Yeah, if coming from overseas for a long trip, I can see you having more gear than we do domestically. We do COO, but I do remember thinking the storage would be a little tight for people who pack more.
One thing to consider, Owners Lockers? We have four and love them, so our big week-long stays we get all our essentials delivered to us and unpack and truly feel like we're at home away from home.
Also, I reread your original post, and you travel to WDW multiple times a year, sometimes +/-7 months. I think an AK/SS/OKWe or even BLT/CC resale may be good to supplement Poly points rather than paying cash. You can get a SS resale for cheap and it would pay for itself within a couple years at the rates you seem to go.
If you were to do the 301 fixed week direct, you're in as a direct owner for discounted APs and whatever perks they toss in over the years. You'd get the double points the first year, so that's 602, and that would certainly float you extra points for the extended family and/or other resorts at 7 months. As well, Poly points rent very high, so whether direct or resale, you can definitely rent and take the cash to subsidize other vacations, or do the 301 direct and another 300ish resale Poly so you have one massive block of points at 11 months to work with. You could certainly just start with the 301 direct and play around with it.
Just letting you know, direct is dangerously easy, LOL. We have all direct because we bought (and love) Riviera, and then we topped off with 100 direct Poly because, well, FOMO and impatience, honestly. Those points are loaded in your dashboard within 24 hours. It's crazy easy! Then you can call and book your Welcome Home. Next thing you know you're obsessively watching
YouTube videos of construction progress of Lakeshore Lodge and pricing more resale contracts.
I really like PIT, but the point charts are brutal. I'd love to do a 2B standard/cheap view sometime, but woof. We'd need to buy more points!