O2 Sponsor Finance appoints James Benbrook as vice president
O2 Sponsor Finance has hired James Benbrook as vice president. He will work on lending opportunities and support the division’s relationships with equity sponsors and management teams.
O2 Sponsor Finance, a division of Old Second National Bank, has hired James Benbrook as vice president. The appointment was announced on October 29, 2026, with Benbrook taking responsibility for work involving new and existing lending opportunities.
In his new role, Benbrook will structure and underwrite lending opportunities and work with equity sponsors and management teams.
O2 Sponsor Finance President Joe Gaffigan said Benbrook would support the division’s growth strategy, strengthen existing sponsor relationships and help broaden its presence in the lower middle market sponsor finance sector. Gaffigan also cited Benbrook’s expertise, leadership and industry experience.
Before joining O2 Sponsor Finance, Benbrook held roles at Mizuho Americas and Moody's Ratings. Earlier in his career, he spent 5 years on active duty with the United States Coast Guard.
Benbrook holds a B.A. in economics from Columbia University. The company also highlighted his lending background and focus on client service.
O2 Sponsor Finance provides cash flow-based loans to lower middle market businesses. The company typically serves businesses with $10 to $100 million in revenue and between $2 million and $10 million in EBITDA.
Its work includes supporting private equity sponsors, independent sponsors and family offices involved in the acquisition or recapitalisation of lower middle market companies.
O2 Sponsor Finance operates within Old Second National Bank, which is a subsidiary of Old Second Bancorp, Inc. The bank holding company is headquartered in Aurora, Illinois, and its common stock trades on The NASDAQ Stock Market under the symbol “OSBC”.
As of September 30, 2026, Old Second reported approximately $6.8 billion in assets, $5.3 billion in deposits and $5.2 billion in loans. Old Second National Bank is a Member FDIC.
O2 Sponsor Finance has hired James Benbrook as vice president.
Benbrook will structure and underwrite new and existing lending opportunities.
His previous experience includes roles at Mizuho Americas and Moody's Ratings, along with 5 years on active duty with the United States Coast Guard.
O2 Sponsor Finance focuses on cash flow-based loans for lower middle market businesses with $10 to $100 million in revenue and between $2 million and $10 million in EBITDA.
O2 Sponsor Finance announced that it had recently hired James Benbrook as Vice President. O2 Sponsor Finance is a division of Old Second National Bank.
James Benbrook is responsible for structuring and underwriting new and existing lending opportunities, while partnering closely with equity sponsors and management teams. The company said he will support its continued growth strategy, deepen existing sponsor relationships and help expand its presence across the lower middle market sponsor finance landscape.
O2 Sponsor Finance President Joe Gaffigan said Benbrook's expertise, leadership and industry perspective would support the team and that the company looked forward to his contributions in 2026 and beyond. The company also described his lending expertise and commitment to client service as an asset to the organisation.
James Benbrook previously held positions at Mizuho Americas and Moody's Ratings. He also spent 5 years on active duty with the United States Coast Guard.
James Benbrook earned his B.A. in economics from Columbia University.
O2 Sponsor Finance is a national provider of cash flow-based loans to lower middle market businesses. It focuses on supporting private equity sponsors, independent sponsors and family offices in their acquisition or recapitalisation of lower middle market companies.
O2 Sponsor Finance typically serves lower middle market businesses with $10 to $100 million in revenue and between $2 million and $10 million in EBITDA.
O2 Sponsor Finance focuses on supporting private equity sponsors, independent sponsors and family offices. Its lending activities cover the acquisition or recapitalisation of lower middle market companies.
O2 Sponsor Finance is a division of Old Second National Bank. Old Second National Bank is the bank subsidiary of Old Second Bancorp, Inc., which is headquartered in Aurora, Illinois.
The common stock of O2 Sponsor Finance's parent, Old Second Bancorp, Inc., trades on The NASDAQ Stock Market under the symbol "OSBC".
As of September 30, 2026, Old Second had approximately $6.8 billion in assets, $5.3 billion in deposits and $5.2 billion in loans. Old Second National Bank is a Member FDIC.