Holland came from a gentry family living at Bowhill in the parish of St. Thomas Cowick Street to the immediate south-west of Exeter. Nothing is known about his parentage and early upbringing, but it is clear that over the course of his life he acquired extensive property in and around his home. By the end of his life, he held some 34 individual properties for which he paid an annual rent of over £8.
Towards the end of Henry IV’s reign Holland began to play his part in public life, at least on the local stage. Thus in 1412 he led a delegation of the parishioners of St. Thomas to Bishop Stafford of Exeter to negotiate the consecration of a new parish church to replace the old chapel on the Exe bridge which had been swept away (along with the bridge) in a recent flood.
Early on in his career Holland – like many others – fell foul of the irascible Sir John Dynham of Nutwell, one of the leading landowners in Devon. The exact nature of their relationship is uncertain, but it evidently had a financial dimension, since in 1426 Dynham was suing Holland for an account. Litigation between the two men (who claimed various debts from each other) continued from at least 1412 until Dynham’s death in 1429.
Unquestionably, Holland enjoyed cordial relations with the men of Exeter. He was a familiar figure in the city, where he occasionally acted as an arbiter for some of the more substantial citizens, and also maintained contacts among the cathedral clergy. One of these was the cathedral treasurer, Michael Archdeacon, who in 1442 appointed him his principal executor, an onerous duty for which he was rewarded with the sum of 40s. and a flat silver dish with a cover, as well as two silver cruets.
There were, however, also other, more powerful interests at play. As Holland’s colleague the Devon shire court returned the experienced former sheriff James Chudleigh*, a man closely linked by blood ties to the regionally dominant grouping of gentry around Sir William Bonville* and his younger associate, (Sir) Philip Courtenay* of Powderham (Chudleigh’s half-brother). Holland himself also possessed a powerful patron of his own in John Holand, earl of Huntingdon. Holland’s exact relationship with his prominent namesake is unclear, but it was a close one, which the receiver of Exeter on one occasion went so far as to describe as ‘amicitia’.
Richard’s term in Parliament appears to have brought him to the government’s attention, and in 1432 he was commissioned to inquire into acts of piracy. This appointment did not mark the beginning of a notable career of office-holding, and although both he and his brother John were deemed important enough to be included among the men required to take the general oath against maintenance in 1434, it was not until 1438 that the Crown once more called upon his services, and in the event only on a local basis.
Holland may have been the man of this name who in July 1443 went to France in the retinue of John Beaufort, earl of Somerset.
