Yeah, I can try.
The Democratic Party is a coalition of different interests and tendencies. Unions, civil rights campaigners, moderates, progressives, environmentalists to a degree, and so on. Sort of a center+left grand coalition. The Clinton paradigm was to run way to the center, assuming that the left would show up and vote for center over right. That was overly one-dimensional, and could not keep the left mobilized to vote in any country without mandatory voting. Eventually leftish and especially poor voters just stopped voting at all.
The rot in the party was happening well before 1992. Instead of a more bottom-up system, the Democrats became a loosely defined brand of individual actors, seeking funding from wealthy patrons. It became in the interest of young, upwardly mobile politicians to seek greater concentration of wealth in the hands of those patrons, never mind the party’s populist base and rhetoric. Contrast Labor parties in countries like Australia, where the unions actually are part of the party structure and try (not always with success) to direct it to some degree.
And Bill didn’t seem to care about major elements of the Democratic Party’s appeal.
A union member? Bill Clinton didn’t believe in the “American System” and protectionism. He was a free-trader. That lost a lot of votes. Also, the decisions were being made by a moneyed cabal, not by people from union politics.
Related to this, Bill was tied to Bob Rubin’s Citibank. Hillary and Obama would later get in bed with Goldman Sachs. This has the stench of corruption in some nostrils, but even if not, it made the Democratic “leadership” more aligned to private banks than to local parties.
If you wanted prison reform? 1990s Democrats actually expanded mass incarceration, working with Gingrich’s Republicans. This fit the Clintons’ desire to appeal to white moderates like themselves, but undercut the any ability of Democrats to differentiate from Republicans on that issue.
A Great Society liberal? Bill bragged about ending welfare. Again, trying to get small government conservative votes, but demonstrating amply to poor voters that he was not on their side.
Anti-death penalty, like the NAACP? Bill was determined to prove that he was not on your side. In fact, Bill and Hillary tried in general to act like they thought the progressives were wackos and nerds, not enlightened conservatives like them. So they weren’t building up the progressives of various kinds who made up the party. How do you lead a party you sneer at?