When I purchased my T4R, my tires were already in pretty bad shape, so I knew that was something that I would have to do relatively soon. My plan was to get some bigger tires, but after a lot of research I found that 35s or 285s might need a little more modifications than I was willing to do.
A little searching on craigslist scored me a set of skinnys from a local 2016 Rubicon. I figure in the end I will probably have about $200 into my set of 5 tires. Yesterday I picked up these babies for $500.
Based on the market here in San Antonio, I think I should be able to sell the Rubi rims for at least $300. Not bad $40/tire with only 500 miles on them.
At some later date I would still like to go bigger and probably get some aftermarket wheels, but that's not in the budget right now.
UPDATE: bought the tires for $500, sold the rims for $400, and paid $20 to mount the tires. New set of 5 tires for $120 ($20 each). NICE!!!