From Startup to $90M Exit: Silas Deane on Innovation, Risk, and Resilience
Are you a serial entrepreneur juggling multiple ventures and hungry for breakthrough growth? In this candid conversation, Silas Deane reveals his battle-tested blueprint—from bootstrapping a game-changing fintech solution in an unlikely industry to executing a $90M exit without investors. If you’re ready to unlock the secrets of scaling, pivoting, and innovating across diverse markets, this episode is your must-watch playbook.
Highlights include:
Highlights include:
- How Silas bootstrapped VendEngine from idea to digital disruption
- An innovative approach to transforming inmate financial transactions
- Scaling strategies that grew the business from county jails to 425 facilities
- Merging startup agility with corporate synergy at Tyler Technologies
- Critical lessons on embracing failure, pivoting, and mastering time management
- Leadership insights on integrity, mentorship, and building winning teams
- The mindset behind taking calculated risks and seizing future opportunities, including AI trends
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Show Notes:
- VendEngine Inc. - https://www.businesswire.com/news/home/20210901005799/en/
- Tyler Technologies (NYSE:TYL) - https://www.tylertech.com/
- KPMG - https://kpmg.com/us/en.html
- Deane/Smith & Partners, a Nashville-based, award-winning public relations, marketing and advertising agency - https://deanesmith.agency/
- NIC transaction management solution - https://www.florida.egov.com/services.html
- University of Kentucky, Gatton College of Business and Economics, Von Allmen Center for Entrepreneurship - https://vace.uky.edu/node and https://vace.uky.edu/bootcamp/mentors/silas-deane
- Junior Achievement of Middle Tennessee, a nonprofit that inspires and prepares young people for success - https://jausa.ja.org/index
- The Power of Broke: How Empty Pockets, a Tight Budget, and a Hunger for Success Can Become Your Greatest Competitive Advantage by Daymond John - https://daymondjohn.com/pages/power-of-broke
