About Jason Caras

Why Jason Caras is Your Guide to Unstoppable Business and Leadership Success 

As a tech CEO, you’re driven to scale your business, maximize its value, and live a balanced life. I’m Jason Caras, and I’ve walked that path. With executive coaching tailored for ambitious entrepreneurs, I help you build a thriving company and a fulfilling life.  As a 7-time Inc 5000 honoree, former IT CEO who scaled IT Authorities to $34M, and author of Fundamentally Unstoppable, I’ve proven my ability to deliver results. My businesses earned Best Place to Work, outranked Microsoft as Florida’s #1 company to work for, and secured me a spot as a Top 250 CEO worldwide and Ernst & Young Entrepreneur of the Year finalist. My John Maxwell Leadership Award reflects my passion for empowering leaders like you through tech leadership coaching and MSP business coaching.  I understand the grind of entrepreneurship—the pressure to scale, the sleepless nights, the toll on your health and relationships. I’ve balanced explosive growth with personal well-being, built sellable businesses with loyal cultures, and navigated high-stakes exits. My CEO coaching equips you with proven strategies to:  Scale Your Business: Streamline operations and boost revenue using systems that drove my $34M success. 

Maximize Exits: Prepare your company for a high-value sale with business exit coaching, avoiding costly mistakes. 

Lead with Confidence: Master leadership with my Maxwell Award-winning approach through leadership development coaching. 

Thrive Holistically: Optimize health, manage stress, and reclaim time for what matters most without burning out.

My business coaching for tech leaders delivers measurable results, backed by a track record of building sustainable, high-value companies. Whether you’re aiming to skyrocket revenue, exit on your terms, or craft a legacy, I’m here to guide you with executive leadership training that’s as unstoppable as you are.  Ready to Transform Your Business and Life?

Partner with Jason Caras, trusted keynote speaker and coach, to achieve explosive growth and personal balance. Book your CEO coaching session today and start building your unstoppable legacy! 

 

Accolades:


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"

Unleash Your Brilliance.

Contact Jason Caras to inquire about coaching or speaking engagements.

Email: [email protected]

Phone: 813.444.7130

813.444.7130

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