6. Sami Zayn
The former El Generico's history in CHIKARA is a very sporadic one, but everything he did within the promotion was instantly memorable. His first few stints were representing his home promotion as part of Team IWS, whether it be the Tag World Grand Prix, or King of Trios. He teamed with The Young Bucks to form Team PWG in 2009, and while they didn't make it past the first round of KOT, Zayn would go onto the finals of the
Rey de Voladores tournament . That match, where he faced CHIKARA's Jigsaw, DDT's Kota Ibushi and his own team-mate Nick Jackson is widely regarded as one of the greatest in the promotion's history. Zayn's would return to CHIKARA on occasion, and formed the team of ¡3.0le! with Shane Matthews and Scott Parker. Again, he saw little success in the King of Trios but would go on to win that year's Rey de Voladores against a former WWF superstar appearing later in this list. https://www.youtube.com/watch?v=5iDlh1dac-Y