During an opponent's turn, activate Heart of Kiran by tapping Wylie Duke.
Wylie Duke triggers, causing you to draw a card and gain 1 life.
The Watcher's first ability triggers, creating a 1/1 Tentacle creature token.
Resolve the Heart of Kiran ability, causing it to become a creature until end of turn.
Activate Woe Strider by sacrificing the Tentacle.
When the Tentacle dies, The Watcher's second ability triggers, untapping Wylie Duke and putting a stun counter on up to one permanent.
Resolve the Woe Strider ability
Repeat.
By leveraging Rukarumel, Biologist to designate Krakens as the chosen creature type, The Watcher in the Water treats your Tentacles as Krakens capable of untapping themselves when they perish. This creates a brilliant self-sustaining loop on your opponent's turn: tapping Wylie Duke to crew Heart of Kiran forces you to draw a card, which instantly spawns a Tentacle token via The Watcher in the Water. Sacrificing that Tentacle to Woe Strider triggers The Watcher's second ability to untap Wylie Duke, allowing you to repeat the process endlessly for infinite card draw, lifegain, and sacrifice triggers.