Art by Nigel Kitching
Rupert is the spiteful, vengeful, calculating accountant of Max D. Cap and a minor villain in Decap Attack. In a "good cop, bad cop" relationship with his employer, Rupert is firmly on the "bad cop" side of things when it comes to dealing with foes who won't comply with demands.
When the demon from Hell rose up to Transylvania to force Professor Frank N. Stein into making him an army of the undead, it was Rupert who is suggested to have written Max's introduction speech and expressed slight exasperation when Max commented on Frank's lawnmower (that he is accused to have borrowed and not given back). As Max's financial advisor, he later worried about how much over budget this operation was going, particularly with high graverobber fees. Rupert then accompanied Max in a search for Chuck D. Head and was over the moon when they found him, informing Max that it was time for the classic struggle between good and evil. Despite Max not wanting a fight, Rupert highlighted that pacifism would lead to fallen shares in Max D. Cap plc, so the fight began. Rupert eagerly watched the brawl, rampantly urging Max to attack a fallen Chuck. During the scrap, Rupert even forced Max to recite a speech the accountant had wrote, but despaired when he called himself 'invisible' rather than 'invincible'. Later, Rupert rallied the troops to abandon Castle Frank N. Stein, calling it an emergency (since the Blockbusters contestant had just been created). A final word of warning from Max was called 'lovely' by Rupert, finally admiring his boss's evilness.
Rupert was later discovered by Max's side on the death train to Hell, producing a list of dead people that included the four main heroes (although their names had been added to the list by ballpoint pen, possibly by him). Max was happy to let them all go, but Rupert once again brought up Max's reputation and pledged to ensure they were dead by producing a gun and firing. Again, Rupert's bloodthirsty side shone through and the accountant repeatedly urged Max on to "roast [Chuck] alive". At the final carriage of the train, Rupert insisted that Chuck would be in "serious trouble" if he pulled the emergency brake lever, despite the direness of Chuck's situation anyway. Once at Hell itself, Rupert warned Chuck that the fuss over being alive was just making things worse for himself. Rupert's persuasive side came through once more when he convinced the Thin Controller to keep the "three" alive people (not counting Head as a separate being) in Hell despite not being dead. After the woman in charge decided instead to keep Frank to herself and let the others free, Rupert angrily informed Chuck and Igor to save up for a wedding present.