A draper, Bailey presented 18 entire woollen cloths for alnage in the financial year 1394-5. Four years later, in 1399, he sold a tenement and three shops in the market place of Salisbury. At the time of his return to the Parliament of 1406, he was acting as coroner both in Salisbury and in the county at large. Admittedly, on 10 May (during the second session of the Parliament), the sheriff of Wiltshire was ordered to arrange for the election of a new coroner for the county on the ground that Bailey was already too busy as coroner in the city to exercise both offices. But despite this order, Bailey was still occupying the two coronerships at the time of his death.
Bailey was elected for Salisbury to the Parliament originally summoned on 26 Oct. 1409 to meet at Bristol in January 1410, but he died shortly before 28 Nov.
