I got a buddy like that, but he goes one step further, he's only got one bearing buddy, he switches it onto the wheel he intends to grease, pumps it full till grease runs down the back of the wheel, then swaps the dust cap back on. He's never actually serviced the bearings and he don't re grease again till he hears noise. The worst part is that he's towing a 6500 lb boat. He also brags about how his trailer has brakes and mine don't. He's got surge brakes which have been missing the fill cap for at least three years. The brake reservoir is full of rusty water. Those brakes haven't worked in ages yet he refuses to hear other wise. I don't ride in his boat or truck, nor will I follow him down the road.
Somehow he's never had a major failure. He ran around for the longest time with three different size tires, one was a 14" which had all of it's lugs rusted on, and two were 13" but two different sized car tires and one 12" wheel from a bass boat since that was his spare and the other 14" finally blew out last year. That rim is held on with nuts and bolts since all of the lugs snapped off when he changed it.
I've even tried to help straighten it out some but he won't touch it, what's not broke, don't need fixing in his eyes. His feeling is that they put 4 wheels on that trailer in case one breaks or goes flat, you still have 3 others to get home on. The one 14" rim and tire are so rusty that we are taking bets as to when it will fly off or collapse. He's already had to put a tube in it since the rim won't hold air. He fought the tire on and off on the trailer with a huge c clamp and some wood as a bead breaker. If I had to go though that much work to save a rusty wheel, I'd have just as well tossed it and replaced the whole thing. He's got another wheel to use, he just doesn't feel that this one is fully 'used up enough' yet. If you ask him about taking care of his truck and trailer, he'll tell you that he does all his own maintenance and that he's just re-greased the bearings. If something breaks, and falls off, he will no doubt find a used part to put back on, regardless of whether or not it matches or fits properly, but if you ask him, that parts is 'NEW'. The only thing new about it is that its new to that wreck of a trailer. In most cases, it hasn't been 'New' in at least a decade. Duct tape is also a favorite repair on both the boat and his truck.
