Interesting and timely thread. I've had a 4Runner, a Tundra, 2 land cruisers, an outback and now a LX. Spent lots of time driving my parent's GX as well. Of all these, we owned the 4 runner the least amount of time. I think we kept it for less than 2 years. It was a rough ride and pretty much the same gas mileage as a land cruiser without the space. Also didn't like the top heavy feel. Wife is currently driving a LX and we are trying to sell her old land cruiser. Also trying to sell my 2015 Outback since I don't drive the miles I use to.
I went with an outback for my work car because I was coming out of another car and wanted something in between a SUV and a car. I use to drive 8-10 hours a day a few days a month with several 3-5 drive hour days sprinkled in. I wanted the comfort, power, handling, space, etc that came with the Outback and I went with the 3.5R Limited. It's been a great car but just doesn't fit our needs anymore. Now that most of my miles are in town I'm driving my truck more and the Outback just sits in the garage.
Just FYI:
https://www.autotrader.com/cars-for-sale/vehicledetails.xhtml?listingId=554335736&LNX=PSEMAILLEADWould I chose an Outback over a 4Runner? Totally depends on the situation. However, I probably wouldn't buy another 4Runner again. They are great vehicles and people obviously love them, just not right for us. The GX is certainly nicer but still pretty tight on space and I don't like the back door design. If you are patient you can probably find a used Land Cruiser or LX for close to the same price as a GX. I'm biased - we are Land Cruiser/LX fans. Had 2 land cruisers and one LX and they have all been excellent and much more capable and comfortable than the 4Runner.