I know it is obvious, but when shopping for work clothes (if dress clothes), ensure you take your carry choice and holster. I retired from the Army in June and went from camos to dress clothes! I took my Shield and IWB with me when I was fitted (Mens Warehouse) for my suits, pants, and shirts. I was really surprised that I needed to go out two pants sizes to ensure I could fit the gun (I tried both AIWB and IWB) a good fit.

I've never tried ankle...I wear dress shoes - not boots...but I may try a J-frame one day. Must train to fight that method, again, I have zero experience in that method.

Good luck and welcome to the fold