Kirk Chewning

Co-founder & Partner

Kirk Chewning graduated with a bachelor’s degree in finance from the Eli Broad College of Business at Michigan State University.

Chewning is a classically trained credit officer who began his career in the financial services industry with the Michigan National Bank in 1993. His financial expertise also comes loaded with years of experience in technology and operations.

As a serial entrepreneur, Chewning boasts many accomplishments in the financial services and tech spaces. He’s built technology, underwriting, and management frameworks for companies he’s owned and consulted with. He’s also built companies’ workforces from zero to hundreds of employees.

Among his most notable leadership roles is his position as shareholder executive vice president of TranDotCom Solutions. Today, he is the owner and co-founding partner at Cane Bay Partners, a fintech consulting firm.

Over the years, Chewning has developed the skills to efficiently integrate technology, finance, and data analytics for banks, credit unions, and public and private lenders. Many fintech companies leverage this expertise with the help of the Cane Bay Partners team.

While Chewning has had many successes in the corporate world, he constantly seeks opportunities to connect with the communities in his reach. One of those communities is that of the U.S. Virgin Islands. The territory has been Chewning’s home since 2009, and it is also home to Cane Bay Partners. So, when two Category 5 hurricanes hit St. Croix in 2017, Chewning and his business partner David Johnson didn’t hesitate to help. They launched the charitable giving initiative Cane Bay Cares to aid in the hurricane relief efforts and later expanded to include educational programs that cater to USVI residents.

Chewning believes in philanthropy that gives tangibly through dollars and cents, but he also believes in giving back time, knowledge, and skills to the community. He serves as vice chairman on the Junior Achievement VI Board, which makes it possible for young people to learn more about entrepreneurship and financial literacy. Occasionally, Chewning dedicates time to share his expertise with USVI government officials who seek to advance economic development initiatives.

Chewning is also a proud member of the Kappa Sigma fraternity. He served as the commisioner of recruitment and expansion for the international fraternity for 9 years. Today, Kappa Sigma pledges more men than any other collegiate fraternities based on programming Chewning developed in the late 1990s and early 2000s.