He Graduated from Ogun State University (Olabisi Onabanjo University) Obafemi Awolowo College of Health Sciences with Medical degree, (MB.ChB Ogun),  he did the mandatory pre-registration internship at Osogbo General Hospital ( now LAUTECH University Teaching Hospitals) and was posted to Saki, Oyo state for National service.

Dr. Ogundipe worked briefly in Nigeria at Private hospitals in Oyo and Kwara States before traveling to the Republic of South Africa. He worked and trained in Family Medicine with rotations in Obstetrics and gynecology, Pediatrics, Anaesthesiology, General Surgery, Adult Medical and Children emergency at Garankuwa, Klerksdorp, King Edward, Addington and RKKhan Hospitals in Gauteng, Northwest and Kwazulu NatalProvinces of South Africa.

In 1999 he migrated to Canada where he obtained the Licenciate of Medical Council of Canada  (LMCC), Certification of the Canadian College of Family Physicians (CCFP) and Fellowship of the Canadian College of Family Physicians ( FCFPC). Dr. Ogundipe has worked in rural and urban Hospitals in Nigeria, South Africa and Canada and is currently running a community Family Practice in Calgary, Alberta Canada. He is an examiner for both Medical Council of Canada (MCC) and the College of Family Physicians of Canada (CFPC). He is currently a Faculty member at the University of Calgary, Cummings School of Medicine, department of Family Medicine. His special interest include maternal and child health, mental health, pain management, population health and Primary Healthcare, Healthcare administration and health care law.

Dr. Ogundipe is currently pursuing an MBA international Health concentration at Cumbria University in the United Kingdom. He is also the Chief Medical Director of the facility in an active capacity.