Simon Jackson qualified in 1987 from Oxford University, his postgraduate surgical training was undertaken in Bristol where he worked in the departments of both gynaecology and urology. He was awarded an MD from Bristol University for research into connective tissue disorders in urinary incontinence and prolapse. He has been a gynaecology consultant in Oxford since 1999, specializing in urogynaecology and laparoscopic (keyhole) surgery.
Since becoming a consultant he has developed laparoscopic pelvic floor reconstructive surgery in Oxford, offering uterine preserving surgery to women as an alternative to the more traditional, and widely available, hysterectomy. He has published over 70 papers on urinary incontinence and prolapse and has written several textbooks on the subject. He is the director of Oxford's urogynaecology subspeciality training programme and is a member of the Subspeciality Training Committee at the Royal College of Obstetricians and Gynaecologists.
His NHS practice is based at the John Radcliffe Hospital Oxford and he practices privately at the Manor Hospital Oxford.