I sometimes work for a neighbor like that. Lots of red and green from the '50s, '60s and '70s. He'd rather have three old JD 3020s or 720s that sometimes run than a new JD5403 that's reliable.
Lots of heartache when there's a full day's work to be done: won't start, overheating, bad brakes, hydraulic failures, clutch issues, sloppy steering, the list goes on. At 9 AM on a sweet springtime morning, they're great fun once you get them running. As the day wears on and, because of "issues", ends after dark and too late for supper; then not so much. Dealing with what those old clunkers throw at you all day takes the charm out of them.
Fixed up to like-new condition, they wouldn't be as bad; but that's neither easy nor cheap. He totally redid an old Ollie and is still shaking his head over what it cost....and for all that went into it, the thing screams at you in half of its gears.
I'll take the new tractors any day. They don't turn a routine day's work into an endurance contest. People talk "bells & whistles" as though it's synonomous with "new". Tain't the case. There are simple basic tractors still being built that, other than seat switches & such, are only slightly more complex than comparable tractors of yore. What IS an issue is that on a modern farm a utility tractor is no longer a 50-70HP machine. Now it's twice that....because the farmer has to cover twice the ground with the same help to make ends meet.
Working for the neighbor has doubled my appreciation for what I have. For his sake, as well as my own, I keep hoping he'll break down and buy a few new tractors; he's extremely progressive in every other way.
Bob