Built on Order.
Rooted in integrity.

About Rachael Wynn, CEO and Owner

Three decades in offices — as an executive assistant, a COO, and a financial services coordinator — taught me one thing: businesses don't fail from lack of vision. They fail from lack of order. Wynn-Wynn Consulting was built to fix that.

We don't just say integrity here. Our foundation is built upon it — and my faith is a big part of that. I believe honesty is the real measure of good work, and I run this business the way I run my home: with God at the center of it.

That instinct for bringing order didn't start in an office, either. I'm a mom of 14 in a blended family with my husband, Lester — and nothing prepares you to organize chaos quite like that does. It's not a skill I picked up; it's how I'm wired.

Based in Oklahoma, we bring that same order to startups, distressed businesses, and companies preparing for sale — stepping in as an embedded operations partner, not just an outside advisor. We offer full-service support: HR and talent acquisition, bookkeeping and payroll, contracts, insurance, government proposal writing, and marketing — plus hands-on help launching new businesses, from entity formation to funding readiness.

About Cherilyn Borrego, Chief Operations Officer

Cherilyn Borrego is a high‑impact operations leader known for transforming complex insurance and healthcare environments into streamlined, high‑performance systems. She excels at mobilizing large teams, strengthening regulatory compliance, and driving process improvements that deliver measurable results across multi‑state operations. With deep expertise in ISO 9001 and ISO 27001 standards, data analytics, and organizational efficiency, Cherilyn leads with clarity, accountability, and a forward‑looking mindset. Her ability to elevate performance while fostering strong, collaborative cultures has made her a trusted driver of operational excellence. She also holds an Oklahoma Property & Casualty Insurance Producer License, along with certifications in CPR, First Aid, and Notary Public.

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