I have the activated 5% on "travel/entertainment", max of $80/month.
On 6/28/25 I charged $699 for Vacationclix (one of my timeshare stays uses it).
On 7/2/25, the 5% ($34.95) showed up, backdated to 6/25/25 (my statement closing date).
I should've bought the $100 travel insurance at the same time to trigger the $30 for $750 as well, but I had a brain fart.
I'll tack on another $200 from homedepot.com GC to trigger the "online" statement credit (I'm assuming insuremytrip.com policy I bought will count as online--guess we'll find out)
Ha! - just got an email from SYW with my "running total" for online. It did count the insuremytrip.com purchase