Chancellor of the Annex

four generic mana one white mana Creature — Phyrexian AngelPower and toughness5/6

You may reveal this card from your opening hand. If you do, when each opponent casts their first spell of the game, counter that spell unless that player pays one generic mana .

Flying

Whenever an opponent casts a spell, counter it unless that player pays one generic mana .

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Chancellor of the Annex rulings

2021-03-19
A player’s “opening hand” is the hand of cards the player has after all players have taken mulligans. If players have any cards in hand that allow actions to be taken with them from a player’s opening hand, the starting player takes all such actions first in any order, followed by each other player in turn order. Then the first turn begins.
2011-06-01
If you reveal more than one Chancellor of the Annex from your opening hand, each will trigger when an opponent casts their first spell of the game. That player will have to pay that many times or the spell will be countered.
2011-06-01
In a multiplayer game, if you reveal Chancellor of the Annex from your opening hand, it will trigger each time an opponent casts their first spell of the game.

Chancellor of the Annex keyword rules

Flying Rule 702.9

Flying is an evasion ability.

A creature with flying can’t be blocked except by creatures with flying and/or reach. A creature with flying can block a creature with or without flying. (See rule , “Declare Blockers Step,” and rule , “Reach.”)

Multiple instances of flying on the same creature are redundant.