HCMA Board Director and HCMA Legislative Committee Member

Bill Rossi is an entrepreneur and veteran business leader in the Chicago area, a devoted partner and father of twin girls, an inspirational LGBTQ+ advocate, and a passionate proponent of health and fitness.

Bill founded Rossi Enterprises in 2005 and serves as the company's CEO, helping
startups and small- to mid-size organizations thrive in their industries by serving as their fractional chief operating officer and/or chief financial officer.

He applies his 20 years of experience as a leader and entrepreneur to foster innovation and provide guidance in operations, finance, accounting, marketing, risk management, and human resources. Bill helps his clients recover from business challenges and puts them on a path to greater success.

He has served as the COO/CFO at Earles Architects & Associates since 2008 and as CFO/integrator of It’s Just Lunch since 2001. Other clients where Bill has taken a leadership role include Plan B Advertising, Epic Gourmet Popcorn, SEAATS commercial office furnishings, and the nonprofit Open Roads Academy.

Most recently, he became COO of award-winning boutique public relations firm Mekky Media Relations, Inc. during the pandemic, helping to double the firm's size and triple its revenue in under two years. Bill is also a co-owner of several of these small businesses.

Bill is proud to be a business thought leader, teacher, and mentor. He is frequently called upon to share the stories behind his many successful professional endeavors, as well as the challenges and achievements that have been part of his personal journey as a member of the LGBTQ+ community and as someone who suffers from a rare and incurable heart condition, hypertrophic cardiomyopathy (HCM).

Bill is a member of the U.S. Chamber of Commerce Small Business Council, a board member of the HCMA Legislative Committee, a member of the LGBT Task Force in Illinois, and a mentor to the LGBT Chamber of Commerce of Illinois Entrepreneurship Program.

Crain’s Chicago Business recognized him as a Notable LGBTQ+ Executive in 2018,
2019 and 2020. By lending his leadership and voice and authentically sharing his story,

Bill incites meaningful conversation and personal growth. He gives others the
inspiration, confidence, or support they might need to move forward, overcome adversity and thrive in business and life.

Bill is a member of the Society for Marketing Professional Services and was
acknowledged with a Marquis Who's Who in America Award in 2021.

He received a bachelor’s degree in business administration and management from DePaul University in 1998 and a Master of Business Administration in marketing from DePaul University’s Graduate School of Business in 2001.