The Groom of the Stool, position as a courtier was the most intimate job any courtier could have with their monarch. Due to how intimate this role was, it naturally led to him becoming a man in whom much confidence was placed by his royal master and with whom many royal secrets. This role in office progressed  gradually over decades and centuries into one of administration of the royal finances, and under Henry VII, the Groom of the Stool became a powerful official involved in setting national fiscal policy, under the "chamber system"

Many in modern day could think of this job in the royal court as the worst role and very degrading, however at the time, this role held importance.