I don't worry about getting cpp. I'll track it to sew how I did but my concern is getting to where I want to go with the fewest connections, a way that makes sense for where I'm going for the best mileage/point rate I can get. Same for hotels. Location and how much time I'll spend in the room and any benefits I'll get from status are factors there.
My goal is always not to have to pay cash foe stuff I can do on points so I have the cash for the stuff I can't easily do with points. I can't get enough points where cashing them out to cover stuff makes sense.
For next year I didn't want to wait to see if the reward price for AF ever went down for the nonstop CDG-SEA so I decided to fly KLM to ORD via AMS. Then I'll fly DL home since they are in the same terminal which just makes it easier. It also kept my redemption at 50k. Flight home is cheaper, I'll grab it next month on my Aspire to use the credit.
Flying to LHR I am doing the VS non stop with the crazy taxes but it was only 67.5 miles and I had 90k stranded from Japan getting cancelled twice.
If you cancel the 1st flight will you have use for those miles before they expire (if they do I'm not sure) and which is easier to get more of UR or AA miles. For me it's more about what I have, what I can easily replenish or what I can get to make a trip work, like when I needed AA miles to fly JAL because it would be easier to book (at that time) then ANA via VS.
International flights cpp should be done by dividing the round trip fare in half and using that since one way flights are often more $, it skews things, unless you'd buy them in cash as one way flights. If I'd bought mine I wouldn't be flying 2 dif airlines or biz for that matter. Prob wouldn't be going at all if I had to pay cash for the whole thing.