Strategy Leaders

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(203) 952-0000

Expert coaching for established small and midsize businesses—backed by structure, accountability, and a whole lot of care.

Running a business is hard—and doing it alone is even harder. For over 25 years, we’ve coached owners through the mess and the pressure, helping them lead with confidence, grow with intention, and get back in control.

We bring the planning, the tough love, and the strategy your business needs to grow—without burning you out.

Helping Small Business Owners Flip the Script—With Strategy, Accountability, and a Little Mom Energy

Why Us

At Strategy Leaders, we don’t just coach businesses—we support the people who run them.

Too many business owners feel alone at the top. They’re buried in day-to-day chaos and stretched too thin to plan for what’s next. We’re here to change that.

For over 25 years, we’ve coached owners to stop reacting and start leading—with a proven system that brings structure, support, and strategy. We coach like a good mom: direct, dependable, and fiercely committed to your success.

Our mission is simple: flip the script.
Instead of 3 out of 4 businesses failing in 10 years, we’re working toward a world where 3 out of 4 succeed—and the rest exit on their terms.

Our Results

Our clients don’t just survive. They scale.

With our coaching, many double profit and triple revenue within 4–7 year cycles—often outperforming their larger peers.

We help business owners shift from working in the business to working on it, using a strategic coaching model that includes:

Clear goals
Written growth plans
Financial performance tracking
Weekly accountability

It’s not theory—it’s a plan. And it works.

Why Coaching with Strategy Leaders Works—Especially for Owners Who Are Doing It All

Running a small or midsize business comes with real pressure—and no clear playbook. You're making big decisions, managing people, putting out fires… all while trying to grow. That’s where we come in. We bring structure, strategy, and a whole lot of accountability—so you don’t have to figure it all out alone.

Here’s How We Help You Lead with Confidence:

Personalized Guidance: We don’t do cookie-cutter. Every coaching plan is built around your goals, your challenges, and the future you want for your business.
Outside Persective: You're too close to the day-to-day to see it all clearly. We bring fresh eyes, tough questions, and honest insight you can act on.
Skill Development: We coach owners and their teams on the leadership, communication, and planning skills needed to grow and scale—sustainably.
Real accountability: We’re the coach who shows up every week. We keep you focused, call out what’s not working, and help you stay on track.
Strategic Planning: We help you create and implement a clear roadmap for profit, growth, and long-term success—so you can stop winging it and start leading it.

When business owners get the right coach, they stop guessing and start leading—with the clarity and support they need to achieve real growth and long-term success.

You’ve Built a Good Business. Let’s Make It a Great One.

Double Your Profit. Triple Your Revenue.Start wtih One Call.

Let's Talk Strategy

Thank you for everything you have done, because I wouldn’t be here without you. When we started, I didn’t have a real chart of accounts or an understanding of how the numbers work – now I’m working with the dashboard, actively managing the financial results of the business, and strategically planning what to do next as a result.

Adam K.

President, MSP Company

How We Coach

At Strategy Leaders, we coach like a good mom—firm when needed, always caring, and fully committed to your growth.

We believe business owners don’t need more generic advice—they need real support, consistent structure, and a strategy they can actually follow. That’s what we deliver.

Our coaching helps you shift from constantly reacting to leading with confidence. We walk with you every step of the way—clarifying goals, building plans, tracking progress, and holding you accountable (in the best way).

Because behind every great business is a leader who’s supported, clear, and in control.

Take the Next Step Towards Transformative Growth

Ready to elevate your business to new heights? Contact Strategy Leaders today to schedule a free mini coaching session and discover how our expert coaching can drive your business’s success. Join the ranks of successful small to midsize businesses that have thrived with our business coaching.

Let’s achieve extraordinary results together!

Ready to Transform Your Business?

Take the first step towards sustainable success and a lasting legacy. Contact Strategy Leaders today to schedule your free mini coaching session and discover how our expert coaching can drive your business to new heights.

Don’t wait—unlock your business’s full potential now!

Our Services At A Glance

Unlock the full potential of your business with Strategy Leaders’ suite of strategic consulting services.

Our services cater to the unique needs of established small to midsize businesses. Our offerings are tailored to guide you through every growth phase with precision and foresight. Explore how we can partner with you to create lasting success.

Leadership

Our Advisors

Meet the mother/daughter duo behind Strategy Leaders!

Andi Gray

FOUNDER & PRESIDENT

Robyn Goldenberg

VICE PRESIDENT & CHIEF MARKETING OFFICER

TESTIMONIAL

From Our Clients

I have been working with Strategy Leaders since 2016. I am the second generation owner of a family business and I personally have no formal business education. Strategy Leaders has been instruental in both coaching me into what are the right levers to pull to drive our business forward and providing external feedback on strategic decisions. In the past 4 years we have rapidly grown our business in a sustainable fashion due to the guidance and road map laid out by the Strategy Leaders team. Their approach has helped me chart or company growth across all functional areas while maintaining watch over company financials to provide for growth on both the top and bottom lines.

JIM CREAGANRANDOB LABS

Andi is the principal of Strategy Leaders which is a business consultancy firm that we have had the good fortune to have worked with over the past 5+ years. Andi and her team has been instrumental in getting us to the “next level” by assisting myself as an owner and our staff here at ERO implement the plans and processes to operate a structured business. She is your path to a mini-MBA in small business ownership.

DAVE CORNETTE-RATE ONLINE

Going through the Strategy Leaders process and answering tough questions forced me to realize all the good things we could do with the right guidance. It really sold me on the process and it seemed like a program where I can graduate and swim on my own, Andi wasn’t just taking my money. Her program is a very cost effective way to get your strategy on paper and execute the plan. Not to mention the staff is great, Andi is great and there are just so many benefits with my relationship with SLI. We were not killing ourselves to pay for this program, it’s not cheap, but it’s definitely worth it.

BILL POTE MEGAPHASE

Join the ranks of successful small to midsize businesses that have thrived with our coaching. Let’s achieve extraordinary results together!

GET IN TOUCH

(914) 238-3500

5 Crossways, Chappaqua, NY 10514

andi@strategyleaders.com

LATEST NEWS

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June 16, 2025

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April 7, 2025

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