I unlocked Luigi and Falco, completed Target Smash with everyone I have so far, and did several events.
Cleared Adventure Mode with Kirby and Pikachu.
PBWOE:
I cleared a few more events, unlocked Ganondorf (first character I unlocked without failing once before), and did Target Smash with him.
PBWOE2:
I unlocked Marth and Roy and cleared target Smash with both of them and beat Classic Mode with Marth and used the trophy lottery function to get a Birdo trophy unlocking a stage.
PBWOE3:
I beat Classic mode with Mario, Bowser, Link, Zelda, Peach, Luigi, Pikachu, and Jigglypuff and unlocked Young Link after 9 Classic Mode runs (glitch) and beat target Smash with him.
PBWOE4:
I beat a few more events and unlocked Pichu and beat target smash with it.
PBWOE5:
I unlocked Yoshi's Island N64.
PBWOE6:
I used the AI's cheap tactics against them (Shield Spam) to unlock Kongo Jungle N64.
PBWOE7:
I cleared a few more events and beat Classic Mode with Kirby, Donkey Kong, and Samus.
PBWOE8:
I cleared a few more events, beat Classic mode with Fox, Yoshi, Captain Falcon, Ness, and Ice Climbers, beat Adventure mode with Mario and Marth, unlocked Brinhstar Depths, and I got the Ditto trophy.
PBWOE9:
I cleared Adventure mode with Link, Donkey Kong, Samus, Fox, Yoshi, Captain Falcon, Ness, Luigi, Bowser, Peach, Zelda.
PBWOE10:
I cleared Adventure mode with Jigglypuff and the Ice Climbers and beat a few more events.
PBWOE11:
I cleared Classic Mode with Pichu and Roy and unlocked Fourside.
PBWOE12:
I cleared Classic Mode with Young Link, Ganondorf, Falco, and Dr. Mario.
PBWOE13:
I unlocked Mewtwo and Mr. Game & Watch and Dream Land N64.
PBWOE14:
I cleared Classic Mode with Mr. Game & Watch and Mewtwo, All-Star Mode with Kirby, and unlocked Battlefield and Flat Zone.
PBWOE15:
I cleared Adventure Mode with Mewtwo and Mr. Game & Watch, cleared a few more events, and unlocked Big Blue.