The made-to-measure suits come in both the 1818 line (good quality) and Golden Fleece line (great quality). The process works by having you try on an off-the-rack suit and then adjustments are notes from there. You can pick any fabric...
Sid Mashburn is generally considered the go-to men's shop in Atlanta. I believe its house-label suits run around $1,000.00 and are Caruso-made (or maybe it's the next step up ?).
I you want a career as an insurance agent, you should consider selling commercial lines. This will usually require joining a larger firm and you will have fewer sales, but they are more high-dollar.