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Xbox Gold Live: 12 Month Membership US (Digital Code) $50 at Newegg
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I already know the re-upgrade works after your Ultimate expires, what's YMMV is whether you get the $1 offer again or not. It's certainly not the end of the world if you don't, IMO the best way to do it is 36 months of Gold then the $1/3mo Ultimate offer which nets you 38 months at the end of the day, it's the only way I've seen that pushes past the 36 month limit.
I think if you don't get the 1 dollar option you won't get any part of the 1 to 1 conversion.
Remember it will convert any XBL you have to GPU regardless of the deal, but it will be at a severely reduced rate, not 1 to 1 like I did. During my GPU membership I extended it with two 3 months bing cards and at that point i was gifted 2 free months from the recurring billing glitch.
If you previously had GPU, it is unlikely you will get the offer for $1, however you can still pay the full $14.99 to upgrade or get a discounted GPU code where ever. As far as how long you have to wait, just wait until you can no longer play your downloaded gamepass games (Xbox will ask if you own the game or to insert the disk yadda yadda), then you are good to go to load up on live and convert again (just won't be $1, it will be as above...)
Their website can be iffy with deals like this. Usually you should try to click through for the offer and then it will ask you to sign into your account. After that, go back to the previous page and it will update with whatever offer they will actually give you. Happens all the time when I try to redeem the free Games with Gold every month.
Doesn't it convert it to 4 months
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I'm always thinking if I have a code sitting around it's gonna somehow get used.
I said unlikely
You are not stuck with live for a year. Cough up the 15 bucks or find a month code for cheaper...
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Game pass == a rental scheme of tittles that MS may pull any time. This has me buying C i like Some have been obvious promos. Some are partial games. Some are great games but most are old or low quality. I got 3 yr convert form gold seal so I'm not crying about it, but if I bought This I'd want it to be gold. Converting it to 3 month game pass is a rip off