We did 4 park days during the January Marathon weekend. With park tickets, the Photopass ($169) and a 15% discount for two pricey tickets on the Backstage Magic Tour, I was only like $200 away from upgrading to a platinum Annual Pass (This is before the recent price increases. I may pause now that the difference is $400+).
The Photopass was the tipping point for me. That would be $169 per trip and it includes photos from the RunDisney events (of which I am doing 3)
It’s a Catch-22 in a good way. Getting the Annual Pass means I am visiting Disney more than I expected (Disney is making money off me) and I get an enhanced experience with each visit (free photos, discounted gifts, discounted meals, discounted tours).
An ironic side effect of an Annual Pass is not feeling pressured to be in the parks. If I bought a ticket with cash, I’d feel obliged to be in there open-to-close. With the Annual Pass, half my days are planned with downtime at the resort since the parks are the ‘freebies’ now.