Benn was appointed Recorder of Kingston in 1610, raised to the bench and elected Middle Temple autumn reader in 1612, lecturing on the Forcible Entry Act 1429.

[4][5] In January 1618 Benn was expelled from commons at the Middle Temple for offending Lord Chief Justice Sir Henry Montagu.

[1] Some manuscripts of Benn's works survive including a collection of about seventy essays held at Bedfordshire County Record Office.

Benn's style is noted to be more deferential towards the supremacy of the King, harking back to an Elizabethan tradition and contrasting with attitudes of some of his Jacobean contemporaries.

At his death he possessed a messuage with appurtenances called 'Popes' with 20 acres (8.1 ha) of land at Norbiton, all held of the bailiffs of Kingston.

As Amabella is referred to by several sources as Anthony Benn's heiress, the inference is that he died young.

[13] It contains Benn's recumbent effigy in his lawyer's robe and ruff collar and cuffs; his hands in prayer, once broken off but since restored.