I stopped flying when I stopped being a sales engineer back in 2005. I got to see the change before and after 9/11 pretty drastically. I never had that much of a problem in home airports of SFO and OAK at the time, because I flew so much, most of the screening and future TSA people knew me.
I do have some good stories though, at just how much of a joke the whole thing is.
I once accidentally managed to get a highly banned object disassembled onto a plane with my carryon luggage. I had used the same bag when transporting this object before flying and had forgotten to remove it. When I got to my hotel, and started unpacking, it was right there and I freaked out, wondering if the feds were going to arrest me suddenly. I ended up shipping it back to my house next-day fedex, where i'd be back there in time to sign for it.
Sometime after 2004, TSA got really split-brained. Around then, they started to try and pretend they were a law enforcement agency.
One time, I was flying to replace another sales engineer who suddenly had to leave for personal reasons. Everything I needed was already there, and it was just a day trip, so I had no luggage.
The TSA was REALLY scared about this.
"Why don't you have any luggage?"
"I'm just flying out to relieve a coworker who had to fly home due to personal reasons. I'm flying back tonight."
"Don't you need luggage?"
"No, everything I need is already there, and besides, I just ran here from the office so I didn't even have time to pack?"
"How do I know you're not some kind of terrorist?" (Seriously, he asked this.)
"Well, I don't see how I can be much of a probem, considering I am not carrying ANYTHING except a wallet, keys, and a cellphone, all of which you've scanned"
He had to confir with his supervisor, and they finally decided to let me go.
Another time, I got singled out for one of the rubber glove searches. I had various laser pointers with me because they were always part of my sales presentations; a green and a red one. The TSA guy pulled them out and asked me what I was doing with them.
"I use them in sales presentations"
"well, we got a directive on these that they can bring down airplanes"
"Wel, if I aim them at the pilot, possibly, but thats not realy possible back where I'll be sitting. Anyway, do you need to confiscate them or something?"
"Oh, no, they aren't on the banned list."
That whole conversation was totally "WTF" to me. I had an item that they were worried about (stupidly, but still) they weren't going to do anything about it.
I got a sales-less job back in 2005 and have only flown once since, and I do not miss it.