Deadeye Brawler

two generic mana one blue mana one black mana Creature — Human PiratePower and toughness2/4

Deathtouch

Ascend (If you control ten or more permanents, you get the city's blessing for the rest of the game.)

Whenever this creature deals combat damage to a player, if you have the city's blessing, draw a card.

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Deadeye Brawler rulings

2018-01-19
Once you have the city’s blessing, you have it for the rest of the game, even if you lose control of some or all of your permanents. The city’s blessing isn’t a permanent itself and can’t be removed by any effect.
2018-01-19
A permanent is any object on the battlefield, including tokens and lands. Spells and emblems aren’t permanents.
2018-01-19
If you cast a spell with ascend, you don’t get the city’s blessing until it resolves. Players may respond to that spell by trying to change whether you get the city’s blessing.
2018-01-19
If you control ten permanents but don’t control a permanent or resolving spell with ascend, you don’t get the city’s blessing. For example, if you control ten permanents, lose control of one, then cast Golden Demise, you won’t have the city’s blessing and the spell will affect creatures you control.
2018-01-19
If your tenth permanent enters the battlefield and then a permanent leaves the battlefield immediately afterwards (most likely due to the “Legend Rule” or due to being a creature with 0 toughness), you get the city’s blessing before it leaves the battlefield.
2018-01-19
Ascend on a permanent isn’t a triggered ability and doesn’t use the stack. Players can respond to a spell that will give you your tenth permanent, but they can’t respond to getting the city’s blessing once you control that tenth permanent. This means that if your tenth permanent is a land you play, players can’t respond before you get the city’s blessing.
2018-01-19
Some cards have triggered abilities with an intervening “if” clause that checks whether you have the city’s blessing. These are worded “[Trigger condition], if you have the city’s blessing, [effect].” You must already have the city’s blessing in order for these abilities to trigger; otherwise they do nothing. In other words, there’s no way to have the ability trigger if you don’t have the city’s blessing, even if you intend to get it in response to the triggered ability.

Deadeye Brawler keyword rules

Ascend Rule 702.131

Ascend on an instant or sorcery spell represents a spell ability. It means “If you control ten or more permanents and you don’t have the city’s blessing, you get the city’s blessing for the rest of the game.”

Ascend on a permanent represents a static ability. It means “Any time you control ten or more permanents and you don’t have the city’s blessing, you get the city’s blessing for the rest of the game.”

The city’s blessing is a designation that has no rules meaning other than to act as a marker that other rules and effects can identify. Any number of players may have the city’s blessing at the same time.

After a player gets the city’s blessing, continuous effects are reapplied before the game checks to see if the game state or preceding events have matched any trigger conditions.

Deathtouch Rule 702.2

Deathtouch is a static ability.

A creature with toughness greater than 0 that’s been dealt damage by a source with deathtouch since the last time state-based actions were checked is destroyed as a state-based action. See rule 704.

Any nonzero amount of combat damage assigned to a creature by a source with deathtouch is considered to be lethal damage for the purposes of determining if a proposed combat damage assignment is valid, regardless of that creature’s toughness. See rules –d.

The deathtouch rules function no matter what zone an object with deathtouch deals damage from.

If an object changes zones before an effect causes it to deal damage, its last known information is used to determine whether it had deathtouch.

Multiple instances of deathtouch on the same object are redundant.