Bisping og Henderson mødtes efter på [[UFC 100]] den 9. juli 2009 på [[Mandalay Bay]].<ref>Ben Blackmore (20 February 2009) [https://web.archive.org/web/20090223140349/http://www.setanta.com/uk/Articles/other-sports/2009/02/20/UFC-Dana-White-confirms-many-fights/gnid-41192/ GSP, Alves and Bisping all confirmed for UFC 100]. setanta.com</ref> Bisping blev hårdt knockoutet af Henderson i 2. omgang. Dette var Bispings første knockoutnederlag i karrieren.<ref>{{Cite news|url=https://www.bloodyelbow.com/2009/7/11/945539/ufc-100-results-dan-henderson|title=UFC 100 Results: Dan Henderson Crushes Michael Bisping|work=Bloody Elbow|access-date=2018-05-17}}</ref> Bisping kunne ikke huske kampen efter det ikoniske knockout og troede i stedet at kampen ville finde sted 2 måneder senere.<ref name=autogeneret3>{{Cite news|url=https://www.mmamania.com/2014/2/6/5387682/michael-bisping-doesnt-remember-dan-henderson-knockout-ufc-100|title=What's Going On? Bisping Doesn't Remember Hendo KO|work=MMAmania.com|access-date=2018-05-17}}</ref>
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