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.

Zndrsplt, Eye of Wisdom

Partner with Okaun, Eye of Chaos (When this creature enters, 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.

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.

Stitch in Time

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

Mirror March

Whenever a nontoken creature you control enters, flip a coin until you lose a flip. For each flip you won, create a token that's a copy of that creature. Those tokens gain haste. Exile them at the beginning of the next end step.

Squee's Revenge

Choose a number. Flip a coin that many times or until you lose a flip, whichever comes first. If you win all the flips, draw two cards for each flip.

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.

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.

Yusri, Fortune's Flame

Flying
Whenever Yusri, Fortune's Flame attacks, choose a number between 1 and 5. Flip that many coins. For each flip you win, draw a card. For each flip you lose, Yusri deals 2 damage to you. If you won five flips this way, you may cast spells from your hand this turn without paying their mana costs.

Krark, the Thumbless

Whenever you cast an instant or sorcery spell, flip a coin. If you lose the flip, return that spell to its owner's hand. If you win the flip, copy that spell, and you may choose new targets for the copy.
Partner (You can have two commanders if both have partner.)

Goblin Traprunner

Whenever Goblin Traprunner attacks, flip three coins. For each flip you win, create a 1/1 red Goblin creature token that's tapped and attacking.

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.

Krark's Thumb

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

Okaun, Eye of Chaos

Partner with Zndrsplt, Eye of Wisdom (When this creature enters, 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.

Tavern Scoundrel

Whenever you win a coin flip, create two Treasure tokens. (They're artifacts with "{T}, Sacrifice this artifact: Add one mana of any color.")
{1}, {T}, Sacrifice another permanent: Flip a coin.

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.

Mutalith Vortex Beast

Trample
Warp Vortex — When Mutalith Vortex Beast enters, flip a coin for each opponent you have. For each flip you win, draw a card. For each flip you lose, Mutalith Vortex Beast deals 3 damage to that player.

Goblin Archaeologist

{R}, {T}: Flip a coin. If you win the flip, destroy target artifact and untap Goblin Archaeologist. If you lose the flip, sacrifice Goblin Archaeologist.

Impulsive Maneuvers

Whenever a creature attacks, flip a coin. If you win the flip, the next time that creature would deal combat damage this turn, it deals double that damage instead. If you lose the flip, the next time that creature would deal combat damage this turn, prevent that damage.