I picked 1948. Neither is a great fit, but Hillary was a Democratic Dewey in many ways and Trump was Trumanesque in some ways.
Carter was nowhere near the outsider Trump was. He was a Southern Democrat who was looked at by the Democratic Establishment as the person who could best neutralize Wallace in the South (which he did). They did not count on him winning in IA and NH, however. The Democratic Party yielded to the inevitability of Carter after a while because it dawned on them that he might actually end the Democrats' slide in the South (which he did, for one election). He was also a Southern Democrat that, for all his recalcitrance, was on record of saying he'd vote for McGovern, and who showed some interest in bringing Georgia back into the National Democratic Party.
Carter literally spearheaded the national anti-McGovern Democratic organization in 1972. His nomination was a shock in the same way that the next open Republican race going to Ben Sasse would be a shock.
There have been plenty of other elections where a party nominated a very different sort of candidate from 4 years before. 1896 Democrats, 1940 Republicans, 1980 Republicans.
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