Dive into the stories, challenges, and breakthroughs of entrepreneurs at pivotal moments in their journey on the Leveling Up with Gary & Jill podcast. Gary Kusin is a mentor, investor, and entrepreneur known for co-founding GameStop, and for the turnaround and transformation of Kinko’s, today operating as FedEx Office. Jill Louis is an attorney and C-suite advisor to businesses from startup to Fortune 50. Together, they delve into the critical aspects of business growth, from assessing strategic plans to diving deep into P&Ls, guiding entrepreneurs towards profitability and success.
Ready, Fire, Aim: Reflections on the Entrepreneurial Mindset
In this special Season 2 finale of "Leveling Up with Gary & Jill," hosts Gary and Jill reflect on their journey mentoring entrepreneurs throughout the season. They dive deep into the entrepreneurial mindset, discussing what separates successful founders from those who struggle, the psychology of taking the leap into uncharted territory, and how to recognize when it's time to pivot or wind down a business. Drawing from their combined decades of experience, Gary and Jill share candid insights about team building, the importance of honest self-assessment, and the delicate art of delivering difficult truths to passionate entrepreneurs. Whether you're a seasoned business owner or just beginning your entrepreneurial journey, this reflective conversation offers valuable wisdom about the realities of building a business and the courage it takes to both start and, when necessary, gracefully exit.
10 Apr 2025
Beyond One-to-One: Transforming a Lactation Consulting Practice into a Scalable Business
When registered nurse Tiffani Dickerson turned her own breastfeeding struggles into a thriving lactation consulting business, she never imagined she'd hit a ceiling at 583 clients a year. In this game-changing episode, Tiffani reveals the journey of The Breast Choice Lactation Services while Gary and Jill uncover her untapped potential to build an empire. From discovering the "one unit" mindset shift that could multiply her reach, to exploring untapped revenue streams in corporate wellness and certification programs, this conversation is a masterclass in transforming specialized expertise into scalable success. For anyone in a service-based business feeling maxed out, this episode will teach you how to nourish your business model beyond the one-to-one approach that keeps your growth on a restricted feeding schedule. Find out why the motherhood market might be the perfect place to apply fundamental business principles that turn passion into prosperity.
28 Mar 2025
Financial Literacy Takes Flight
Dive into the classroom revolution as Shelby Patrice transforms financial literacy education from old school lectures to an engaging cross-disciplinary experience. Shelby shares how her background as a flight attendant, Miss Texas, and her experience being adopted led her to create a different approach to teaching financial literacy that spans from K-12 to adult education. Gary and Jill help Shelby recognize the need to evolve from founder to CEO, refine her pitch to investors, and expand her team with complementary skill sets. This episode highlights how Budget University's unique curriculum integrates financial concepts into traditional subjects like history, science, and math, making financial literacy relevant and engaging for students of all ages.
Learn more:
https://budgetuniversityonline.com/ (https://budgetuniversityonline.com/)
Reach and audience
Public platform figures. Ratings count people who left a rating, not total listeners.
YouTube views
67
Score snapshot 15 Sept 2025
Apple Podcasts (US)
5.0 / 5
3 ratings
Spotify
5.0 / 5
6 ratings
Podcast Authority Score: 48 / 100
A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.
Quality
46
Social presence
0
YouTube
63
Engagement
60
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