Although an inventory of his household goods in 1484 shows that he was living a comfortable married life, his failure to pay debts forced him to flee the country.
Just before the Battle of Bosworth Field, Henry made him his own personal officer of arms as Richmond Herald.
Machado came over to England with Henry and on 21 September, as Richmond Herald, was appointed searcher of customs at Southampton.
[1] In June 1498, Machado and John Writhe, Garter King of Arms, were granted a joint licence to make visitations.
In January 1509 the two formalised an agreement where Machado handing over substantial powers as Clarenceux in return for a payment of £4 a year from Garter Writhe.
[1] Machado is known to have spoken English, French, Spanish, and Portuguese, and probably he also spoke Italian and Latin.