Kourtney and Kim welcome Trish Davies to the podcast for BBOF’s first virtual guest episode, technical difficulties and all.

Trish is a financial advisor, entrepreneur, advocate, numbers person, and proud owner of a brain that remembers things the rest of us forgot approximately six seconds ago. She joins the conversation to talk about building a career and a business around who you actually are instead of constantly trying to force yourself into somebody else’s version of how work is supposed to look.

The conversation gets into Trish’s experience as an autistic woman navigating corporate environments, entrepreneurship, sensory overload, masking, accommodations, and the enormous amount of energy that can go into simply existing in spaces that were not designed with neurodivergent people in mind.

They unpack why “autism is a superpower” does not always tell the whole story, why eye contact probably does not need to be a job requirement, and what companies may be missing when they hire for “culture fit” instead of looking at the actual skills someone brings to the table.

And then there is entrepreneurship.

For Trish, Kourtney, and Kim, working for yourself is not just about owning a business. Sometimes it is what happens when you look at the options you have been given and decide: screw it, I’m going to build something that actually works for me.

The conversation also gets into women in business, advocacy, representation, helping other women succeed, and why being a Boss Bitch is not about having everything figured out. It is about taking charge of your own life, making the decision, starting the thing, changing direction when you need to, and helping somebody else up while you are at it.

Plus, Kourtney demonstrates her disturbingly accurate memory for Starbucks orders, Kim wants her slide-out keyboard back, Trish introduces the legend of Grandma Roberta, Neil the Seal becomes the unofficial mascot of perimenopause, and everyone collectively realizes that maybe we should bring back dumb phones.

Because sometimes being a Boss B*tch really is as simple as:

Screw it. I’m gonna do it myself.

Chapters: 

00:00 — Bangs, Technical Difficulties & BBOF Opening Chaos
01:55 — Meet Trish Davies!
05:07 — Grandma Roberta & Family Boss Bitch Energy
10:55 — Trish’s Entrepreneurial Journey and Financial Know-how
13:58 — Autism, Advocacy & Representation
19:50 — Entrepreneurship and Neurodivergence and Disability in the Workplace
29:33 — Rapid Fire
36:33 — What Makes a Boss Bitch?
39:03 — Women, Entrepreneurship & Small Business
43:18 — Grandma Roberta Energy Returns
44:50 — Final Fun Prompt! 
48:36 — Kim’s Travel Joke

Find BBOF:

Website: bbofpodcast.com

Instagram: Follow @BBOFpodcast on Instagram for episode clips, behind-the-scenes chaos, guest moments, and more.

YouTube: Watch BBOF episodes, clips, and video content on YouTube.

BBOF Podcast | Boss Bitches of Frederick
For small business owners who get shit done, occasionally lose their shit, and keep building anyway.

In Episode 3, the conversation gets real about what it actually takes to run a small business. Money. Hard decisions. Competition. Client relationships. Networking. And all the outside forces that definitely were not included on the vision board.

Kourtney and Kim unpack the tension between optimism and reality, because positive thinking is great, but unfortunately invoices still exist.

They also get into introversion, extroversion, and the special kind of emotional gymnastics required to network when you would rather be literally anywhere else. Add in the temptation to compare your Chapter 3 to somebody else’s Chapter 37, and welcome to entrepreneurship.

The conversation digs into resilience, independence, competition, empathy, and knowing when it is time to pivot, make the hard call, or simply keep going.

Because running a business is not just strategy and spreadsheets. It is people, pressure, confidence, doubt, boundaries, and learning how to keep your head on straight while building the damn thing.

In This Episode

• The very real challenges of running a small business
• Balancing optimism with a healthy dose of reality
• Introversion, extroversion, and everything in between
• Why networking can feel like its own full-time job
• Building a business without losing your independence
• Resilience, tough decisions, and knowing when to pivot
• Comparison and competition in business
• Why empathy can completely change a client relationship
• The feelings nobody puts in the business plan

Chapters

00:00 — Navigating Small Business Challenges
18:59 — Balancing Optimism and Realism
24:54 — Understanding Introversion and Extroversion
25:39 — Networking & Social Interaction Struggles
26:31 — Building a Business & Maintaining Independence
27:24 — Resilience & Making the Hard Calls
28:54 — Comparison & Competition in Business
30:11 — Empathy & Understanding Your Clients

Find BBOF

Website: bbofpodcast.com

Instagram: Follow @BBOFpodcast on Instagram for episode clips, behind-the-scenes chaos, guest moments, and more.

YouTube: Watch BBOF episodes, clips, and video content on YouTube.

Listen: BBOF is streaming now on your favorite podcast platforms.

BBOF Podcast | Boss Bitches of Frederick

For small business owners who get shit done, occasionally lose their shit, and keep building anyway.

Sarah and Gina share the story behind Second Helping Books, how the idea came together, what it took to get started, and how the business has grown along the way. The conversation digs into expansion, creative reuse, and the practical reality of turning a passion for books into an actual business.

From there, things get personal in the best way. The group talks work environments, meeting styles, reading habits, vacations, food preferences, and the little choices that shape how we work and live. Sarah and Gina also share the business books and lessons that have influenced the way they approach entrepreneurship, leadership, and quality of life.

And because this is BBOF, there is rapid fire, there are opinions, and there are absolutely some detours.

In This Episode

• Fast food favorites and chicken preferences
• Summer reads and reading habits
• Meet Sarah and Gina of Second Helping Books
• The story behind starting the business
• Business growth and expansion
• Upcycling and creative reuse
• Work environment and meeting preferences
• Personal versus professional habits
• Vacation and food preferences
• Business philosophy and entrepreneurship
• Favorite business books and lessons learned
• Rapid-fire questions and plenty of side quests

Chapters

00:00 — Opening Remarks with Kourtney & Kim
05:45 — Meet Sarah & Gina
10:57 — Starting Second Helping Books
31:21 — Rapid Fire Round!
40:45 — Boss Bitch Business Philosophy
50:44 — FFF: Business Books & Lessons

Find BBOF

Website: https://bbofpodcast.com
Listen, connect, become a guest, or become a sponsor: bbofpodcast.com
Follow us on social: Find the official BBOF social channels through bbofpodcast.com

BBOF Podcast | Boss Bitches of Frederick
Inspiring, empowering, and connecting small business owners who get shit done.

AJ shares his journey from working at Best Buy to building a business of his own, including the career pivots, lessons, and challenges that came with making the leap into entrepreneurship. The conversation gets especially real when it turns to cybersecurity and the scams targeting small business owners. From phishing attempts to fake Google verification threats, AJ breaks down how scammers manufacture urgency, why business owners are especially vulnerable, and why slowing down before clicking, responding, or handing over information can save you one hell of a headache.

The conversation also wanders into identity and the changing ways race and ethnicity are classified, the financial weight of student loans, and whether traditional definitions of success actually lead to a better quality of life.

And because this is BBOF, things eventually get personal. AJ tackles rapid-fire questions, shares his perspective on entrepreneurship and success, and answers the question we ask every guest:

What does #BossBitch mean to you?

For AJ, it comes down to confidence, standing on your own, knowing who you are, and being unapologetically forward about it.

There are business lessons. There are scammer stories. There are questionable jokes. And somewhere in there, we may even learn something.

In This Episode

• AJ’s journey from Best Buy to business ownership
• Career transitions and taking the entrepreneurial leap
• Cybersecurity threats every small business owner should know about
• Phishing scams and how scammers create urgency and pressure
• Why Google verification matters for small businesses
• Identity, race, ethnicity, and changing classifications
• Student loans and the very expensive reality of higher education
• Entrepreneurship, success, and quality of life
• Rapid-fire questions with AJ
• What being a #BossBitch really means
• And, naturally, a travel joke to send us out

Chapters

00:00 — Consulting, Career Pivots & Cybersecurity Threats
26:30 — Why Google Verification Matters for Small Businesses
27:10 — Scammer Pressure Tactics & Protecting Your Business
28:17 — Identity & Minority Classification
29:19 — How Racial & Ethnic Classification Has Evolved
30:26 — Student Loans, College Debt & the Financial Hangover
31:37 — Student Discounts & Financial Struggles
32:20 — Rapid Fire, Entrepreneurship & Quality of Life
43:06 — What Does #BossBitch Mean to You?
48:08 — Travel Jokes & Closing Chaos

Find BBOF

Website: https://bbofpodcast.com
Listen, connect, become a guest, or become a sponsor: bbofpodcast.com
Follow us on social: Find the official BBOF social channels through bbofpodcast.com

BBOF Podcast | Boss Bitches of Frederick
Inspiring, empowering, and connecting small business owners who get sh*t done.

BBOF Podcast: www.bbofpodcast.com

Co-host: ⁠Kim Mogard - Travel Advisor⁠

Co-host: Kourtney Roman - Creative Executive Officer of⁠ Empire Media Solutions⁠

Edited and produced by: Empire Media Solutions

It wouldn't be a BBOF Podcast episode without rapid fire questions, a final fun prompt, and of course a reference to Kim's love of pork products. How long do YOU eat a pound of bacon?

Tune in for a sum up of the hilarity and authenticity around our Boss B*tch chats and check out all the episodes to get caught up before next season launches in August of 2026!

BBOF Podcast - www.bbofpodcast.com

Co-hosted by Kourtney Roman & Kim Mogard

Produced by: Empire Media Solutions

This is high level HBIC #BossB*tch energy - not saying, "Yes!" to every meeting because some are not worth the hour off your calendar. Making smart moves and setting boundaries allows you to grow in your business and perform at a higher level.

We also balance out the conversation with a talk on hobbies (what are those?!) and which ones Kourtney and Kim would add if they have the time (and money!) Of course, no BBOF conversation is complete without some off-the-wall chat - this time who is your hall pass? Living or dead!

BBOF Podcast: www.bbofpodcast.com

Co-host: ⁠Kim Mogard - Travel Advisor⁠

Co-host: Kourtney Roman - Creative Executive Officer of⁠ Empire Media Solutions⁠

Edited and produced by: Empire Media Solutions

Lauren is so charming, charismatic, and warm and it was a pleasure to get to know her more, learn about her history, and her journey from behind the camera to in-front of it in a few ways.

With such good conversation comes another 2 parter so be sure to check out Episode 13 for the rest of the conversation!

We also dive into how we decompress and why thats so important as business people and #bossbitches.

They also quiz each other to finish common phrases and whether they are right or being funny, it's good for a laugh. To find out what else happens, just give it a listen.

They also talk some cool, new #bossbitch merch ideas including shirts, caboodles and maybe even some pencil pouch SWAG. The podcast is exactly where the two of them need to be right now and this community is providing support, relief, and authenticity to their business journeys.

Co-host: Kim Mogard, Independent Travel Advisor

Co-host and producer: Kourtney Roman, Creative Executive Officer of Empire Media Solutions

For more info and to inquire about Being A Guest: BBOFPodcast.com

They get a little off topic with a reference to The Princess Bride and Kim exclaims, "I love men in tights!" But the conversation continues with what stresses them in business and some practices that could make improvements - schedule, stretches, and some more laughter.

During the final fun prompt they actually realize that they have found great success in business (looking back over the last 4-5 years) despite not having money, they truly are on to something great in entrepreneurship.

James shares more about his work as a creative and how his background in the performing arts has shaped the way he approaches both storytelling and business. The episode explores what it looks like to build something that feels aligned, trust your instincts, and stay true to who you are while growing in your industry.

It’s an honest, encouraging conversation for creatives, entrepreneurs, and anyone trying to build a business with authenticity. A little insight, a little real talk, and just enough awkward to keep it on brand.

She along with Kourtney and Kim discuss what it means and the importance of showing up as your authentic selves in your branding. Not everyone will be your client, but there is room in the sandbox/office/community for everyone. Building community and supporting each other matters so much!

Enjoys #bossbitches!

With quotes worth stitching on a pillow:

“Boss B*tches get shit done, but you do have to take some hard risks.” – Kim

“Part of showing up in light of everything else, in spite of everything else, that is Boss B*tch mentality.” – Kourtney

BBOF Podcast: www.bbofpodcast.com

Co-host: Kim Mogard - Travel Advisor

Co-host: Kourtney Roman - Creative Executive Officer of Empire Media Solutions

Edited and produced by: Empire Media Solutions

We chat about how we met, setting new year's intentions (Find out what Kim and Kourtney's words of the year are!) the best Christmas gifts, and our FINAL FUN PROMPT has us reflecting.

Website: www.bbofpodcast.com

Produced by: Empire Media Solutions

Co-host: Kim Mogard, Travel Advisor

Co-host: Kourtney Roman, Empire Media Solutions

Thank you to: BNI, Caesar Salads, Landon of Eye Drink

The three talk business experience, prioritizing the customer and creating your own insanity - the perk of being your own boss! 🤪

Be on the listen for a cameo Bitch-Burp and that rapid fire noise is definitely a first. What a fun episode with our first male #BossBitch and close personal connection to on of our hosts!

We open our conversation learning more about Katie who started her career working with animals, but pivoted for quality of life to taking over (and growing!) her mom's bookkeeping business. Don't think those two things go together? Learn how the admin, care, and details of those jobs actually compare!

Our boss talk continues with talks of protecting time, being selective with meetings, and how Kourtney and Kim avoid distracting each other in their shared office space. Spoiler: Headphones and ignoring 🤣

Part 2 with Katie Hanna to come!

Co-host: Kim Mogard, ⁠Independent Travel Advisor⁠

Co-host and producer: Kourtney Roman, Creative Executive Officer of ⁠Empire Media Solutions⁠

For more info and to inquire about Being A Guest: ⁠BBOFPodcast.com

The conversation weaves between the power we all hold working with people everyday to being a #Boss Bitch and just doing. The hosts and guest get distracted with a new (maybe controversial 😂 🪒) beauty salon services. But they find their way back to a FINAL FUN PROMPT and how, for each of us, our biggest business surprise was in-fact starting one.

But you'll have to listen to really be inspired... and laugh.

BBOF Podcast: www.bbofpodcast.com

Co-host: ⁠Kim Mogard - Travel Advisor⁠

Co-host: Kourtney Roman - Creative Executive Officer of⁠ Empire Media Solutions⁠

Edited and produced by: Empire Media Solutions

She offers expert advice and insights and we dive into her Boss B!tch story from the Navy to now - 1 year into her own business. She believes as a BB it's her and our responsibility to bring those around us up with us in this business and life journey.

You also just don't want to miss her Rapid Fire noise... check out this episode and more.

During our chat we discuss how much Ann truly loves her members and setting healthy boundaries also empowers them too! Not only is she a #bossbitch, but she also really cares about her community which lead her to start Burgers and Bands for Suicide Prevention 10 years ago.

Listen to the epsiode to learn more!