The second match saw Eddie Kingston face Jimmy Jacobs, who was wearing Chikara trainee Kid Cyclone's cape and was accompanied to the ring by Flood stablemate Volgar and his "pet" Lithuanian Snow Troll. After hitting a Backfist to the Future once on Volgar and twice on Jacobs, Kingston pinned his rival to win the match. With the win, Kingston earned his third point and the right to challenge for the Chikara Grand Championship. Post-match, Kid Cyclone entered the ring and attacked Kingston with a wrench, saying that he could not forgive Kingston for feeding his training partners Create-a-Wrestler II and Equinox III to Deucalion, while also resenting Icarus and the rest of Chikara for not saving them. He then stated that he never wanted a mask or cape, before removing his mask and introducing himself as Kevin Condron. To end the segment, Condron freed the Lithuanian Snow Troll from his chains, handed him the wrench and walked backstage with him.
