Originally Posted by gudugan

The certificates have more value to me if I have more certificates of the same value so I can spend more nights at the same place. This is mostly because I spend all of my points on every devaluation. If you have tons of points that isn't a big deal.
Your only other third option is to try to stack 85k certs via the Ritz card but this takes a long time, see #3274 https://www.flyertalk.com/forum/35460221-post3274.html. Again if you aren't sure that the cert is worth $350 then don't do this.

Originally Posted by Boraxo

For sure, multiple certs are much more valuable, particularly at the 85k level. If you want to maximize value (who doesn't) you will typically use 85k at a high-priced resort or city (e.g. NYC) location. My typical stay here is at least 2-3 nights and I don't want to use 85k points for the extra nights (as I try to max point value by using for 5N awards). Case in point, next month I am using an 85k at a resort and will have to spend 43k for the 2nd night (rather than $600).

Ergo, as others have noted, there is logic to paying AFs for both Chase RC and Bonvoy Brilliant, even with the significant overlap in benefits (e.g. Priority Pass).And maybe even more so if P2 holds the 2nd card. At some point, though, I don't want to be spending $1k in AFs for 2 restricted free night certs that have hard expiration dates.