To follow up on the Honda statements..... yes the bikes of "yester-year" (Late 1990's thru mid 2000) were some of the most reliable bikes ever produced
- IMHO. BUT
, to get an "automatic" transmission in a Honda, you now have a hydro matic type transmission just like our daily drivers!! On that note..... I'd much rather replace a $75-100 Belt (or even have a little clutch work done), then have a $2500-3000 automatic transmission bill!!! This is the way the dealer I went to summed it up for me when I was looking to buy new. I was looking at a brand new Honda 650 & Polaris 800 side by side on the showroom floor. (Note: That Dealer only sold Honda & Polaris) I asked about reliability.... and he said he see's both of them come back for work. It's all in the maintenance/up keep!! But if you go Honda..... and want 110% reliability. Go with a 2000'ish Rancher 350 ES 4X4, true work horse...
but don't expect a smooth ride or a performance machine.
If using it for lite "plowing, dragging and trailer pulling" as the OP's requested in original post..... If your looking for a Polaris, I'd say you couldn't go wrong "Used 500"!! As 6hp is a lot when we are talking 35-36hp for the 500 to start out with. And in our area Ridinagain is dead on..... should be able to find a "Good and Clean" 2005+ model machine for $3000-4500 easy. Don't settle on the first one as, but rather look for a lightly used one with lower hours & miles and you'll be very happy!!!
Good Luck in your search!