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David O'Leary began their career in 1993 as a Consultant for G.A.Sullivan, where they primarily did Software Development and Software Architecture work on Client/Server systems. In 1998, they moved to Habanero as a Software Architect/Analyst. In 2003, they founded Efficion Consulting, a company that designs and develops websites for clients throughout the United States, and provides additional services to improve their businesses. In 2020, they founded St. Louis Outdoor Adventures.

David O'Leary completed their high school education at SLUH in 1985. David then attended Immaculata from 1977 to 1985 before going on to Loyola University New Orleans where they obtained a Bachelor of Science in Computer Science between 1989 and 1993.