meet our
Managing Directors

The Team That Makes Extraordinary Exits™ Possible

Bill McCaig

Managing Director

With over two decades of experience, Bill McCaig is a seasoned business leader with a dynamic background and demonstrated history in the service and hospitality industries.

Bill McCaig

Bill McCaig has elevated performance and maximized valuation for several businesses through marketing, operations event management, market research, media relations, and sales promotion. With a reputation for his skills and talents particularly in the service and hospitality industries, Bill is a proven leader who understands the components required to propel a company to success.

Bill established his early career by focusing on business development for Green Lane Environmental and Green Lane Landfill, which the McCaig family privately held. Bill started working at the business part-time and quickly outgrew his role to manage other service offerings that included manual labor, maintenance, trucking, retail sales, and wholesale sales. Bill was also involved with overseeing the exit process of the company, which resulted in a 28x EBIDTA sale.

Bill transitioned to the next chapter of his business career by founding and acting as president for several restaurant establishments, which included Vicino Pastaria & Deli, Nicli’s Next Door Trattoria, and Nicli Antica Pizzeria, for over a decade combined. Afterward, Bill proceeded to serve as the Director of RAM LP.

Bill currently serves at STS as a Managing Director, where he leverages his first-hand expertise as a family business member and his innate experience as an entrepreneur, to help guide private business owners and their families through the selling process so they can achieve their own Extraordinary Exit.

Bill holds a degree in marketing at Conestoga College, and a certification in French cuisine and pastries by Le Cordon Bleu.

Featured

Thought Leadership

Why Discipline Matters in an Exit

May 15, 2026

For many entrepreneurs, selling a business represents the culmination of years of dedication, risk-taking, and persistence. It is not only an emotional milestone but also a significant financial event…

Featured

Podcasts & Videos

The Extraordinary Exit: Paths & Journeys That Make a Difference  

May 4, 2026

In a recent episode of Conversation with Legends, host Stephen Christie sits down with Andy Harris, STS President of North American Strategies and Managing Director, to explore what it really takes to…

Featured

In the News

Winning an Exit

April 30, 2026

Thought Leadership

The Exit Blind Spot 

April 22, 2026

Selling your business is more than a transaction; it’s one of the most consequential decisions of your life as an owner. It shapes your financial future, defines your legacy, and determines the fate o…

Podcasts & Videos

The Misalignment Trap

April 16, 2026

In a recent episode of Everyday MBA, host Kevin Craine spoke with Andy Harris, STS President of North American Strategies and Managing Director, about what truly drives (and destroys) value in a busin…

Podcasts & Videos

The Value Multiplier

April 2, 2026

In a recent conversation, COO Alliance Founder Cameron Herold and STS Capital Partners Founder & Chairman Rob Follows shared insights on the value multiplier and how entrepreneurs can maximize the val…

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