Between 1515 and 1518, under cover as a merchant of manuscripts, chaplain, singer, and instrumentalist, he traveled between
London and the continent, as a spy for
Henry VIII against the pretender to the English throne,
Richard de la Pole, who mainly resided in
Metz. He was aided in this enterprise by a Flemish
sackbut player,
Hans Nagel. In June 1516, he went to the
Kingdom of England for instruction by the king and
Cardinal Thomas Wolsey, carrying music manuscripts and instruments along with him. Henry VIII and Wolsey came to distrust him, however, and indeed soon learned that he was working as a counter-spy for de la Pole himself; Alamire, valuing his head, wisely never returned to England after this discovery. Unsurprisingly, few English composers are represented in his manuscripts. During the 1520s Alamire was a diplomat and courtier in addition to continuing his activity as a music illustrator and copyist. He carried letters between many of the leading humanists of the time.
Erasmus described him as "not unwitty", and Alamire's frequent scurrilous commentary on contemporary singers and players bears this out; many of his letters survive, and they are filled with epigrams and clever insults. Music was not his only skill; he received a generous payment on behalf of King
Christian III of Denmark for instruction in the "craft of mining" (unless that was a metaphor for spying; but more details of this commission are not known). In 1534 Alamire received a generous pension from
Maria of Austria, for whom he had written a number of manuscripts in the early 1530s, and he disappears from court records after that time. He died in Mechelen. ==Manuscript contents and locations==