I am diamond at CET.
I got diamond from the Founders Card. I paid $590 for two years. You can get the $295 annual rate if you pay two years in advance. You will have to negotiate this, and then you get it for life.
I have done this for two friends.
Don't forget that there are additional savings you get as a Diamond beyond the resort fee abatement.
I just stayed at the Caesars Palace for 6 nights for $250 in the Palace Tower (3rd level of room of the 5)rooms. This was due solely to Diamond, and not due to play.
I also cut the line at Bacchanal Buffet. 5 mins. vs. 1 hour or so for regular line.
You also get a free 2 night stay at Atlantis every year.
You also get free parking.
You get $100 free meal each year.
Plus other stuff:
https://www.caesars.com/total-rewards/benefits-overview
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