Chance Encounter

Whenever you win a coin flip, put a luck counter on Chance Encounter.
At the beginning of your upkeep, if Chance Encounter has ten or more luck counters on it, you win the game.

Skyclaw Thrash

Whenever Skyclaw Thrash attacks, flip a coin. If you win the flip, Skyclaw Thrash gets +1/+1 and gains flying until end of turn.

Boompile

{T}: Flip a coin. If you win the flip, destroy all nonland permanents.

Krark's Thumb

If you would flip a coin, instead flip two coins and ignore one.

Creepy Doll

Indestructible
Whenever Creepy Doll deals combat damage to a creature, flip a coin. If you win the flip, destroy that creature.

Goblin Kaboomist

At the beginning of your upkeep, create a colorless artifact token named Land Mine with "{R}, Sacrifice this artifact: This artifact deals 2 damage to target attacking creature without flying." Then flip a coin. If you lose the flip, Goblin Kaboomist deals 2 damage to itself.

Scoria Wurm

At the beginning of your upkeep, flip a coin. If you lose the flip, return Scoria Wurm to its owner's hand.

Goblin Bomb

At the beginning of your upkeep, you may flip a coin. If you win the flip, put a fuse counter on Goblin Bomb. If you lose the flip, remove a fuse counter from Goblin Bomb.
Remove five fuse counters from Goblin Bomb and sacrifice it: It deals 20 damage to target player or planeswalker.

Fiery Gambit

Flip a coin until you lose a flip or choose to stop flipping. If you lose a flip, Fiery Gambit has no effect. If you win one or more flips, Fiery Gambit deals 3 damage to target creature. If you win two or more flips, Fiery Gambit deals 6 damage to each opponent. If you win three or more flips, draw nine cards and untap all lands you control.

Game of Chaos

Flip a coin. If you win the flip, you gain 1 life and target opponent loses 1 life, and you decide whether to flip again. If you lose the flip, you lose 1 life and that opponent gains 1 life, and that player decides whether to flip again. Double the life stakes with each flip.

Okaun, Eye of Chaos

Partner with Zndrsplt, Eye of Wisdom (When this creature enters the battlefield, target player may put Zndrsplt into their hand from their library, then shuffle.)
At the beginning of combat on your turn, flip a coin until you lose a flip.
Whenever a player wins a coin flip, double Okaun's power and toughness until end of turn.

Mogg Assassin

{T}: You choose target creature an opponent controls, and that opponent chooses target creature. Flip a coin. If you win the flip, destroy the creature you chose. If you lose the flip, destroy the creature your opponent chose.

Ral Zarek

+1: Tap target permanent, then untap another target permanent.
−2: Ral Zarek deals 3 damage to any target.
−7: Flip five coins. Take an extra turn after this one for each coin that comes up heads.

Planar Chaos

At the beginning of your upkeep, flip a coin. If you lose the flip, sacrifice Planar Chaos.
Whenever a player casts a spell, that player flips a coin. If they lose the flip, counter that spell.

Stitch in Time

Flip a coin. If you win the flip, take an extra turn after this one.

Zndrsplt, Eye of Wisdom

Partner with Okaun, Eye of Chaos (When this creature enters the battlefield, target player may put Okaun into their hand from their library, then shuffle.)
At the beginning of combat on your turn, flip a coin until you lose a flip.
Whenever a player wins a coin flip, draw a card.

Karplusan Minotaur

Cumulative upkeep—Flip a coin. (At the beginning of your upkeep, put an age counter on this permanent, then sacrifice it unless you pay its upkeep cost for each age counter on it.)
Whenever you win a coin flip, Karplusan Minotaur deals 1 damage to any target.
Whenever you lose a coin flip, Karplusan Minotaur deals 1 damage to any target of an opponent's choice.