Damion Lupo has started 80 businesses, lost millions, and rebuilt his empire, more than once.

From reselling video games at age 11 to getting kicked out of college for outcompeting the campus bookstore, his entrepreneurial story is packed with wild turns, brutal lessons, and honest insight into what it really takes to scale.

Learn more about Damion Lupo: https://damionlupo.com/

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From side hustle research to $300K per year on YouTube, Whitney Bonds built her business without shortcuts. Just strategy, persistence, and intention.

In this episode, we unpack the real path behind “making money from home,” how she leveraged blogging and SEO to escape the 9-to-5, and why platform pivots like Pinterest to YouTube aren’t luck. They’re decisions.

Whether you're building from scratch, tired of passive income hype, or just want to know what actually works, this conversation is your playbook.

Learn more about Whitney Bonds at: https://www.youtube.com/@WhitneyBonds

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Josh Tarbutton, a finance professional turned founder proves that emotional intelligence belongs at the center of business strategy.

Josh shares his journey from corporate burnout to building a firm that blends EQ with smart financial planning. You'll hear how he redefined leadership, scaled with heart, and built a culture that values people just as much as profits.

Learn more about Josh Tarbutton at: https://www.bravoteam.tech/about-us/

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Listen to this interview at: https://youtu.be/Qm8mL2kzFjQ

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Brand strategist, Carson Mataxis unpacks why most small business brands are too clever for their own good. He talks about messaging that actually drives sales, how to design for decisions (not just aesthetics), and the real ROI of simplifying your brand strategy.

Learn more about Carson Mataxis at: https://www.linkedin.com/in/mataxis/

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Listen to this interview at: https://youtu.be/s6dUyTYEp9E

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Chris Davis of Buff Beauty Academy saw a gap in the beauty industry and turned it into an opportunity. Growing up in the salon world, she recognized that new professionals needed better training—and she built a business to provide it. Chris shares her journey from self-taught nail tech to educator, business owner, and mentor. Learn how she navigated industry challenges, leveraged social media for growth, and built a school that's shaping the future of beauty professionals.

Learn more about Chris Davis at: https://www.buffbeautyacademy.com/

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Great businesses start with a problem worth solving. In this episode of Influencing Entrepreneurs, Kevin Gatlin, founder of Playtime Adventures, explains how a hospital visit led to an innovative solution for pediatric care. From navigating manufacturing challenges to scaling through strategic partnerships, Kevin’s story is a testament to creativity, persistence, and smart business strategy.

Learn more about Kevin Gatlin at: https://www.playtimeedventures.com/pages/about-us

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Steven De Falco shares how he built a thriving restaurant business, the lessons learned from generations of entrepreneurship, and how he turned a passion for food into a strategic business move.

Learn more about Steven DeFalco at www.acfoodgroup.com

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Watch this interview at: https://youtu.be/SJJu_SQa3GM

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Taylor Hayden shares how he built a brand that not only sells but creates real connections. Entrepreneurs looking to scale know that customer loyalty isn’t just about great products—it’s about trust, engagement, and delivering real value.

Learn more about Taylor Hayden at https://www.blackstoneshooting.com/

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Charlie Malouf, CEO of Broad River Retail, shares how he scaled a thriving company by investing in people, fostering leadership, and embracing innovation. Success in business isn’t just about strategy—it’s about building the right culture.

Learn more about Charlie Malouf at: https://broadriverretail.com/leadership/

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Watch this episode at: https://youtu.be/hfdjocJ--GQ

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Daniel Gonzalez shares how his journey from ballroom champion to fashion entrepreneur taught him to embrace creativity, adaptability, and continuous improvement. Discover how lessons in resilience and craft helped him build a unique brand that turns dreams into reality.

Learn more about Daniel Gonzalez at: https://www.danielgonzalezdesigns.com/

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Listen to this interview at: https://youtu.be/8u1Gcj98KSw

Interested in learning about Cassmer Ward? Visit: www.nexagy.com