Dr. Weiss graduated with high honors from Dartmouth College where he majored in biochemistry, played varsity tennis, and was a member of Alpha Chi Alpha fraternity. He then graduated from the University of Louisville School of Medicine with honors, finishing in the top 10% of his class and was elected to and joined the elite Alpha Omega Alpha Honor Society. He completed his surgical training (residency) at the prestigious Emory University surgery program in Atlanta, where he worked under Dr. John Hunter, a renowned leader in advanced laparoscopy and previous president of the Society of American Gastrointestinal Endoscopic Surgeons (SAGES).

Dr Weiss gained extensive hands-on experience in laparoscopic bariatric surgery operating as a partner with the busy and successful practice of The Surgical Specialists of Louisiana/Southern Bariatric Associates in New Orleans, then he returned to his home state to head the bariatric surgery program at Georgetown Community Hospital.

Dr. Weiss, a Louisville native, is a member of many professional organizations, including the American Society of Bariatric Surgeons, American College of Surgeons, American Medical Association, Kentucky Medical Association, Lexington Medical Society, Jefferson County Medical Association, Society of Laparoendoscopic Surgeons, Society of American Gastrointestinal Endoscopic Surgeons (SAGES), and the Alpha Omega Alpha Medical Honor Society.