Cross hailed from Huntingdonshire and may have been a relation, possibly a son, of John Cross, one the men of that county required in 1434 to take the oath not to maintain lawbreakers.
Meanwhile Cross had made his career as a clerk in the Exchequer, where, even though he never attained a post which provided a fixed salary, he proved useful in the service of important officers of the court. He was of sufficient status to appear as a surety for Brian Roucliffe, the future baron, on three occasions (in January 1446, January 1449 and July 1451),
Cross almost certainly owed his return to the Parliament of November 1449 to his position as a servant of Thorpe, who himself sat in the Commons as a knight of the shire for Northamptonshire. The government had need of loyal supporters in this Parliament, meeting at a time of crisis both overseas (with the impending fall of Rouen), and at the insolvent Exchequer. The King’s ministers faced severe criticism. By joining Thorpe in the Lower House Cross would have been at hand to assist him when the Crown’s fiscal policies were called into question. He had no known connexion with Shaftesbury, the Dorset borough which returned him, although as he was later to be engaged as attorney for another Dorset borough, Bridport, a similar, albeit unrecorded arrangement with the town authorities cannot be ruled out. After this initial parliamentary service he continued to be closely associated with Thorpe, whose patronage brought material benefits. From 27 Apr. 1451 he shared with Roger Thorpe*, Thomas’s son, and Sir John Burcester in a long lease, issued at the Exchequer, of the honours of Peverell, Boulogne and Hagenet, and the castle and honour of Huntingdon, back-dated to the Act of Resumption passed in his Parliament of 1449-50. Yet although he and others were granted on the following 19 Oct. the marriage of a daughter and coheir of John Helyon, when they failed to make an agreement with the treasurer about terms, this was given instead to Thomas Thorpe.
Cross, Roger Thorpe and their associate Thomas Umfray* (previously one of their mainpernors), all secured election to the Parliament of 1453, in which Thomas Thorpe, now elevated as a baron of the Exchequer, was elected Speaker.
Despite the troubles of his patron Thorpe, Cross continued to work at the Exchequer. Following the dissolution of the Parliament, he was active there on behalf of John Norris*, the former keeper of the great wardrobe, Henry Percy, Lord Poynings, and John Durem, one of the barons, and after Thorpe’s rehabilitation he returned to his service. Towards the end of 1455 he stood surety when Thorpe took over the lease of the royal honours he himself had held previously.
Cross himself successfully brought pleas for debt in the court of the Exchequer against Thomas Walsh, the former sheriff of Warwickshire and Leicestershire,
