The two men never met, but I can't think of two people who would have despised each other more. Jackson was a hard scrabble, self made populist of Scotch-Irish descent who blamed the British for his family's death during the Revolution. Wellington was an Anglo-Irish upper class Tory snob, who believed whole heatedly in (and helped create) the British Empire. Also, his wife's brother, Edward Pakenham, was killed by American forces under Jackson at the Battle of New Orleans (and by some accounts Wellington was more fond of Pakenham than his wife).

Given all that, Wellington's Prime Ministry and Jackson's Presidency overlapped so they must of been aware of each other. I am sure they traded official correspondence and I am equally sure they must of voiced an unofficial opinion about the other with one of their respective flunkies at some point. Is there any record of this?