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Raymond Olmo has over 30 years of experience in the financial services industry. In 1990, they founded and served as President of RF Olmo & Associates, Inc. In 2007, they became Managing Director of PenCal Administrators (now VOYA), where they developed financing solutions for deferred compensation plans. In 2005, they were a Founding Shareholder, Board of Directors and Loan Committee member, and Chairman of ALCO for Community 1st Bank (now First Foundation Bank). In 2009, they founded TRUST-CFO and served as Board Chair. In 2018, they joined Dollar Dollar Dollar's Board of Advisors and provided expertise on their mobile wagering app for golfers.

Raymond Olmo attended California State University, Chico from 1986 to 1989, where they earned a Bachelor of Science in Finance.