Ankle holster or opposite side AIWB would defeat the purpose of it. It really made sense to me when DB and BBI wrote about a pocket J-Frame balancing out the major weakness of AIWD, namely that it’s impossible to surreptitiously draw your handgun. It really clicked for me in the context of off duty counter-robbery. Off-side IWB might work but it’s not as a non threatening motion as reaching into a pocket after being told to produce your valuables.
On duty, I ankle carry my POW G26 as a BUG because so much of the job takes place in a vehicle, where ankle carry does well and pocket carry is generally awful. I’m not authorized any kind of revolvers on duty anyway, although I’d be carrying a POW J-Frame as a BUG if they’d let me. I hadn’t thought of actually removing the holstered gun from the pocket and wedging it in between the seats. I beat “the car is not a holster” into my head, but that’s more set in stone if you’re only carrying one gun. If I get into a car crash and the pocket gun goes flying, I would still have the AIWB primary so that would negate the big problem with stuffing a gun between the seats.
The ankle med kit is something I’ve been meaning to try out, if only just to balance out the gun on the other ankle. I agree that two wallets screams COP but fixing that isn’t a huge priority. The only things kept in my cred case are my badge/creds, some business cards, government travel card, FLEOA card, and personal liability insurance card. The only way I’d be pulling my cred case out of my pocket off-duty is if I needed to ID myself as LE to responding officers during an incident. If I’m just paying for things or providing my documents if I get pulled over, no one would see my cred case come out. I have been wanting to try out a money clip instead of a wallet though.