While there have been a lot of comparisons made between Trump and Jackson (by supporters and opponents), one important similarity keeps getting overlooked. As far as Jackson was concerned, there was only one quality that proved someone's character: Loyalty to Andrew Jackson. While this caused plenty of turmoil within the cabinet (most notably the Eaton Affair), there's one particular event I want to bring up.
Samuel Swartwout had a checkered past. A military man with plentiful New York political connections, he was rounded up as part of the Burr conspiracy but was eventually released. During the election of 1828, he was a vocal campaigner for Jackson, so the new president decided to give Swartwout a cozy patronage position, as Collector of the Port of New York. To quote from Remini's "Life of Andrew Jackson:"
"And when Van Buren learned that Jackson intended to appoint Samuel Swartwout to the office he almost collapsed. Not only did Swartwout have criminal tendencies but the [Albany] Regency detested him. Van Buren alerted the President immediately and warned him that Swartwout's appointment would 'not be in accordance with the public sentiment, the interest of the Country or the credit of the administration.' Unfortunately, Jackson refused to listen. He liked Swartwout because he had been an early supporter -- unlike Van Buren -- and so he went ahead with the appointment. In time, of course, Swartwout absconded with $1,222,705.09. It was a monumental theft...
When the scandal broke, Jackson's opponents doubled over with laughter. All the talk of rooting out corruption in government, they said, and here the greatest theft in the history of the Republic..."
Jackson, like Trump, campaigned on a promise of fighting corruption and waste in government, but, through his own shortcomings, appointed people who were more corrupt than those they replaced.