Re: Call me cheap... but...
I can go...ahem...both ways on this. I love getting old stuff to run and enjoy what, for the most part, is the better (or at least heftier) materials that went into older machinery.
I can also go "near new" and enjoy as someone said letting the other guy take a big depreciation hit. The Scout had only 24 hours on it when we paid about 30% off list price from a guy who bought just as his kids were hitting an age where they would rather hang with their friends all weekend than boat with their parents. It just sat and sat under cover of its nice protected boat lift til I happened along two summers later.
I can also be tempted by brand, spanking, sparkly new too but can rarely justify the expenditure on fresh-off-the-line big ticket items. The one and only vehicle I bought brand new I regretted as I watched all that interest fly out of my wallet every year. I swore I'd never do that again.
Course, that was ten years ago now and the pain has almost faded. Hmm...probably some deals on a new Toyota truck to be had about town these days...
