TSA continues to improve experience of rich people

At least by what you write, you’re not an American. If so, you wouldn’t even be eligible.

That said, if your boss makes you fly that much then it seems to me perfectly rational to pay $17/year for an easier TSA screening (if you are/were even eligible) to save time at the airport. I paid for mine out of pocket because it was worth it to me. Others may choose to spend their money different. However, if you have a job that involves travel, I’m willing to bet that you can afford $17/year.

By the way, your assertion that it’s a “flat-tax” is absurd and incorrect. Taxes are not optional. This user-fee-based alternative pathway for screening is (optional).