Ryan Winter
Fractional Chief Operating Officer
Software | Pro Service Providers | Luxury Travel
Ryan is the owner and lead consultant at Pro Business Advice. His passion is helping businesses develop visions that motivate, clearly defined roles and written processes that increase cash flow. He’s precise, empathetic, and highly skilled in a number of professional endeavors.
His professional background includes:
- Founder & Executive Director for an international non-profit with a focus on sustainable water access solutions and community development in East Africa
- On-screen presenter and educator
- Professional copywriter and proofreader for a national women’s fashion catalog
- Professional editor and commercial video producer for long and short-format, direct-response television programming
- Direct of Accounts at a marketing agency
- Lead salesperson
- Licensed real estate broker in Florida (current) with over six years of experience
- Chief Operating Officer & EOS Integrator for a software development company in the national RV and vehicle dealership space
- Advertising & marketing account manager
- Sales & Marketing Manager for a software company
- Leader of various teams, professional and extracurricular
Ryan lives in Florida with his wife and three boys. Ryan is an aviation and outdoor adventure enthusiast with a passion for flying planes, catching fish, kayaking, and finding new trails to hike.

The Clear Choice:
For Your Business
- Avoid the pitfalls of the DIY approach (unrealistic time demands on busy leaders)
- Executive-level expertise without the high costs of full-time hires
- Minimize risk while maximizing growth potential
- Immediate implementation of positive changes
- Minimal time commitment from current leadership
- Cost-effective compared to hiring and training full-time executives