Coaching with Jason

What I Bring to You

Welcome to a transformative journey where your business thrives, your life aligns, and your potential becomes unstoppable. As a 7-time Inc. 5000 honoree, Top 250 Global Leader, and author of Fundamentally Unstoppable, I bring decades of experience as a CEO, a coach, IT visionary, and professional speaker to help you scale your business or improve your career, master your life, and achieve lasting success. Whether you’re an entrepreneur aiming to grow and sell your company or an individual seeking clarity, health, and purpose, I offer tailored coaching solutions to get you there.

Explore my coaching options below and choose the path that fits your goals.

Schedule A Call

Business Coaching: Scale, Sell, Succeed

Transform your business with expert guidance on scaling operations, building reliable sales and marketing systems, improving culture, navigating mergers and acquisitions, and preserving wealth. Perfect for entrepreneurs with $1–20M businesses aiming for growth and a high-value exit.

Life Coaching: Become Fundamentally Unstoppable

Unlock your potential with one-on-one or group coaching based on the Fundamentally Unstoppable 10-pillar system. Master mindset, health, and purpose through weekly 1-hour sessions (individual) or a 90-day group sprint to overcome chaos and live with clarity.

Fundamentally Unstoppable App: Growth on the Go

Join the 90-day Fundamentally Unstoppable group coaching program via my mobile app. Access videos, interactive exercises, community support, and flexible learning to build discipline and achieve your goals—anytime, anywhere.

Business Coaching: Scale, Sell, Succeed

For entrepreneurs and business owners with revenues of $1–100 million, my business coaching program is your catalyst for exponential growth and a successful exit. Drawing from my experience as CEO of IT Authorities and leading high-stakes IT projects, I help you build a scalable, sellable business that maximizes value. My proven approach covers:

Scaling Your Business: Develop systems, processes, and growth levers to drive efficiency and revenue.

Building Reliable Sales & Marketing Machines: Create consistent, predictable pipelines to dominate your market.

Improving Company Culture: Foster a motivated, aligned team that drives success.

Navigating Mergers & Acquisitions: From due diligence to deal closure, I guide you through the complexities of selling your company.

Wealth Preservation: Connect with trusted investment bankers, private equity firms, and wealth managers to secure your financial future.

How It Works: Through personalized one-on-one coaching, we’ll address your unique challenges—finances, operations, sales, marketing, and more. Weekly 1-hour sessions provide actionable strategies, accountability, and connections to the right partners for your exit and beyond.

Who It’s For: Entrepreneurs ready to scale their companies, optimize operations, and achieve a high-value exit without costly mistakes.

Ready to Transform Your Business? Contact me (#) for a consultation to discuss your goals and how we can maximize your company’s potential.

Life Coaching: Become Fundamentally Unstoppable

Life is more than just business—it’s about purpose, health, relationships, and unshakeable confidence. My Fundamentally Unstoppable system, based on my book and its 10 powerful pillars, is designed to help you overcome setbacks, optimize your mind and body, and build a life of clarity and impact. Whether you’re feeling stuck, seeking discipline, or ready to claim your potential, I’ll guide you to become unstoppable.

Option 1: One-on-One Life Coaching - Personalized Transformation for Maximum Impact

What You Get: Weekly 1-hour sessions tailored to your unique goals, challenges, and aspirations. We’ll dive deep into the 10 pillars of Fundamentally Unstoppable—from resetting your mindset to owning your transformation—to create lasting change.

Who It’s For: Individuals seeking personalized guidance to improve health, relationships, confidence, and overall well-being.

How It Works: Through customized exercises, accountability, and my proven system, we’ll address your internal struggles (self-doubt, lack of discipline) and external challenges (chaos, stagnation) to build a purpose-driven life.

Ready to Level Up? Schedule a discovery call (813) 444 7130 to start your one-on-one journey.

Option 2: Group Coaching Program – Fundamentally Unstoppable 90-Day Sprint

Community-Driven Growth with Flexibility

Join a community of like-minded individuals in my 90-day group coaching program, delivered through my mobile app for a dynamic, interactive experience. Based on the Fundamentally Unstoppable system, this program combines structure with flexibility to help you thrive.

Program Structure:

2-Hour Onboarding Session: A one-on-one kickoff to align your goals with the 10 pillars and set you up for success.
12 Weeks of Group Coaching: Weekly 1-hour group sessions (live or recorded) to learn, share, and grow together.
Mobile App Access: Engage with videos, interactive exercises (like Values Brainstorm and Vision Board), and a community chat to ask questions and stay connected anytime.
Flexible Learning: Rolling cohorts allow you to start anytime and progress at your pace, with asynchronous content and optional one-on-one sessions for deeper support.
Who It’s For: Anyone ready to break through frustration, build discipline, and create a fulfilling life—whether you’re a student, professional, or entrepreneur.
What You’ll Achieve: Master the four core steps—Reset Your Mindset, Build Your Foundation, Take Bold Action, and Own Your Transformation—to overcome chaos and live with purpose and energy.

Join the Movement! Sign up for the 90-Day Sprint (813) 444 7130 and start your journey to becoming unstoppable.

Why Choose Me?

Proven Expertise: 7-time Inc. 5000 honoree, Top 250 Global Leader, and author of Fundamentally Unstoppable.

Holistic Approach: I integrate mental, emotional, and physical well-being to help you succeed in business and life.

Real Results: From scaling businesses to transforming lives, my clients have achieved breakthroughs in revenue, confidence, and purpose. Read Testimonials (#)

Tailored Systems: My Fundamentally Unstoppable framework provides a clear, actionable roadmap for success, whether one-on-one or in a group.

Take the First Step Today

Your journey to becoming unstoppable starts here. Whether you’re ready to scale your business, sell for maximum value, or transform your life, I’m here to guide you with proven strategies, personalized support, and a powerful system.

Choose your path:

Business Coaching: Scale, sell, and secure your wealth. Get Started (#)

One-on-One Life Coaching: Unlock your potential with personalized guidance. Book a Call (#)

90-Day Sprint Group Coaching: Join a community and transform through my app. Join Now (#)

Don’t let chaos or self-doubt hold you back. Let’s build a system for your success—because you are Fundamentally Unstoppable.
Contact Me Today (813) 444 7130 | Download the App (Temp Passion.io Link) | Buy the Book on Amazon

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 53, 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."