Why I’m Your Guide to Building an Unstoppable Business and Life
I’m Jason Caras, and I’ve walked the path you’re on. As an entrepreneur, I’ve scaled companies to earn a spot on the Inc 5000 list seven times, been named a Top 250 CEO worldwide, and was a finalist for the Ernst & Young Entrepreneur of the Year. My businesses haven’t just grown—they’ve thrived, earning recognition as a Best Place to Work and even outranking Microsoft as the #1 company to work for in Florida. I’ve also been honored with the John Maxwell Leadership Award for my ability to inspire and empower others.But beyond the accolades, I know the real grind of entrepreneurship—the sleepless nights, the pressure to scale, the stress that creeps into your health and relationships. I’ve faced the same challenges you do: balancing explosive growth with personal well-being, navigating complex decisions, and planning for a future beyond the business. I’ve not only built companies that succeed financially but also created cultures that attract top talent and drive loyalty—key ingredients for a business that’s sellable and sustainable. Now, my passion is helping entrepreneurs like you—ambitious, driven, ready to take your company and life to the next level. You want to grow your revenue, skyrocket your business’s value, and exit on your terms with a legacy you’re proud of. You also want to thrive—mentally, physically, and personally—without burning out. I get it, because I’ve lived it.
Inc Magazine's "Inc 500 Fastest Growing Companies in
America" = 7 x Honoree
Tampa Bay Business Journal's "Best Place to Work"
Florida Trend's "Best Companies to Work For"
CRN’s "Managed Service Provider (MSP) 500 and (MSP)
Pioneer 250
MSP Mentor's "Top 100 MSP's in the World"
MSP Mentor's "Top 250 CEO's in the World"
Ernst & Young's "Entrepreneur of the Year
Finalist"
John C. Maxwell’s "Top 30 Leadership Award"
CEO Magazine's "CEO of the Award"
Tampa Bay Technology Forum's "Tech Leader of the
Year"
Email: [email protected]
Phone: 813.444.7130
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