Tattershall Castle (Lincolnshire, UK) was built for the Lord Treasurer of England, Ralph Cromwell, in the mid-fifteenth century. Cromwell was a skilled politician who rose from relative obscurity via royal service; however, he never attained high social rank and made significant enemies in the royal council. He is noted to have been a prickly and self-righteous individual who wore his new-found status in society with towering pride. The architecture of Cromwell’s major building project at Tattershall offers clues towards his personality. Architectural details – grouped and repeated motifs such as ancient family armorials, the Treasurer’s purse and the truculent motto ‘Have I not right?’ – may reveal fault lines and anxieties about Ralph’s relative place in society as he struggled for political survival.