OBSFS was founded in April 2000 as Online Brokerage Services, Inc., with a focus on online discount trading. Later, OBSFS added the capability of providing bank trust departments sub advisor capabilities utilizing Dimensional Fund Advisor asset classes. Increasingly over the years, OBS’ emphasis shifted away from the online discount trading and was focused primarily as a sub advisor to Trust, Retail and Retirement Plan delivery models within Financial Institutions.

In 2008, John Henry became CEO and assembled a new leadership team to continue to grow the company's assets and provide new and innovative solutions for Financial Institutions. 

Today, OBSFS works with over 80 banks, credit unions and RIAs and has approximately $825 million in Managed Assets.