services

Helping CEOs & Executives Scale, Transform,
and Lead at Their Best

TruGrit360 combines executive coaching, advisory, and leadership team development to help you grow faster, lead stronger, and scale smarter— without the fluff. Our core services are designed to integrate into the flow of your business.

Executive Coaching & CEO Advisory > >
Leadership Team Development Workshops & Accelerators >>

Executive Coaching & CEO Advisory

TruGrit360’s Executive Coaching is grounded in decades of real-world operating experience, proven frameworks, and pragmatic tools.

Through a highly tailored coaching experience, you will:

✓ Enable scale and create lasting company value
✓ Elevate your performance and accelerate growth
✓ Be a Multiplier™ Leader unlocking the team’s genius
✓ Build and retain a high-performance team of “A players”
✓ Shape a winning culture with purpose, values, and clarity
✓ Improve execution through alignment, accountability, and focus
✓ Solve critical problems faster and with greater confidence
✓ Make higher quality, strategic decisions
✓ Strengthen your executive presence and communication skills
✓ Sharpen self-awareness and remove blind spots
✓ Maximize time, energy, and emotional resilience
✓ Gain a trusted confidant and experienced CEO advisor

The coaching method

Every engagement begins with an in-depth onboarding phase, where we build a customized Coaching Playbook to guide your development and growth.

Your onboarding may include:

✓ Leadership & self-awareness assessments
✓ Life Clarity exercise — defining your purpose and long-term goals
✓ Deep business review — so coaching is grounded in your reality
✓ Professional development assessment — identifying strengths and gaps
✓ Team & talent assessment — right people, right seats, right structure
✓ Operating system assessment — how you run the business today

From there, we establish a rhythm of weekly coaching sessions, focused on your real-time business challenges and leadership growth. Coaching is experiential — designed to meet you where you are, unlock insights, and create immediate value.

And when critical moments arise, I’ll be there — with on-call capacity for your 911 moments.

Click the button below to request an e-Brochure or schedule a call.

request more info

The coaching method

Every engagement begins with an in-depth onboarding phase, where we build a customized Coaching Playbook to guide your development and growth.

Your onboarding may include:

✓ Leadership & self-awareness assessments
✓ Life Clarity exercise — defining your purpose and long-term goals
✓ Deep business review — so coaching is grounded in your reality
✓ Professional development assessment — identifying strengths and gaps
✓ Team & talent assessment — right people, right seats, right structure
✓ Operating system assessment — how you run the business today

From there, we establish a rhythm of weekly coaching sessions, focused on your real-time business challenges and leadership growth. Coaching is experiential — designed to meet you where you are, unlock insights, and create immediate value.

And when critical moments arise, I’ll be there — with on-call capacity for your 911 moments.

Click the button below to request an e-Brochure or schedule a call.

request more info

“I brought Sherman in to accelerate the development of several high-potential executives — and the impact has been outstanding. He helped them grow in the areas that matter most: leadership presence, strategic thinking, decision-making, and building strong teams. We’re now seeing clearer communication, better decisions, and stronger operational execution across the business. This investment and commitment to my team has been critical for their short and long term development, and has had impactful business results. Sherman brings both real-world experience and the ability to coach in a way that truly moves the needle, addressing specific needs of each individual.”

Ian Williams

SaaS CEO

“What makes Sherman different is not just his coaching skill — it’s his real-world experience as a CEO. He’s been in the seat, faced investor pressure, managed boards, and built high-performance teams. His insight and perspective have saved me from costly missteps more than once. He’s been invaluable in accelerating my growth as a first-time CEO.”

Andrew Holgate

Search Fund / ETA SaaS CEO & Board Member

“Sherman helped me shift from an operator mindset to a true strategic CEO. He has been a great sounding board as I navigated decisions critical to our company’s future. The difference in how I lead, communicate, and manage has been transformational and positioned us to scale. ”

Tommy Jackson

Search Fund / ETA SaaS CEO & Board Member

“Sherman’s ability to challenge you while also acting as a trusted confidant is a game-changer. He brings frameworks, insights, and real operating experience to every conversation — helping me elevate my leadership and unlock the potential of my team.”

Guy Solomon

Search Fund / ETA CEO & Board Member

“Sherman is an amazing coach, because he takes such a pragmatic approach. Instead of just a bunch of theory, he applies lessons to help me solve my real world business challenges. What should I do if we’re having trouble meeting a deadline with a given problem? He uses his experience to help ask the questions needed to guide me through it, in a way that I’ll learn while also creating a good outcome for my business. I highly recommend Sherman as an executive coach!”

Keegan Dum

Search Fund / ETA CEO & Board Member

let’s talk

If you are ready to accelerate your growth, take our complimentary assessment or simply schedule an introductory call to see if we can help.

take the 10-minute diagnostic

schedule an introductory call

Grow faster. Lead Stronger.
Scale Smarter.

Executive Coaching, CEO Advisory
& Leadership Development

sherman@trugrit360.com

+1.612.325.6239

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