John may have been a descendant of William Loughborough, who was paid 10s. for his counsel by Leicester’s chamberlains in 1378-9, and even perhaps of Hugh de Lucteburg, admitted to the town’s merchant guild as early as 1242-3.
On 2 Oct. 1429 Loughborough was one of six prominent townsmen, including John Church I* and Thomas Waldegrave*, who returned an unsuccessful award in a dispute between the newly-elected mayor, Ralph Brasier alias Humberston* and Thomas Gaddesby.
Loughborough was one of the few men of the borough who appears in the Leicestershire tax returns of the following year, being assessed on a modest annual income of £5, the bulk of which probably derived from the property of his wife. Later references do, however, suggest that he held in his own right two messuages in Friar Lane and a tenement in the parish of St. Nicholas.
