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Our Team

Leadership Rooted in Integrity, Insight, and Impact.

Our team brings decades of experience across finance, advisory, and operations — united by a shared commitment to helping insurance and financial services business owners achieve exceptional outcomes.

Shelby Cowley

Founder & Managing Partner

photo of Shelby Cowley

As Founder and Managing Partner of The Cowley Group, Shelby Cowley brings over a decade of experience guiding insurance and financial services leaders through successful transactions. Having completed more than 200 deals, she’s known for delivering best-in-class outcomes grounded in expertise, integrity, and a client-first approach.

 

Shelby’s background spans both advisory and buy-side leadership, with senior roles at MidCap Advisors and Acrisure. This dual perspective gives her deep insight into what drives value, what buyers prioritize, and how owners can align with the right long-term partners.

 

At The Cowley Group, Shelby focuses exclusively on the insurance and financial services industry.

 

She holds a B.S. in Accounting and Finance and an MBA in Financial Analysis from Indiana University. Originally from the Midwest, Shelby now resides in Scottsdale, Arizona and serves clients nationwide.

Moni Pawlowski

Partner & Chief Operating Officer

photo of Moni Pawlowski

As Partner and Chief Operating Officer, Monisola (“Moni”) Pawlowski combines private equity, investment banking, and organizational leadership expertise to shape The Cowley Group’s strategy and execution. She’s recognized for blending analytical rigor with people-first leadership — ensuring lasting impact for clients and teams alike.

 

Prior to joining TCG, Moni spent nearly a decade at McKinsey & Company, leading North American talent strategy and advising global leadership on high-impact organizational initiatives. Earlier, she built a strong foundation in private equity at StepStone Group and corporate M&A at Citigroup.

 

Moni is a graduate of Dartmouth College, where she earned her degree with Honors. She is based in Denver, Colorado, and serves clients nationwide.

Gabriella Walker

Associate

photo of Gabriella Walker

As an Associate at The Cowley Group, Gabriella Walker supports insurance and financial services business owners through the complexities of sell-side M&A. Known for her steady, client-first approach, she ensures every engagement runs seamlessly — from preparation to close.

 

Gabriella’s experience spans both sell-side and buy-side transactions, including advisory and quality-of-earnings analysis within the financial services sector. Her perspective allows her to anticipate stakeholder priorities and deliver insights that maximize value.

 

She earned her B.S. in Finance from Florida State University and is based in New York City.

From our Founder

“I grew up in a family business. When illness forced a sale without a plan, I learned how much preparation matters. The Cowley Group exists to give owners options, protect people, and maximize outcomes.”

Shelby Cowley
Founder & Managing Partner

Ready to talk through your options
On your timeline.

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