THe story about Clueless and the cart reminds me so much of MY former CW, who I dubbed Useless. While he didn't go as far as assuming that any of us would help him outside of work, he was a master as trying to get others to DO his work for him.
He was tasked with putting together a brief summary of all activity relevant to the company, from a larger "pool" of info, monthly, to be sent to the board. So anyone else would ahve looked through the weekly doc we produce, pulled out the important stuff, and if not sure, asked one of us to give it a once over. I can totally see that, but not Useless. Oh no, he'd wander over and ask any of us could we "put something together for him" i.e. do his task for him. We all told him no, and he'd accept it, so I think he knew exactly waht he was doing. Thankfully, although it took years,and I'm not joking, he was finally let go.