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Executive Advisory That Challenges Your Assumptions

An Executive Advisor isn’t just a sounding board; they’re a catalyst for sharper thinking and better decisions. For over a decade, Circle Forward partners have served as trusted advisors to high-growth startups, working hand-in-hand with founders weekly. We don’t just validate ideas — we push you to question assumptions, confront blind spots, and find clarity in the moments that matter most.

Structshare - Circle Forward Client
Trayd - Circle Forward Client
Cornbread Hemp - Circle Forward Client
Tough Commerce - Circle Forward Client
Charity Charge - Circle Forward Client
Billd - Circle Forward Client
AgVend - Circle Forward Client

The problem facing most startups

Does this sound like you?

I feel like I'm on an Island as a founder

I could use someone I trust to bounce ideas off

I would value someone who's "been there"

I don't want a group of "yes men" around me

I want to be challenged in my thinking

I want an advisor who's brutally honest 

What Our Clients Have to Say

"Jon has been our Executive Advisor for over six years, and I can honestly say he’s been instrumental in our growth and success. He’s not just an advisor — he’s a true challenger. Jon pushes us to question assumptions, sharpen our strategy, and make decisions with confidence. Cornbread Hemp wouldn’t be where it is today without his support."

Eric Zipperle
CEO, Cornbread Hemp

"Russ has been a true challenger and partner in shaping our growth at Trayd. He calls balls and strikes. Not only has his guidance on sales strategy been invaluable, his executive support has helped me navigate some of the toughest decisions I've had to face with confidence. Having Russ in our corner has made a huge impact."

Anna Berger
CEO, Trayd

Weekly Strategy Session

On our weekly calls, we tackle your biggest challenges — from growth and people to metrics and strategy. We challenge assumptions, uncover blind spots, and help you make confident decisions so you can stay focused on what matters most.

What You Get:

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One Weekly Strategy Call with the CEO / Founders

Being a founder can be a lonely role — you need someone you trust to think through ideas with. Our weekly sessions give you space to unload what’s on your mind, while we come prepared to dig into your biggest challenges. Together, we turn scattered thoughts into clear strategies and next steps.

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One GTM Session with Marketing or Sales Leaders

Each week, we also sit down with your marketing and sales leaders to pressure-test and refine your go-to-market strategy. From positioning and messaging to pipeline and conversion, we help your team focus on what will actually drive growth — and ensure execution aligns with your business goals.

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A Trusted Mentor, Coach & Advisor

Our Partners have 35+ years of experience in sales & marketing leadership positions at high-growth startups. We've been a part of Executive Teams that have raised tens of millions of dollars and can guide and support initiatives around growth, strategy, fundraising, and more.

Let’s talk business

My business is:
Bootstrapped
Venture-Backed
Friends & Family Backed
Profitable and don't need to raise money
Other
I manage my business with:
EOS (Entrepreneurial Operating System)
OKRs (Objectives & Key Results)
Scaling Up
None
My business generates:
Under $1M in Revenue
Between $1M-$5M in Revenue
Between $5M-$15M in Revenue
More than $15M in Revenue
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5127080815

5225 Tech Data Dr 

Suite 2029

Clearwater, FL 33760

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