Greg graduated from Washington University in St Louis in 1997 with a BS in Biology. He attended Baylor College of Medicine from 1997 to 2001. From 2001 to 2004, he completed a residency in Emergency Medicine at Vanderbilt University Medical Center where he then stayed on as faculty. Starting in 2004, it was his observation and research of operational inefficiencies and unrealized improvement opportunities that resulted in the creation of a rudimentary software tool at VUMC and, ultimately, the founding of KaiNexus. Jacobson is co-author of Kaizen: A Method of Process Improvement in the Emergency Department, published in the journal Academic Emergency Medicine.