If I pull the trigger on the 250-300 RIV points for my direct benefits, I will use MB to get to 161-164/pt, and then still get my 2024 points in Sept for "double points" and use/rent them for an even cheaper buy in. I do have the Chase Sapphire Reserve, and I was planning on using it to the fullest to get 3% back that turns into 4.5% (50%) extra when used for travel, or transferring those points to a partner if something catches my eye. And it does look like I have the my chase plan promo available on it until the end of June! When I select a purchase large enough it says this would be the monthly cost, including a $0 monthly fee and no interest!
I may open another card that has a good sign up bonus (amex platinum?) and put just enough on that card to get the bonus, pay that off, then put the rest into sapphire reserve+my chase plan so I can pay that off slower instead of withdrawing more money/selling more of my stocks immediately for the cash.
I still plan on waiting until the end of the current promo since that is before the my chase plan offer expires. Then I can see if RIV happens to be lower during the next set of incentives (I doubt it, I think they are trying to give a good incentive before starting on Poly and this may be the lowest price we see for a direct purchase of a long-expiration, high quality resort ever again), or in case the Poly tower has amazing incentives (I highly doubt it, they know it will sell well initially).
I figure it would be better to have RIV locked in as my resort for direct benefits instead of the poly tower because:
- It has such a long expiration until 2070, which will make my direct benefit outlast all the resale contracts I have
- I can't use any of my current resale points there
- It will give me an Epcot/Crescent lake area resort even after my BWV expires, no matter what they do with the 2042 resorts
- I could use all of my points, both resale and direct to book the Poly going forward, and it will have more rooms available now. (Even though I think the Island Tower rooms will be tight for a while, the unsold declared rooms will make the resort have more rooms available than points with home resort booking priority until they sell out. But it will probably just increase longhouse availability)
- The resale restrictions shouldn't really matter for me because it would be the last resort that I would sell in case of an emergency (my other resale contracts would be sold off first, and we have set ourselves up pretty well for now

That's my plan for maximizing when purchasing soon. What do you think?