What does it take to build a business when your family’s needs have to come first?

For Kymbirley “Kym” Brake, it began in a hospital room. While caring for her daughter, she started helping other parents with taxes and insurance paperwork. That work grew into a business that allowed her to support them both while remaining available for her daughter’s care.

Kym joins me to talk about financial independence, finding confidence in your own abilities, and making business decisions that reflect the life you actually need. We also discuss taxes, asking for professional guidance, and the challenge of knowing when to keep going and when to change direction.

In this episode:
• How helping other families became the beginning of Kym’s business
• A teacher who saw her gift for numbers
• Building a career around caregiving
• Asking better questions about your business and taxes
• Perseverance, pivoting, and the pressure to keep your word
• Choosing your clients and protecting your energy
• Making room for travel, connection, and a little fun

Connect with Kym:
Website: https://www.octaxbrake.com/
Instagram: https://www.instagram.com/octaxbrake/

Visit her website to explore her services, courses, and membership.

Know a woman who is building a business around a complicated life? Share this conversation with her.

This conversation is for general information and is not individualized tax or legal advice. Consult a qualified professional about your circumstances before acting on any tax strategy discussed.

Wine Camp is laughter, adventure, girlfriend connection—shared over some very good wine and cocktails.

We're heading to Temecula, CA, July 15–18, 2027, for brand-new experiences centered around women, community, connection, and a whole lot of fun.

Registration is limited to the first 40 women. Learn more and save your spot at https://winecamp.info.

Want support growing your business? Book a free Discovery Call with Penny: https://tidycal.com/pennyforyourshots/call

Wine Camp 2027 - Join the list or save your spot:
https://www.pennyforyourshots.com/winecamp

Become an Insider for weekly updates, tips, inspiration, and episode extras:
https://www.pennyforyourshots.com/insider

Love cocktails + community? Join the Sipper Club:
https://www.pennyforyourshots.com/sip

Explore all things Penny: coaching, podcast, events, & more:
https://www.pennyforyourshots.com

Follow Penny on Instagram: @penny4yourshots
Or on Facebook: Penny (Kuhlers) Fitzgerald

What happens when growth turns the business you wanted into a job you no longer recognize?

Lisa Somers joins me for an honest conversation about building Marketplace Superheroes with her brother, navigating a million-dollar debt, and learning that there is almost always another solution, even when the numbers feel overwhelming.

Lisa shares how she moved from psychology training into entrepreneurship, why she eventually chose a lean team over a large corporate-style structure, and what makes a family business work without damaging the family relationship. We also talk about therapy, confidence, the people you call when a problem feels enormous, and why human connection matters even more in an AI-heavy world.

In this episode, you'll hear:
▪️ How Lisa found her way into entrepreneurship without a business degree
▪️ The hard lessons that came from bad business deals and major debt
▪️ Why agency and problem solving matter more than having every answer
▪️ How Lisa and her brother divide roles and protect their relationship
▪️ Why bigger is not always better when you are designing your business
▪️ What authentic connection looks like when so much content is automated

Connect with Lisa:
Marketplace Superheroes
Instagram

Free resources:
Go Live Get Paid training
Free companion guide

Wine Camp is laughter, adventure, girlfriend connection—shared over some very good wine and cocktails.

We're heading to Temecula, CA, July 15–18, 2027, for brand-new experiences centered around women, community, connection, and a whole lot of fun.

Registration is limited to the first 40 women. Learn more and save your spot at https://winecamp.info.

Want support growing your business? Book a free Discovery Call with Penny: https://tidycal.com/pennyforyourshots/call

Wine Camp 2027 - Join the list or save your spot:
https://www.pennyforyourshots.com/winecamp

Become an Insider for weekly updates, tips, inspiration, and episode extras:
https://www.pennyforyourshots.com/insider

Love cocktails + community? Join the Sipper Club:
https://www.pennyforyourshots.com/sip

Explore all things Penny: coaching, podcast, events, & more:
https://www.pennyforyourshots.com

Follow Penny on Instagram: @penny4yourshots
Or on Facebook: Penny (Kuhlers) Fitzgerald

What happens when you’ve spent decades understanding fitness and nutrition, and suddenly your own body stops responding the way it always has?

Corry Matthews spent more than 25 years in fitness and nutrition, including competing as a professional bodybuilder. But in her 40s, the strategies she had always relied on stopped working the same way.

We talk about perimenopause, hormones, food, strength training, HRT, changing bodies, and why the answer in midlife isn’t always to simply try harder. We also talk about learning to work with the body you have now and giving yourself some grace along the way.

In this episode:

• Why Corry’s 40s changed what she thought she knew about fitness
• Perimenopause and hormone changes
• Food, blood sugar, and learning your individual triggers
• Resistance training and everyday movement
• HRT and the evolving conversation around menopause
• Confidence, aging, and giving yourself grace
• A family trip to Italy involving gelato, limoncello, and some fabulous memories

Connect with Corry:
https://corrymatthews.com/

Corry also mentioned a symptom tracker during our conversation. Find it here: https://strengthandgracefitness.com/hormonequiz/

Wine Camp is laughter, adventure, girlfriend connection—shared over some very good wine and cocktails.

We're heading to Temecula, CA, July 15–18, 2027, for brand-new experiences centered around women, community, connection, and a whole lot of fun.

Registration is limited to the first 40 women. Learn more and save your spot at https://winecamp.info.

Want support growing your business? Book a free Discovery Call with Penny: https://tidycal.com/pennyforyourshots/call

Wine Camp 2027 - Join the list or save your spot:
https://www.pennyforyourshots.com/winecamp

Become an Insider for weekly updates, tips, inspiration, and episode extras:
https://www.pennyforyourshots.com/insider

Love cocktails + community? Join the Sipper Club:
https://www.pennyforyourshots.com/sip

Explore all things Penny: coaching, podcast, events, & more:
https://www.pennyforyourshots.com

Follow Penny on Instagram: @penny4yourshots
Or on Facebook: Penny (Kuhlers) Fitzgerald