Okay thanks that's really helpful. Let me clarify a bit more.

My spending is likely going to be very low for the next few years as I'll be doing a lot of budget living/travel. I'm big on eating healthy so I'll likely spend around $400 a month on groceries. Other than that, I likely won't drive for a while, will live close to city centers and won't taxi a ton, will likely occasionally eat out and pay for drinks, and then have some misc expenses like sports leagues, internet and random stuff.

My current card set up is Freedom, Discover It, CSP, Sallie Mae and BCE. Considering Every Day Preferred (like you mentioned). Because of my low spending, it makes no sense to have both CSP and EDP.

There are three major considerations here:

1. Can I get a value >1.5 or so. If that's the case the extra ~2% on groceries will make it worth the annual fee and it will be a better misc spending card that Double Cash.

2. Is it worth the hassle. 30 transactions monthly may be something that I have to actively think about.

3. Can I use all the points? Even with low spending I'm likely to accumulate at least $500 worth of travel per year. That's easily doable by itself, but I'll only be using points when I can get good value out of them. So if only occasional flights are valuable, it might not be worth it.

Finally, I just spent a bunch of time on Nomadlist.com sorting through possible cities. These aren't set in stone, but I've refined my possibilities. In rough likelihood of visiting (after current trip ends).

Chaing Mai/Phucket/Bangkok, Thailand
Cordoba/Buenos Aires, Argentina
Medellin, Colombia
Bali, Indonesia
Greece
Prague, Czek Republic