I'd go to a one-stop shop like Weaver and load up your cart and print that off for your bill of materials. Weaver has good tools, not top tier in all cases but good, reliable stuff. By the time you wear that out it'll be time for replacing it with the top tier items onesy-twosy as needed.
I'd do one cart with tools and one for supplies.
If I found myself in your position, this is what I'd do.