Three Steps Ahead

Spree (Choose one or more additional costs.)
+ {1}{U} — Counter target spell.
+ {3} — Create a token that's a copy of target artifact or creature you control.
+ {2} — Draw two cards, then discard a card.

Hellspur Posse Boss

Other outlaws you control have haste. (Assassins, Mercenaries, Pirates, Rogues, and Warlocks are outlaws.)
When Hellspur Posse Boss enters the battlefield, create two 1/1 red Mercenary creature tokens with "{T}: Target creature you control gets +1/+0 until end of turn. Activate only as a sorcery."

Molten Duplication

Create a token that's a copy of target artifact or creature you control, except it's an artifact in addition to its other types. It gains haste until end of turn. Sacrifice it at the beginning of the next end step.

Laughing Jasper Flint

Creatures you control but don't own are Mercenaries in addition to their other types.
At the beginning of your upkeep, exile the top X cards of target opponent's library, where X is the number of outlaws you control. Until end of turn, you may cast spells from among those cards, and mana of any type can be spent to cast those spells.

Return the Favor

Spree (Choose one or more additional costs.)
+ {1} — Copy target instant spell, sorcery spell, activated ability, or triggered ability. You may choose new targets for the copy.
+ {1} — Change the target of target spell or ability with a single target.

Calamity, Galloping Inferno

Haste
Whenever Calamity, Galloping Inferno attacks while saddled, choose a nonlegendary creature that saddled it this turn and create a tapped and attacking token that's a copy of it. Sacrifice that token at the beginning of the next end step. Repeat this process once.
Saddle 1

Fleeting Reflection

Target creature you control gains hexproof until end of turn. Untap that creature. Until end of turn, it becomes a copy of up to one other target creature.

Obeka, Splitter of Seconds

Menace
Whenever Obeka, Splitter of Seconds deals combat damage to a player, you get that many additional upkeep steps after this phase.

Great Train Heist

Spree (Choose one or more additional costs.)
+ {2}{R} — Untap all creatures you control. If it's your combat phase, there is an additional combat phase after this phase.
+ {2} — Creatures you control get +1/+0 and gain first strike until end of turn.
+ {R} — Choose target opponent. Whenever a creature you control deals combat damage to that player this turn, create a tapped Treasure token.

Ferocification

At the beginning of combat on your turn, choose one —
• Target creature you control gets +2/+0 until end of turn.
• Target creature you control gains menace and haste until end of turn.

Lavaspur Boots

Equipped creature gets +1/+0 and has haste and ward {1}. (Whenever it becomes the target of a spell or ability an opponent controls, counter it unless that player pays {1}.)
Equip {1}

Bandit's Haul

Whenever you commit a crime, put a loot counter on Bandit's Haul. This ability triggers only once each turn. (Targeting opponents, anything they control, and/or cards in their graveyards is a crime.)
{T}: Add one mana of any color.
{2}, {T}, Remove two loot counters from Bandit's Haul: Draw a card.

At Knifepoint

As long as it's your turn, outlaws you control have first strike. (Assassins, Mercenaries, Pirates, Rogues, and Warlocks are outlaws.)
Whenever you commit a crime, create a 1/1 red Mercenary creature token with "{T}: Target creature you control gets +1/+0 until end of turn. Activate only as a sorcery." This ability triggers only once each turn.

Insatiable Avarice

Spree (Choose one or more additional costs.)
+ {2} — Search your library for a card, then shuffle and put that card on top.
+ {B}{B} — Target player draws three cards and loses 3 life.

Fake Your Own Death

Until end of turn, target creature gets +2/+0 and gains "When this creature dies, return it to the battlefield tapped under its owner's control and you create a Treasure token." (It's an artifact with "{T}, Sacrifice this artifact: Add one mana of any color.")