Does Tryndamere's ability activate when he wins combat while Holding and equipped with Skyfall of Aerion?

Ruling: No, Tryndamere's ability does not activate when Holding because his ability triggers "when I attack" and you don't Hold after an attack (only when you attack).

Nuances:

• Even if Tryndamere is attacked and deals damage, this doesn't trigger his ability because it specifically requires him to attack
• The Hold keyword only applies when the unit attacks, not when it is attacked