, insights on being a tribal enterprise, how tribal culture and values are reflected in the business, ways climate change has impacted the business, and more. 

Further Reading: Shoalwater Seafood | Washington State Main Street Program | Shoalwater Bay Indian Tribe | USDOT Thriving Communities Program

Discussion topics include: 

• The unique challenges and opportunities that come with running a business in Puerto Rico
• Why building community connections is vital for adapting to unforeseen events 
• Disaster preparedness and recovery

Episode Links: 

- Watch video episode 

- Listen on Apple Podcasts 

- Listen on Spotify 

- Subscribe for updates 

In this episode, we dive deep into: 

- Introduction to Patrick and Matt: Discover how two lifelong best friends transformed their childhood bond into a powerful business partnership. Patrick and Matt share candid insights about how their complementary strengths and lifelong friendship created the perfect foundation for their entrepreneurial venture. 

- Gen Z Entrepreneurs: Step into the world of Gen Z entrepreneurship, making up only 8 percent of all business owners – but not for long. Learn why this generation is uniquely positioned to disrupt traditional business models and how their digital-native perspective is reshaping customer experiences. Patrick and Matt offer a fascinating glimpse into how their generation's values and vision are influencing their business decisions. 

- Journey to Ownership: Follow the remarkable story of how these young entrepreneurs' longtime dream of business ownership collided with an unexpected opportunity. Hear about how a historic firehouse-turned-coffee shop caught their attention and how they knew instantly it was their chance to create something special. They share the serendipitous way they decided take the leap and the gut instincts that told them this was their path. 

- Success Stories and Challenges: From forming their business plan to overcoming funding challenges, Patrick and Matt share their innovative solutions to funding obstacles, their strategies for winning over their community, and the valuable lessons they learned about perseverance in the face of doubt. 

Connect: 

• Check out Firehouse Coffee 1881’s website 

• Follow Firehouse Coffee on Facebook 

• Follow Firehouse Coffee on Instagram 

• Subscribe to Firehouse Coffee’s YouTube channel 

• Follow Firehouse Coffee on LinkedIn 

Episode Links: 

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Join us next week for more insights into the evolving landscape of Main Street business. 

Amber began her path towards entrepreneurship when she was a new mother, soon after relocating to Skowhegan. With a little time on her hands and a desire to more deeply engage with her new community, Amber began volunteering at the farmer's market. There, she learned that grain farmers and producers were missing components in the local food shed. Maine Grains grew out of a desire to bring locally grown and manufactured grain products back to central Maine.  

Her story highlights the importance of how combining a business with a higher purpose, along with a successful formula for growing and scaling, can build community and spur economic growth.  

This episode was recorded live at the Main Street Now Conference in Boston, Mass., in May 2023. 

Background reading: Read about Maine Grains | Learn about Main Street Skowhegan | Read an article featuring Amber’s story, published in The Wall Street Journal in July 2023

Launched in 2021 to encourage local and regional voter turnout, The Barbershop Conversation podcast is focused on delivering current events and political news, along with local coverage, through a positive lens. Outside of their work educating the community through the podcast, Bentley is also the Board Chairman of Historic Goldsboro Main Street, a designated Main Street Community as of 2022. Bentley is also involved with Goldsboro Front Porch, a youth community resource center that supports area high school students with tutoring and employment. Green is the owner of Elite Styles Barber Lounge in Goldsboro, Fla., and Hampton is a contractor in the historic Midway community.

In their conversation, Bentley, Hampton, and Green discuss the importance of youth community involvement, encouraging entrepreneurship among residents, fostering equitable partnerships, and their founding mission of serving the community.  

Further Reading: Listen to The Barbershop Conversation | Follow Elite Styles Barber Lounge | Learn about Historic Goldsboro Main Street | Learn about Florida Main Street | Read a press release from the Florida Department of State honoring Goldsboro Main Street