FWIW, with TSMM, APs were able to enter a *contest* to get passes, but they weren't just given passes. And they were only for certain days. So that really only worked if you just happened to have a trip planned on a day that you happened to win, or if you have extremely deep pockets for airfare, a forgiving boss, and overnight babysitters if needed, OR if you are local. I didn't even enter b/c it would have been useless for us.
When upgrading from hopper to AP, the AP is backdated to the first day you used your hopper.
Last year we entered the parks on September 18 with our 5 day hoppers. We didn't actually upgrade until the 20th. We paid the difference between the AP and the value of the hoppers. That value was the same as the pre-purchase discounted price of the 5 day hoppers at the time. Our APs expire on September 18 of this year (we can enter the parks on that day if we are down there).
If you're staying off site, use the Magic Morning(s) you have on your tickets FIRST, b/c you'll lose that if you upgrade to AP before you use it. If you're staying ON site that doesn't matter because a continued but unadvertised benefit of staying on site is that you get MMs each day they are offered during your stay.
They had some great Fall and early Winter special AP rates last year. We will probably be hearing about them any time now when they are released. ("we" meaning the Dis, as soon as one of us AP holders gets an email or checks the site and sees them, LOL)
Deluxe AP gives 10% off most food and has some blocked out dates (You can find those dates on
disneyland.com, so that you don't mess up your trip by upgrading when there are blockout dates after that upgrade). Premium AP has NO blocked out days, gives 15% off most food and 10% off most merchandise, and includes parking. If you like the higher discounts and the parking, but otherwise the Deluxe works for you, one of your party could upgrade to Premium for those benefits while the rest of you stick with Deluxe.
And just a little bit more info. We upgraded b/c we had the 5 day family trip, but we knew that we would be there at least one more day inside the 366 days (leap year), and the cost of the 5 day hopper plus a one day would have been MORE than the deluxe. We actually didn't have anything else planned but that one day while visiting my brother at some point during the year. Now, while we have definitely saved on *tickets*, we have created 2 more family trips (one of which included my brother's place and a few nights at HoJo for DLR) and one solo trip for me. So we haven't saved money, just money on tickets.

(might not want to share more than the second sentence in this paragraph with your hubby, LOL)