This is still in exploratory phase, but I figured it would be better to post it here than let it get lost in Discord logs.

Current idea is:

• Move Ammu-Nation shooting range challenge to be the last thing you do before TbD waiting time
• Before Ammu-Nation shooting challenge, make a save icon replay
• After you're done with shooting challenge, dont walk out the door, instead warp, save the game and do the TbD wait thing. (at this point you can enter any interior again to cancel interior world, i.e ammu-nation).
• After the wait, you have to navigate to TbD in the interior world. You can use pickups, peds, map and cars to help you out. This is not as hard as it sounds, you'll get the hang of it.
• Do 12/13x TbD and pass Vigilante. Do the usual 50x Taxi, deliver the fares in interior world and after that enter the ammu-nation shooting range to cancel the interior world.
• continue as normal.

Some small sample size tests I conducted: current {crash, ok, crash, ok, ok, ok, crash, ok, crash, ok} = 60% look behind on the drive {ok, ok, crash, ok, ok, crash, ok, ok, crash, ok} = 70% interior {ok, ok, ok, ok, ok, ok, ok, crash, ok, ok} = 90%

RoK said he also did some testing and got 4/5 - pretty much the same as I did, but on a smaller scale.