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Did you have a preference between the Outback and the CR-V? I'll let you know what I get and you can send me the info on the mechanics.
I really like the 69s. We actually already have one, and I say "we" loosely because to be technical it's the BFs, but ya know, what's his is mine, ammirite?
We swapped on a pair of the X frame grips and it's much more pleasant to shoot, or rather somewhat less violent to shoot I suppose. I don't know how folks carry 454s and 460s up here. 240gr 44s are just about the heaviest handgun cartridge I would really ever want to shoot more than once. The FIL has a Redhawk Alaskan in 44 that I'd like to shoot side-by-side with the 69. I do love my 686. She was one of the very first guns that I ever purchased. Before I got my first gun, I always told everyone "I want a 357" and everyone always said "Oh, that's too much gun for a girl." So naturally, being the stubborn lass that I am, I bought one post haste. I can hit a paper plate at 50 yds with my 686.
That being said, I'm always looking for an excuse to add another horse to the stable.
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They were older, 4 and 3 generations old. Love Subes, but they have nothing tall. The Forester (current gen) is finally almost the right size, but not tall enough. I had engine issues with the 2.5l; they keep saying they've fixed the issues and something keeps rearing its head about 60,000 miles into their lives. Seals, valves, whatever. I gave up. Mileage was never great, but you can't beat the AWD without going to something with lockers. Friend has a last gen Outback and they love it. It is much bigger than mine was, but no taller off the ground. And the Outback has long overhangs so poor angles; while the AWD is reasonably capable the vehicle is designed more for traction than offroading.
First gen CR-V was awesome for a cute-ute. Lots of room, did everything it was supposed to very well. Went places we probably shouldn't have taken it. It is a Civic, so other than some light offroading don't do what you wouldn't do with a Civic. Don't tow with one. "AWD" is FWD with itty-bitty driveshaft to the rear wheels 'on-demand'. Newer ones get great reviews, but I have no personal experience. If they made a 110-120% size with up-to-date safety I would be all over it. But now they are rounded and swoopy looking, not square and roomy and functional.
I wanted newer bigger safer, and almost bit on a current-gen used Forester. I was trying to like it but no matter how it measures it just doesn't sit like a ute; it sits like a wagon with an extra inch of ground clearance. You sit down into it, while you get (slightly) up into a CR-V. Then I found the WK on CL. I should have considered the mileage, but I like it otherwise.
Also check
Alaskaslist. It might help if we knew what price range or years you were interested in. There are advantages to new or certified used. It costs mo' money, but warranties can be good. OTOH it is nice to have no monthly payment. $1,000 is different than $25,000. Etc.......
Keep the 686. Get some 180-200 solids from DoubleTap or Corbon.