Unexpected Windfall

As an additional cost to cast this spell, discard a card.
Draw two cards and create two Treasure tokens. (They're artifacts with "{T}, Sacrifice this artifact: Add one mana of any color.")

Coercive Recruiter

Whenever Coercive Recruiter or another Pirate you control enters, gain control of target creature until end of turn. Untap that creature. Until end of turn, it gains haste and becomes a Pirate in addition to its other types.

Slippery Scoundrel

Ascend (If you control ten or more permanents, you get the city's blessing for the rest of the game.)
As long as you have the city's blessing, Slippery Scoundrel has hexproof and can't be blocked.

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 artifact: Add one mana of any color.")
Partner (You can have two commanders if both have partner.)

Zara, Renegade Recruiter

Flying
Whenever Zara, Renegade Recruiter attacks, look at defending player's hand. You may put a creature card from it onto the battlefield under your control tapped and attacking that player or a planeswalker they control. Return that creature to its owner's hand at the beginning of the next end step.

Port Razer

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

Timestream Navigator

Ascend (If you control ten or more permanents, you get the city's blessing for the rest of the game.)
{2}{U}{U}, {T}, Put Timestream Navigator on the bottom of its owner's library: Take an extra turn after this one. Activate only if you have the city's blessing.

Spell Swindle

Counter target spell. Create X Treasure tokens, where X is that spell's mana value. (They're artifacts with "{T}, Sacrifice this artifact: Add one mana of any color.")

Kitesail Freebooter

Flying
When Kitesail Freebooter enters, target opponent reveals their hand. You choose a noncreature, nonland card from it. Exile that card until Kitesail Freebooter leaves the battlefield.

Storm Fleet Sprinter

Haste
Storm Fleet Sprinter can't be blocked.

Hostage Taker

When Hostage Taker enters, exile another target creature or artifact until Hostage Taker leaves the battlefield. You may cast that card for as long as it remains exiled, and mana of any type can be spent to cast that spell.

Forerunner of the Coalition

When Forerunner of the Coalition enters, you may search your library for a Pirate card, reveal it, then shuffle and put that card on top.
Whenever another Pirate you control enters, each opponent loses 1 life.

Changeling Outcast

Changeling (This card is every creature type.)
Changeling Outcast can't block and can't be blocked.

Deadeye Brawler

Deathtouch
Ascend (If you control ten or more permanents, you get the city's blessing for the rest of the game.)
Whenever Deadeye Brawler deals combat damage to a player, if you have the city's blessing, draw a card.

Daring Saboteur

{2}{U}: Daring Saboteur can't be blocked this turn.
Whenever Daring Saboteur deals combat damage to a player, you may draw a card. If you do, discard a card.

March of the Drowned

Choose one —
• Return target creature card from your graveyard to your hand.
• Return two target Pirate cards from your graveyard to your hand.

Admiral's Order

Raid — If you attacked this turn, you may pay {U} rather than pay this spell's mana cost.
Counter target spell.

Lookout's Dispersal

This spell costs {1} less to cast if you control a Pirate.
Counter target spell unless its controller pays {4}.

Dire Fleet Neckbreaker

Dire Fleet Poisoner

Flash
Deathtouch
When Dire Fleet Poisoner enters, target attacking Pirate you control gets +1/+1 and gains deathtouch until end of turn.

Chaos Warp

The owner of target permanent shuffles it into their library, then reveals the top card of their library. If it's a permanent card, they put it onto the battlefield.

Spectral Sailor

Flash (You may cast this spell any time you could cast an instant.)
Flying
{3}{U}: Draw a card.

Fathom Fleet Captain

Menace
Whenever Fathom Fleet Captain attacks, if you control another nontoken Pirate, you may pay {2}. If you do, create a 2/2 black Pirate creature token with menace.

Sunken Hollow

({T}: Add {U} or {B}.)
Sunken Hollow enters tapped unless you control two or more basic lands.

Breeches, Brazen Plunderer

Menace
Whenever one or more Pirates you control deal damage to your opponents, exile the top card of each of those opponents' libraries. You may play those cards this turn, and you may spend mana as though it were mana of any color to cast those spells.
Partner (You can have two commanders if both have partner.)

Protean Raider

Raid — If you attacked this turn, you may have Protean Raider enter as a copy of any creature on the battlefield.

Corsair Captain

When this creature enters, create a Treasure token. (It's an artifact with "{T}, Sacrifice this token: Add one mana of any color.")
Other Pirates you control get +1/+1.

Arcane Signet

{T}: Add one mana of any color in your commander's color identity.

Terminate

Destroy target creature. It can't be regenerated.

Kari Zev, Skyship Raider

First strike, menace
Whenever Kari Zev, Skyship Raider attacks, create Ragavan, a legendary 2/1 red Monkey creature token. Ragavan enters tapped and attacking. Exile that token at end of combat.

Emberwilde Captain

When Emberwilde Captain enters, you become the monarch.
Whenever an opponent attacks you while you're the monarch, Emberwilde Captain deals damage to that player equal to the number of cards in their hand.

Smoldering Marsh

({T}: Add {B} or {R}.)
Smoldering Marsh enters tapped unless you control two or more basic lands.

Kari Zev's Expertise

Gain control of target creature or Vehicle until end of turn. Untap it. It gains haste until end of turn.
You may cast a spell with mana value 2 or less from your hand without paying its mana cost.

Counterspell

Siren's Ruse

Exile target creature you control, then return that card to the battlefield under its owner's control. If a Pirate was exiled this way, draw a card.

Dire Fleet Captain

Whenever Dire Fleet Captain attacks, it gets +1/+1 until end of turn for each other attacking Pirate.

Captivating Crew

{3}{R}: Gain control of target creature an opponent controls until end of turn. Untap that creature. It gains haste until end of turn. Activate only as a sorcery.

Warkite Marauder

Flying
Whenever Warkite Marauder attacks, target creature defending player controls loses all abilities and has base power and toughness 0/1 until end of turn.

Dire Fleet Daredevil

First strike
When Dire Fleet Daredevil enters, exile target instant or sorcery card from an opponent's graveyard. You may cast it this turn, and mana of any type can be spent to cast that spell. If that spell would be put into a graveyard, exile it instead.

Captain Lannery Storm

Haste
Whenever Captain Lannery Storm attacks, create a Treasure token. (It's an artifact with "{T}, Sacrifice this artifact: Add one mana of any color.")
Whenever you sacrifice a Treasure, Captain Lannery Storm gets +1/+0 until end of turn.

Deadeye Tracker

{1}{B}, {T}: Exile two target cards from an opponent's graveyard. Deadeye Tracker explores. (Reveal the top card of your library. Put that card into your hand if it's a land. Otherwise, put a +1/+1 counter on this creature, then put the card back or put it into your graveyard.)

Ramirez DePietro, Pillager

When Ramirez DePietro, Pillager 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.

Siren Stormtamer

Flying
{U}, Sacrifice Siren Stormtamer: Counter target spell or ability that targets you or a creature you control.

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.