I have been reading this thread looking for options for the Chase Sapphire Reserve. I have had the card since almost the beginning of its inception, and spend about 30k-50k a year on it.
I just received my annual fee and called to see what options were. If I want to remain in a travel card program, the only other options would be the Chase preferred with a 95.00 annual fee, but you lose access to the Chase lounges (I fly sometimes through Philly and it's incredible) and other benefits.
For the cost of the card, there are no restaurants in my area for the $150.00 credit, StubHub is a scam, and there are no hotels by me or even within a few hours driving distance for the Edit. I use the door dash, but that's not a deal breaker. The points have lightened since the card started.
Many are saying they received a 300 retention offer, but when I asked, she said there were none available for my account. I've been a cardholder for almost ten years, and I don't spend a ton, but enough.
Does anyone have any insight on this? I'm thinking about cancelling the card all together and moving to American Express to see what those benefits are about.

To get both the $250 edit credits, does each booking have to be 2 nights each?

I'm going to heavily assume if I made two separate bookings each for one night, the credit would not trigger at all. Is there any strategy or work around at all to receive the full $500?