L.A. Dodgers history divides in half:
The Heroic Years from 1958-1988: only a .546 winning percentage in regular seasons, but 5 championships in 9 World Series.
The Unheroic Years from 1989-2020: a .538 winning percentage, but only 0-2 in World Series so far.
Many of L.A. Dodgers’ World Series wins were improbable and/or heroic: a mediocre 1959 team led by Wally Moon, Sandy Koufax’s self-imposed 1965 Yom Kippur sitdown, Fernando Valenzuela carrying a tired 1981 team, the battered, not very good 1988 squad beating Canseco’s Steroid Kids on Kirk Gibson’s homer and Orel Hersheiser’s pitching.
Why the difference in the two eras? First, due to expansion from 16 teams in 1959 to 30 since the 1990s, it’s harder to win world championships.
But it is probably mostly just luck.