The '05 Outback suffered from the notorious head gasket leak. It also went through wheel bearings and brake calipers on a regular basis. We had the head gasket fixed at around 125,000 miles and we traded it at 148,000 on the Legacy.
Before I bought the '99 Outback I read a lot in the then-Yahoo Subaru group.
re head gaskets: Someone who adapted Subaru engines for light aircraft (where they have to be reliable), had advice that has worked for me: He said every head gasket case he knew of was caused by heavy throttle, causing localized uneven heating, before the engine was fully warm with everything at uniform temperature. Works for me. At 140k miles on the '99 the head gaskets are original, and that year was notorious for the head gasket problem appearing when Subaru went from 2.2L to 2.5L OHC a year or two previous.
Why this works for me is both home and ranch have a few miles of quiet residential or country-lane pavement before reaching an on-ramp or anything that needs heavy throttle.
Incidentally one thing from that Yahoo group that I've confirmed: Under 3k rpm the Outback is calm, unobtrusive, genteel. Use the shifter to keep RPM in the 4k~6k range and its a whole nother beast.
Wheel bearings? All original.
Brakes? At 10 k miles I want to the nearest Subaru/Ford dealer for the first tire rotation and a general checkup by a 'Subaru Professional'. Got robbed. The idiot there torqued the lug bolts so hard that he warped the rotors. At 20 k miles we couldn't stand the heavy vibration when braking so I had my usual neighborhood shop replace the rotors and I think, pads. Then the 'first' brake job at 135 k miles.
Overall, I really like Subarus, but something deep down inside me has a distrust for the durability of CVT transmissions.
Me too. Just a suspicion. But I can't see how slipping a belt against a pulley can be as troublefree as the torque converter in my 4EAT A/T. I bought the Subaru to replace a 4 cyl 5 speed Trooper that was killed by the neighbor's tree falling on it. And chose the A/T version Outback specifically for being able to nudge one tire at a time over significant obstacles without a low range. Doing this with a CVT just doesn't sound right. But I've read that after that first year when they upgraded an inadequate bearing, the CVT is fine.