Dobey had beaten Ron Meulenkamp and Dave Chisnall and managed to knock out another high-profile player in James Wade. 'Hollywood' came back from 3-6 down, before edging out Wade in a legdecider.
Lennon reaches his first televised quarter-final after defeating Gabriel Clemens. The Irishman played a decent game with 92 average and 31 percent on the doubles to beat the German 10-7.
Click here for more information about the Players Championship Finals.
Main Stage James Wade (89.00) 9-10 (87.34)
Chris Dobey 20:10 Gary Anderson v Joe Cullen
21:10 Michael van Gerwen v Stephen Burton
22:10 Peter Wright v Stephen Bunting
Stage Two Steve Lennon (92.35) 10-7 (90.44) Gabriel Clemens
20:00 Brendan Dolan v Daryl Gurney
21:00 Jonny Clayton v Ricky Evans
22:00 Krzysztof Ratajski v Danny Noppert
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