Tom Nichols made a good point about this - he is from a very Trump-supporting demographic (white working class, baby boomer), and his observation was that all of his Trump-supporting friends and family are doing much better off now then when they were growing up. In terms of housing, food, access to healthcare, stress about money - they are a huge step above where they were in the 60s and 70s.

So whatever hurt these people suffered wasn't material. It's just resentment about other people (minorities, the "urban elite") having status or power.