Everything in this thread is of course hypothetical.
Let's say that I am a driver, but it's for my gf. I'm not a professional, and quite frankly, not a huge guy whose demeanor is really imposing at all. Somehow, I still manage to provide peace of mind to the lady - but I want to be able to be the best that I can be - again, hypothetically speaking of course.
Here's how I would do it with her:
I drop her off at the bar to meet and greet with the client. She leaves the business line in my car.
I wait a few doors down the street on a bench, because in NOLA it can be very hard to find street parking.
She texts after the first 10 minutes or so, just to let me know she's met up with the client, things seem normal, and if she's randomly found some money left lying around. If all is well, I go back to the car.
I wait in the car. She texts me midway through during a bathroom run to let me know all is well, and to give me the eta of when she'll be leaving. When the ETA comes around, I double check with a text to make sure everything is still good, and to confirm her leave time.
If ETA is confirmed, I leave the car and again wait down the street 5 minutes before the ETA. She lets me know when she is walking out, I keep an eye on the door, and wait for her to meet me after the client has gone his way.
I walk her back to my car, where she leaves her wallet (license, cash) and again business line. We drive out to the destination.
I park out front, she enters and in the bathroom, lets me know via text that again, all is well along with the exact time to begin countdown if the bar was skipped. The time frame here is determined by the type of place she's at - Hotels, 10 minutes from the time I see her enter, residences 5 minutes. If she doesn't text by then, I call to confirm all is well.
If at a residence, I drive up a couple of houses, or in an apartment complex I drive to the parking lot infront of the next building where I wait. While waiting, I keep my eyes peeled for anything suspicious (cops, others entering the house). If any of that happens, I call and tell her to get out. If all goes well, then at the exact minute the predetermined time has ended, I text to let her know. From there, she has 3 minutes to text back from the bathroom - if she doesn't, I call to check in. Via text, she gives me a block of time (usually 10 minutes), to tie up loose ends and say good night. If she is at a hotel, I walk to the entrance. At the end of the 10, I call.
If at any point I call her and she doesn't answer, I call her twice more. If she still doesn't answer, or if during the call or a text she says the "oh shit" word, I get in however I can figure out how to, and get her.
Still hypothetical, my getting in strategy is pretty dirty. I would not carry a firearm, just a baseball bat and a knife for the purposes of "getting in" and for protection. Now, this strategy really only works for personal residences: I bust the window, make a ton of noise, get in, and see how the situation needs to go from there. To be honest, I am mainly relying on busting the window to be enough to scare off anyone who is trying something funny - and if it goes further, relying on the element of surprise (make all that noise, run in, pray there's no gun, and use the guy as bat practice - only to disable). The knife is mostly there in case ropes are involved, or if in the scuffle the bat is lost I just get too close to get swung at and fight from there.
I do not really know yet how I would handle a situation at a hotel - if I knock on the door and there is no answer, I am trying to think of a good strategy - perhaps just tell the front desk a friend went back with a guy she met out tonight, asked me to pick her up, she is not answering and I am worried about her? For hotels that lock the doors past a certain hour so that only those with a key can get in, would it be reasonable to ask that anyone she would be spending time with there give her an extra card to give to me while I wait, I give it back to her when she gets to the car, then the card is returned to them outside the front while I linger in the car directly outside the front door? Would it be reasonable to ask this of any "friend" who is staying at a hotel period?
Beyond getting confirmation that the general gameplan for these situations is adequate or that it can't be improved upon, I'd also like to know if there are other things I would be able to improve on as a hypothetical driver. I would keep toiletries in the car - mouthwash, toothbrush, etc, I'd have a redbull waiting for her when she got out the bar, is there anything else like this that I could do to just make things easier and more comfortable?
Lastly, are there any other general qualities of drivers that are particularly important?