Eh...I'd pass.
The way the ad is written throws some red flags for me. The only time someone does *** in a craigslist post is to make you excited about it and think it's special to make you want to buy it. Also, nobody starts with the bad...
What does this even mean??? "***Decided to spend $200 on an inspection to see if the Ford dealership story of the past owner was true. - It passed 100%. It was the highest level inspection Toyota had to offer. I will provide this official report to serious buyers " I cant stand the "i'll only show this special piece of paper to a serious buyer" type of seller...if it's pertinent to the safety and reliability of the truck, why not post it?
My personal thoughts- When someone tells you how much was spent on a truck they are selling, they know they're asking too much for it but they are trying to justify it and pay off the credit card they maxed out. Also, I don't see anything on there that really tells me this is better in an offroad situation. Sure, there a winch, big deal. He put on a cheap lift and some no name tires. Your IG will be cool with the sex appeal of lights, bumpers, roof racks and hashtags tho!
It will work for what you're wanting to do...but I think it's too expensive and honestly the whole situation seems weird to me and I have bought and sold many, many things on CL for the last 15 years.
Better idea- With the holiday weekend coming up you can get something discounted and for 0% APR, Put money into a good lift/wheel/tire combo, throw on some baja design lights and a roof rack if you desire to have the overlanding look and hit the road.