BBOF Podcast

Kourtney and Kim sit down with Elaina for a conversation about solitude, mental health, resilience, career pivots, and what happens when life decides to rewrite the plan without asking permission first.

The episode starts with the freedom that can come from being alone, including solo travel, self-discovery, and learning to actually enjoy your own company. From there, the conversation digs into the harder stuff: balancing work and personal life, prioritizing self-care when the calendar is already screaming, and recognizing that productivity means very little if you are running yourself straight into the ground.

Elaina also shares her perspective on mental health, including the importance of creating space for these conversations among first responders. The group talks about the power of telling your story, finding creative outlets, and why sometimes giving yourself permission to speak openly can be part of the healing process.

The conversation eventually turns to the curveballs nobody plans for. Unexpected life changes, difficult seasons, career development, and the strange way adversity can completely rearrange your perspective.

Through it all, one theme keeps showing up: resilience does not mean pretending everything is fine. It means figuring out what comes next, extending a little empathy to yourself and other people, and continuing to build a life that actually feels like yours.

And, naturally, they get to the question that matters:

What does being a #BossBitch mean to you?

In This Episode

• Finding yourself through solitude
• The freedom and reality of solo travel
• Connecting through shared experiences
• Mental health awareness for first responders
• Using your voice and telling your story
• Why self-care has to be more than a buzzword
• Creative expression and writing
• Work-life balance when life refuses to cooperate
• Navigating major life pivots
• Resilience during difficult seasons
• How empathy changes the way we see other people
• The emotional weight of running a small business
• Career growth and self-empowerment
• Defining what it means to be a #BossBitch

Chapters

00:00 — Embracing Solitude & Self-Discovery
05:57 — Connecting Through Shared Experiences
08:59 — Mental Health in First Responders
12:01 — The Power of Voice & Storytelling
15:44 — Navigating Technical Challenges
18:21 — The Importance of Self-Care
22:00 — Creative Expression Through Writing
22:46 — Balancing Work & Personal Life
28:58 — Facing Life’s Curveballs
36:32 — Resilience & Perspective
44:08 — The Weight of Small Business
46:30 — Defining a Boss Bitch
47:11 — Unexpected Life Plot Twists
50:22 — Promoting Mental Health Awareness

Find BBOF

Website: bbofpodcast.com

Catch the latest episodes, meet the guests, and find BBOF’s social and listening channels at bbofpodcast.com. The podcast is dedicated to inspiring, empowering, and connecting small business owners who get shit done, even when life gets decidedly off-script. bbofpodcast.com

BBOF Podcast | Boss Bitches of Frederick
Because being your own boss requires you to bitch sometimes.

Bangs. Business. Autism. Entrepreneurship. Grandma Roberta. Somehow it all connects.

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.

No guests. No filters. Just Kourtney and Kim getting into the beautiful, exhausting, occasionally unhinged reality of building a business.

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.

• 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

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

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.

In this episode, Kourtney and Kim sit down with Sarah O’Hara and Gina Giles-Hare of Second Helping Books for a conversation that somehow travels from chicken wings and summer reads to entrepreneurship, upcycling, business philosophy, and the beautifully weird process of building something from scratch.

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.

• 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

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

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.

In this episode, Kourtney and Kim sit down with AJ Mohammadi of Technovate Designs for a conversation that college and retail jobs to entrepreneurship, identity, student debt, cybersecurity, and the wonderfully chaotic reality of figuring shit out as you go.

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.

• 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

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

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.

In this final episode of Season 1, Kourtney and Kim sit down to reminisce over the first 16 episodes of BBOF. All the #bossbitches, all the funny moments, and rapid fire noises along the way!

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

Kourtney and Kim sit down with James Meech of Meech Creative, LLC for a conversation about finding your niche, leaning into community over competition, and paying attention to the business red flags that can save you a lot of stress down the line.

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.

In this episode, Kourtney & Kim sit down with Matt Marley. A former business owner, a current salesperson at Ourisman, and Kim's other-half!

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!

In this episode, Kourtney and Kim briefly discuss new office snacks and then sit down with Ann Brennan, Executive Director of BNI Central Maryland and owner of No Bullshit Marketing.

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!

Part 2 with the lovely Lauren Harshman! Kourtney and Kim continue the conversation with Lauren and learn about her Chikfila experience and landing a national commercial on the "little red couch."

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