Malcolm, Keen-Eyed Navigator

Flying
Whenever one or more Pirates you control deal damage to your opponents, you create a Treasure token for each opponent dealt damage. (It's an artifact with "{T}, Sacrifice this token: Add one mana of any color.")
Partner (You can have two commanders if both have partner.)

Revel in Riches

Whenever a creature an opponent controls dies, create a Treasure token. (It's an artifact with "{T}, Sacrifice this token: Add one mana of any color.")
At the beginning of your upkeep, if you control ten or more Treasures, you win the game.

Coastal Piracy

Whenever a creature you control deals combat damage to an opponent, you may draw a card.

Black Market Connections

At the beginning of your first main phase, choose one or more —
• Sell Contraband — Create a Treasure token. You lose 1 life.
• Buy Information — Draw a card. You lose 2 life.
• Hire a Mercenary — Create a 3/2 colorless Shapeshifter creature token with changeling. You lose 3 life. (It is every creature type.)

Glint-Horn Buccaneer

Haste
Whenever you discard a card, this creature deals 1 damage to each opponent.
{1}{R}, Discard a card: Draw a card. Activate only if this creature is attacking.

Ramirez DePietro, Pillager

When Ramirez DePietro enters, you lose 2 life and create two Treasure tokens.
Whenever one or more Pirates you control deal combat damage to a player, exile the top card of that player's library. You may cast that card for as long as it remains exiled.

Admiral Beckett Brass

Other Pirates you control get +1/+1.
At the beginning of your end step, gain control of target nonland permanent controlled by a player who was dealt combat damage by three or more Pirates this turn.

Don Andres, the Renegade

Each creature you control but don't own gets +2/+2, has menace and deathtouch, and is a Pirate in addition to its other types.
Whenever you cast a noncreature spell you don't own, create two tapped Treasure tokens.

Collector's Vault

{2}, {T}: Draw a card, then discard a card. Create a Treasure token. (It's an artifact with "{T}, Sacrifice this token: Add one mana of any color.")

Breeches, Eager Pillager

First strike
Whenever a Pirate you control attacks, choose one that hasn't been chosen this turn —
• Create a Treasure token.
• Target creature can't block this turn.
• Exile the top card of your library. You may play it this turn.

Port Razer

Whenever this creature deals combat damage to a player, untap each creature you control. After this phase, there is an additional combat phase.
This creature can't attack a player it has already attacked this turn.

Aggravated Assault

{3}{R}{R}: Untap all creatures you control. After this main phase, there is an additional combat phase followed by an additional main phase. Activate only as a sorcery.