Richard may have been related to John Bowland, who collected tolls in the diocese of Winchester for Cardinal Beaufort in 1439 and became ‘my Lord Cardynall’s keeper of the Pawlyn’ (the court of pavilion) before September 1442.
Bowland became involved in civic affairs in 1432, when he acted as auditor for the commons, and he subsequently rose to be bailiff of the commons, and, following his admission to the 24 in 1440, bailiff of that more senior body too. With the junior bailiff he made the formal response to the sheriff of Hampshire recording the result of the Winchester election to the Parliament of 1442.
Bowland served as a juror at sessions of the peace held at Winchester in November 1475,
