As much as I hate to say this, Harbor Freight. He can get some cheap tools to get by with and their Icon line is just as good as Snap On. Quality, fit and finish is great! Lifetime warranty, too. The prices are low compared to the tool trucks.
Specialty tools can be found on Amazon and eBay for a savings compared to the tool trucks.
Have him check Facebook Marketplace, Offer Up, Craigslist, and Pawn Shops for good used tools like Blackhawk, Proto, Snap On, Matco, Mac, and Cornwell. They all have lifetime warranties.
Craftsman Professional series works well, but warranty issues may be a problem with Sears not being around. I guess Ace Hardware warranties them, but their selection is limited.
If he does his homework, he won't have to be a slave to the tool trucks. Years ago that's all that was there.
Oh, and have him buy a used tool box. A new shiny tool box is attractive, but the prices are ridiculous!
