Business Coaching with Jason

What I Bring to You

Transform Your Business with Jason Caras’ Executive Coaching

Unlock scalable success with proven strategies from Jason Caras, a 7-time Inc 5000 honoree, former IT CEO, and author of Fundamentally UNstoppable. Specializing in tech CEO coaching, Jason empowers tech leaders to achieve extraordinary growth and lasting impact.

Proven Systems for Business Growth
Leverage the exact strategies Jason used to scale IT Authorities to $34M in revenue. From streamlining operations to boosting valuations, his tech leadership coaching delivers actionable plans to scale your business and prepare for a high-value exit.

Exit Expertise for Maximum Value
Ready to sell? Jason’s business coaching for tech companies guides you through every step—maximizing your company’s worth, attracting top buyers, and avoiding costly mistakes. Exit confidently with a legacy that lasts.

Holistic Leadership Development
As your coach, Jason goes beyond business. His leadership development coaching helps you manage stress, optimize health, and reclaim time for what matters most, using tools honed under high pressure to keep you sharp and balanced.

Master Leadership with Proven Results
Drawing from his Maxwell Award-winning approach, Jason’s executive leadership training empowers you to inspire teams, overcome self-doubt, and lead with clarity. Jason Caras’ proven success scaling an MSP from startup to $34M, earning 7-time Inc 5000 honors, Best Place to Work, and #1 in Florida, delivers real results through expert business coaching.

Real Results, Real Accountability
With a data-driven approach and access to an unparalleled network of industry leaders, Jason holds you accountable to achieve your goals. Whether it’s scaling to new heights, securing a life-changing exit, or living with unstoppable energy, his executive coaching for tech CEOs delivers measurable success.

Craft Your Legacy Today
You’re not just building a business—you’re creating a legacy. Partner with Jason Caras to scale your tech business, achieve a successful exit, and live with balance and purpose. Book your CEO coaching session today to turn your vision into reality!

Let’s Connect
Ready to elevate your leadership and business? Contact Jason Caras, trusted coach and keynote speaker, to start your journey to unstoppable success.

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Coaching Testimonials

Technology Company

"As a tech founder in my 40s who’s built and scaled multiple companies, I’ve worked with my share of consultants—and most of them talk a big game but don’t deliver much. This wasn’t that. From day one, my coach got in the trenches with me. He didn’t just throw out ideas—he mapped out a real, actionable growth plan tailored to my business, starting with quick wins that brought immediate ROI.

He helped me break down our sales goals into a focused, step-by-step strategy that felt custom-made for my company. He also connected me with the right people: a financial team that cleaned up our books, a solid marketing partner to sharpen our brand, and even an industry leader whose insights changed how I look at scale.

What stood out most was the level of care and connection. He introduced me to other founders who’ve exited, and even to direct competitors who opened up and gave real perspective. He brought tools to improve customer satisfaction and tighten up team alignment, and pushed us to elevate everything—from case studies to digital presence.

This isn’t your average consultant. He’s sharp, connected, and gets real results. If you’re serious about growing your business and want someone who can actually help you move the needle, this is the guy."

Technology Company

"Jason Caras brought clarity and vision at a critical turning point for my business. I’ve always been driven by innovation, and Jason helped turn that drive into a sustainable, scalable model. He guided me through a strategic pivot—from chasing one-off projects to building a recurring revenue engine. That shift alone saved us hundreds of thousands in future losses and eliminated the constant cash flow stress.

Jason’s insight into tools and systems made the transition seamless, and his ability to identify real, actionable opportunities gave us a clear edge in a crowded market. If you’re a startup or growth-stage company serious about disrupting your space and scaling smart, Jason’s the partner you want in your corner."

Concrete Construction

Company

"At 56, I’ve built my construction company into a solid and growing business, but working with Jason Caras took it to another level—personally and professionally. On the life coaching side, Jason got my health back on track, bringing in top-notch experts who made a difference fast. His Fundamentally Unstoppable program, with daily tasks and weekly check-ins, kept me accountable and energized.

For the business, Jason saw we needed a bigger line of credit and a hefty bond to jump from $16 million to our $300 million goal. He and his expert banker helped craft a killer bank presentation that spoke banker-to-banker, sealing the deal. His management consulting streamlined our operations and HR, too. Jason’s wisdom and grit make him a must-have for any entrepreneur aiming high."

Ben S.

"Working with Jason has been a game-changer for me. He didn’t just offer advice—he gave me a clear, actionable plan to build my self-esteem and confidence, which, as I’ve learned, is the foundation for success. Through disciplined action, even when I didn’t feel like it, I started to see real growth. That discipline fueled my self-esteem, which in turn built the confidence that now gives me a strong, undeniable presence.

One of the most impactful lessons I learned was the importance of association. Reaching out to successful people, learning from their journeys, and making it a goal to connect with at least one person a month has expanded my mindset in ways I never expected.

Perhaps the most powerful mindset shift was embracing failure. Jason made it clear to me that if I’m not failing, I’m not pushing myself hard enough. Instead of avoiding failure, I now use it as fuel to keep going. At the same time, he reminded me not to stress over figuring out my entire future right away—success is built on persistence, not immediate perfection.

Thanks to their guidance, I now have a strong foundation for long-term success, both in business and in life. I can’t recommend Jason enough to anyone looking to level up their mindset, confidence, and overall presence."

Mike H.

"I met Jason when I was in my 20's and had just graduated from college. Before I met Jason, I had the ambition to succeed but lacked the guidance and structure to turn that ambition into a reality. Jason not only taught me the fundamentals of how to succeed but also instilled in me the mindset and strategies needed to thrive. His mentorship helped me to refine my vision, develop strong leadership skills, and to navigate challenges with confidence.

Through Jason's coaching, I learned how to quickly make smart decisions, build meaningful relationships, and how to stay resilient in the face of adversity. Jason's real-world experience and unwavering support made all the difference in my journey. Thanks to his guidance, I've been able to grow and to achieve goals I once thought were far out of reach.

If you are looking for a mentor who truly understands what it takes to not only succeed but to thrive, I highly recommend Jason Caras! His expertise, experience, and genuine passion for helping others is unmatched. The best thing is everything was fun, the program that he developed never felt overwhelming or burdensome, I truly enjoyed every minute. Jason truly transformed my life, and I am forever grateful!"

Jason W.

"Jason Caras has been one of the most influential figures (CEO/Mentor/Coach/Friend) in my life. When I first met Jason back in 2013, I was instantly drawn to his energy, passion, and charisma. From that moment on, Jason became my mentor and life coach. Helping guide me through both my professional career and personal life. Jason taught me one of the most essential life habits, goal setting.

Through Jason's mentorship, he allowed me to see my own future and destiny for the first time by creating Dream Boards, exploring my personal goals and ambitions for faith, family, work, travel, finance, etc. Now, six years later, I have been through six dream boards that have paved the way for me to be married to the woman of my dreams who I travel the world with, an Executive at my company, financially secure and debt free with roughly 7x salary growth, and living a healthy lifestyle.

Most importantly, all of Jason's coaching and methodologies have prepared me as a leader to mentor and serve family, friends, and 1,700 employees within our organization."

Unleash Your Brilliance.

Contact Jason Caras to inquire about coaching or speaking engagements.

Email: [email protected]

Phone: 813.444.7130

813.444.7130