Kammala wannan jumla: A shekara ta 2008, Cleese ya nuna goyon baya ga Barack Obama da
takarar shugaban kasa, yana ba da ayyukansa a matsayin marubucin jawabi. Ya kasance mai sukar dan takarar mataimakin shugaban kasa na Republican Sarah Palin, yana cewa "Michael Palin ba shine Palin mafi ban dariya ba". A wannan shekarar, ya rubuta waka mai ban dariya game da mai sharhi na Fox News Sean Hannity don "Countdown tare da Keith Olbermann".