Chance Encounter

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

Tribute Mage

When this creature enters, you may search your library for an artifact card with mana value 2, reveal that card, put it into your hand, then shuffle.

Krark's Thumb

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

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.

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.

Island

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.

Tavern Scoundrel

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

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.)

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 this enchantment.
Whenever a player casts a spell, that player flips a coin. If they lose the flip, counter that spell.

Goblin Archaeologist

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

Edgar, King of Figaro

When Edgar enters, draw a card for each artifact you control.
Two-Headed Coin — The first time you flip one or more coins each turn, those coins come up heads and you win those flips.

Yusri, Fortune's Flame

Flying
Whenever Yusri 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.

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.

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.

Boompile

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

Mountain

Invert Polarity

Choose target spell, then flip a coin. If you win the flip, gain control of that spell and you may choose new targets for it. If you lose the flip, counter that spell.

Mutalith Vortex Beast

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

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.

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.