Another OMNY data point:
Tried going to the disaster known as tonights subway series game(Yankees announced it was postponed at 6:35pm for a 7:05pm first pitch). This time, I ended up using my Marriott Bonvoy AMEX physical plastic card($95 annual fee). Not as easy as express transit, but it worked as well as you'd expect(and better than my metal CSR card on Saturday). OMNY put an authorization for $2.70 on my card(*NOT* $2.75), and the activity is not showing on omny.info(even though I had the card info already in)
Order of easy to difficult for using OMNY: Apple Watch(Express Transit enabled, Chase CSR)->AMEX Marriott Bonvoy(Plastic) -> Chase CSR(Metal).
From now on I'm going to stick with the Watch(or maybe the iPhone itself).