Coaching with Tyler Chesser

You’re already successful. You’ve built something you’re proud of. But deep down, you know there’s more — more impact, more growth, more freedom, more life to live. Much more life fulfillment to enjoy. You probably even feel a greater calling to make your life and work speak in the form of an enduring legacy beyond yourself, whether that’s been a whisper in the back of your mind, or an outright scream.

Right now, you might feel:

• Stuck — like you’ve hit an invisible ceiling in your business or personal growth.

• Frustrated — knowing you’re capable of more but unsure how to unlock it. You might even feel that you’ve been playing the wrong game, and there’s a monumental shift that you need to make, either in your business, your profession or your personal life.

• Spread thin — juggling too much without feeling like you’re making enough meaningful progress.

I know that feeling — because I’ve been there. And I know the levers to pull to get you out of it and on the path towards greatness.

This isn’t generic advice or a one-size-fits-all program. This is high-level, highly personal coaching designed for leaders who are ready to break through to extraordinary.

We’ll focus on three pillars:

1. Clarity – Defining exactly what you want, why it matters, and the high-leverage moves that will get you there.

2. Strategy – Building a precise plan to scale your results without scaling your stress.

3. Accountability – Relentless support and challenge so you execute at the highest level.

You’ll finally break free from the plateau holding you back. At this new baseline, your financial, professional, relational, personal, and impact expansion will compound, creating a foundation for exponential growth. Bottom line is - working with me is really all about transforming your wealth, health, love, legacy and happiness. I am deeply committed to supporting my clients to live life at the highest level.

1. You’ll think exponentially bigger — and act on it — without second-guessing yourself.

2. You’ll create and refine a business that fuels your life and fills your cup up instead of consuming and draining it. We’ll align your unique strategy, design the systems for scalable support, optimize your leadership psychology and get to the root of what may be holding you back so that your transformation is not only sustainable, but enjoyable.

3. You’ll make more progress in 12 months than most people do in 5 years!

How It Works

1. Apply – Fill out a brief coaching application so I can understand where you are today, where you’re going, along with your goals and challenges.

2. Discovery Call – We’ll schedule a free discovery session to dive deeper, designed for me to learn more about where you are, where your soul is speaking to you that it wants to go, and for me to give you more clarity on how the entire experience works.

3. The Work Begins – Once we’ve both aligned and agreed to proceed forward, we’ll connect regularly to create, execute, and adjust your strategy until you achieve your initial breakthrough & beyond.

Who I Work Best With

I coach purpose driven and ambitious entrepreneurs, real estate investors, and business leaders who are:

• Already successful, but feel like they have another gear and, in some cases, an entire realm they haven’t realized yet.

• Committed to growth — willing to be challenged and take massive action.

• Looking to make an extraordinary personal and professional transformation by playing “full out” with enthusiasm and passion.

• Ready to invest time, energy, and resources into their next level.

Why Me?

• $200M+ portfolio operator — I’ve built and lead a thriving private equity real estate business, positioned for exponential expansion.

• Proven transformation — I’ve gone from “successful but stuck” in corporate America and as a CRE Broker to living my mission at the highest level. I’ve coached many others who have experienced profound transformations - in business, in their personal lives and in their finances.

• Student of the best — I’ve invested hundreds of thousands into my own growth with world-class mentors, coaches, programs and masterminds.

• Track record of results — My clients consistently achieve breakthroughs in revenue, impact, and fulfillment. Working with me is real - your success is my commitment. I am committed to long term transformational relationships with my clients.