Craig Castelli

Founder & CEO

CRAIG CASTELLI is the Founder and CEO of Caber Hill Advisors. He launched Caber Hill in 2014 to solve a problem plaguing millions of business owners: a lack of qualified, experienced advisory firms willing to serve small- and middle-market companies. Caber Hill’s innovative approach combines the best elements of the local business brokerage community and the large, very expensive investment banks.

Craig and his team have all previously worked in the markets they now serve. The result is that clients receive individualized attention and expert guidance specific to their industries. Caber Hill’s current focus areas include healthcare, facilities services, business services, and food & beverage.

Craig has extensive experience in mergers and acquisitions, business development, and sales management.  He has advised hundreds of companies ranging from small, privately held businesses to public companies and private equity firms. In recent years he has worked with clients in the following sectors: healthcare, hearing aids, business services, industrial services, distribution, e-commerce, health & wellness, food & beverage, and sports & fitness.

Before founding Caber Hill, Mr. Castelli spent three years as a Managing Director of Bridge Ventures, founding its Chicago office. Bridge Ventures is a middle market M&A firm, and Mr. Castelli participated in dozens of M&A and valuation engagements in his time there.

Prior to joining Bridge, Mr. Castelli was Manager of U.S. Business Development for Siemens Hearing Instruments, a division of Siemens Healthcare, where he managed M&A and customer financing activities.  He spent seven years at Siemens, gaining valuable experience from a variety of sales and business development roles that included both domestic and international responsibilities.

He received a Bachelor’s in Business Administration from Marquette University. He is a licensed Illinois Business Broker and a Certified Transaction Advisor. He is a member of the board of directors of Erie Neighborhood House, a 130-year-old community services agency based in Chicago’s near West Side. He is also a member of the University Club of Chicago, the Association for Corporate Growth, and the Exit Planning Institute.

Craig lives in Chicago’s West Town neighborhood with his wife and two children. When he’s not chasing his kids around, he enjoys golf, fitness, and all of Chicago’s great restaurants.

Caber Hill Advisors Founder and CEO Craig Castelli details the stages of a typical deal when working with the Caber Hill team.
Caber Hill Advisors Founder and CEO Craig Castelli explains how Caber Hill Advisors is dedicated to serving middle-market companies.
Craig Castelli explains Caber Hill Advisors’ Structured Auction Process when selling a company.


  • Closed first healthcare M&A transaction in 2005
  • Advised companies in 44 different industries


  • Fastest ever recorded on skis – 91.5 mph
  • Former competitive bagpiper
  • Board Vice President of Erie Neighborhood House
  • Proud dad of two kids