Ep 24: What do you do when life leaves you broke, humbled, and sleeping on your mother’s floor with $8K to your name

For Kevin Jacobson Jr., the answer wasn’t hustle harder. It was become better—from the inside out.

In this wildly raw and energizing episode, Kevin shares how he went from seven-figure success… to losing everything… to building again with more purpose, faith, and freedom than ever before.

We talk about how AI is changing business, why kindness is Kevin’s superpower (even when life has been brutal), and what most people get wrong about ambition, faith, and “playing small.”

Whether you’re rebuilding after a hard season, or chasing your next big thing, Kevin’s story will remind you why betting on yourself is always the way out.

🎧 Listen in to discover:

✔️ The mindset shift that pulled Kevin out of rock bottom

✔️ Why unwavering faith…not just hustle…is the secret weapon most entrepreneurs ignore

✔️ How to spot the opportunities hidden inside life’s worst moments

✔️ The truth about AI, success, and staying kind in a cutthroat world

Kevin is one of the most generous, real humans in this space, and his insights will light a fire under you. Hit play and let’s go.

Why listen?

🔥 You’re ready to stop playing small (and need a push).

🔥 You want to build success without losing your soul.

🔥 You crave an honest conversation about faith, failure, and forging a new path.

Connect with Kevin:

Follow Kevin on Facebook

Levrg AI

Entrepreneurship Sucks Podcast

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Ep 23: What if your next big move wasn't behind you, but ahead of you, even if you're in your 40s, surrounded by snack wrappers in a minivan full of kids?

In this powerhouse episode, we sit down with Rachel Miller—marketing strategist, mom of six, and “collector of businesses”—as she shares her unconventional journey from coaching 27,000+ business owners to creating her own AI-powered software...without a lick of coding experience.

In this episode, Rachel unpacks how she went from viral content queen to tech founder, all while homeschooling and juggling orthodontist visits. She shares how parenting a child with epilepsy forced her to rebuild her business and her life with more intention, flexibility, and resilience.

She talks about the moments that shaped her entrepreneurial path, including a mentor telling her she had no business building a software company and how she turned that doubt into fuel. She walks us through why she built tools out of pure necessity, how she grew a 4-million-strong following without paid ads, and what it means to sequence your life the way busy moms do every day.

Whether you’re launching your first funnel from a parking lot or battling imposter syndrome in your mid-40s, Rachel reminds us all: You’re not too old, you haven’t missed your shot, and it’s never too late to build something world-changing.

This episode is for anyone who’s been told they missed the ground floor—and is ready to build the whole building anyway.

Why listen?

If you're juggling ambition with everyday chaos—or wondering if it's too late to start something big—this episode is your permission slip.

Rachel shares:

🔥 Why age and experience aren’t barriers—they’re superpowers.

🔥 How she built a tech company from the ground up (with zero coding skills).

🔥 The systems she created to scale her business and be present for her six kids.

🔥 The power of doing business the “mom way”—resilient, efficient, and scrappy.

🔥 Why starting on the ground floor can actually be your biggest advantage.

🎧 Hit play to learn how to build smarter, dream bigger, and rewrite the rules on your own terms.

Connect with Rachel:

Pagewheel - Rachel’s AI Funnel Builder

Free Content Copy

Rachel Miller on Instagram

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Ep 22: You may know her as the queen of cookies behind Lolly’s Home Kitchen—but this isn’t a sugar-coated success story.

In this heart-cracking episode, Lauren Anderson shares the raw truth behind her wildly successful business: a story born not out of strategy, but survival. After her newborn son was diagnosed with a critical heart defect, Lauren’s world turned upside down. As her son fought for his life in the hospital, Lauren was just trying to keep her family (and herself) from drowning. That’s when cookies came in—not as a business, but as therapy.

From there? Everything changed.

In this vulnerable and deeply personal conversation, Lauren opens up about:

• Becoming a heart mom overnight—and how it changed her identity forever

• The near-collapse of her marriage and the unexpected moment that saved it

• Why royal icing became a lifeline and how her cookie biz has now reached 50,000+ students

• • How to advocate when someone you love can't speak for themselves
  • Her bold (and sometimes spicy) takes on money, service, food dyes, tariffs, and yes—even student loans

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  This is the interview everyone needs to hear—not just for the entrepreneurs and cookie-lovers, but for anyone trying to make sense of the struggle, stay married through grief, and still hold space for joy.

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  Tune in for:

  • A conversation that will stretch your heart

  • Unfiltered truths about trauma, motherhood, and finding peace

  • A reminder that healing doesn’t always look like therapy—it might look like a piping bag

  
  

  Connect with Lauren:

  Instagram: @lollyshomekitchen

  Check out her cookie classes, recipes, and heart-filled community at lollyshomekitchen.com

  
  

  
  Hang out with Sarah on Facebook HERE