'In & Out' was a decent-sized hit that got its origin story from Tom Hanks' 1994 Oscars speech. And while it had its heart in the right place, it's very much a film of its time.
'What About Bob?' was a much more subversive movie than what studios were typically churning out at the time. And while it's 1993's 'Groundhog Day' that's been endlessly analyzed, this Bill Murray film from two years earlier holds up nearly as well.