At the beginning of your upkeep, Oloro's first ability triggers, causing you to gain 2 life.
Oloro's second ability triggers, causing you to pay 1 to draw a card and cause each opponent to lose 1 life.
Sheoldred triggers. Holding priority, activate Skirge Familiar by discarding a card, adding .
Resolve the Sheoldred trigger, causing you to gain 2 life.
Repeat from step 2.
This clever loop turns Oloro, Ageless Ascetic into an engine that feeds itself by leveraging passive lifegain and card draw. Once Oloro's upkeep trigger kicks off the chain, drawing a card cleanly triggers Sheoldred, the Apocalypse to net you 2 life—more than covering the initial cost to draw. To fuel that upkeep investment, Skirge Familiar steps in as a reliable outlet, letting you discard excess cards for black mana to keep the entire sequence rolling.