Happy to see you come out of lurkerdom! You did such a nice job in completing the requested format for info to help us give you advice here. Looks like you are both sitting at 0/24 as far as Chase is concerned so that gives you so much room to get the cards you want.
Thank You! Yes, we are at 0/24 and ready to get started. We have some extra spend in the next month or two that will help.
Some thoughts for you - have DH max out his CSR's 5xURs at grocery stores/gas/home improvement by June 30 ($1500 spend limit for June). Then consider pc'ing it to a CF or CFU if the 3xUR travel category is not beneficial for him (although it sounds like he will be traveling more in the future so maybe the CSR is the best UR card for him). He is eligible for a new Sapphire SUB sometime this year or early 2021, depending on when he earned his bonus on the CSR in 2016/2017 - 48 months is the spacing you'll need for that, just keep that in mind. Then when that 48 mo clock has expired, he can get a CSP through your CSP support link for a combined 75K UR (60K him, 15K you, as long as the current SUBs don't change on the CSP). But he can't be holding a CSR when he does that, so you'll have to decide if the 3xUR travel/dining earning + 1.5X Chase travel portal multiplier are worth keeping over the lower earning structure and AF of the CSP.
I think his annual $300 travel credit usually posts on his December or January statement. We both use our Sapphires as our primary cards. If he is still travelling every week like he is now, I will probably product change his CSR for a no-fee one (CF or CFU) then apply for a new CSR for him. We will reassess in December before we do this since it seems as if Chase has been making a lot of changes lately. If I keep a CSP and he keeps a CSR, is there anyway we can support each other? Or, if he signs up for a CSP using a support from me for the extra UR's, can he PC that to a CSR and if he can, how long should we wait?
What I am planning on doing within the next several days is pc my CSP to a no-fee Chase card (CF or CFU) then apply for another CSP. I need to look into the differences between the two before I do that. I think it has been discussed here recently so I'll go back and look for it again. If we can't support each other, I will wait until I understand the Reddit site and use a support from Dischurners on there.
I just got DH a Hyatt card last week, if you search for my posts on this thread recently you'll see I've posted a few information sharing posts. I would recommend signing him up for a WoH account first. Then while logged in that same website you'll see the WoH card advertised, and currently the signup offer includes 10 elite nights instead of the normal 5 elite nights. When I checked with a DISer's support link last week, it only showed the normal 5 elite night with application, so if you are interested in a jump start toward elite status then that's something to keep in mind.
I did see your post about the Chase Hyatt and it was very informative. It helped me to decide that now was the time to get it. I guess I didn't remember all of the details so I need to find it and read through it again.
Until June 30, the Hyatt card is also earning 3 elite nights per $5000 spend and 3x on grocery spending up to $1500 spend.
Your stash of Marriott points
! If you're looking at boosting your UA miles you could transfer some at 3:1 with a 5000 mile bonus if you do it in chunks of 20K Marriott points (thus getting 25,000 UA miles using 60,000 Marriott points). That's a back pocket stash of hidden UA miles if you need it. Do either of you have United status? You can transfer Marriott points to UA with a 10% bonus if you have UA Silver (or above) status (names have to match on the Marriott and UA accounts, but you can transfer Marriott points to your spouse up to 100K points a year). And travel packages took a big hit in 2018, but you have so many Marriott points that might be worth taking a second look at.
DH currently has United Silver and will hopefully be able to bring it up before the end of this year since he is now flying every week instead of driving to the job location. I am fairly familiar with the Marriott program and am treating the points as kind of a travel savings account. It takes a lot longer to earn them than spend them! We are using some of his points this week and next for 5 night stays near his new job location but would like him to venture to Hyatt and Radisson properties now that he's at a location that has some.