I have had a look at this, as I am considering doing same. The pass you need is $259 plus tax. (as a guide to compare a 14 day park to park ticket is currently $152.99 plus tax, plus a processing fee). So I have to work out, if I am going to make more than $115 dollars in savings by using its perks (room discounts/food discounts/merchadise discounts, etc)
It looks like the annual pass discount you can get on buying reguar tickets for friends/family is 10% on single day, and 15% on multi day
BUT, this is on full price tickets purchased at the gate I presume? Not on the already discounted tickets I could get online anyway, so it doesn't look like you are gaining much with this perk
eg - a park to park ticket, lasting 14 days, and unlimited entry for 14 days is currently $152.99. If I purchased the same on gate (not sure how much that would be) and then applied a 15% annual pass discount to it - I guess it would be about the same, or maybe even more?
But its hard to find out what the gate prices actually are to know for sure.