Day 1 member here with tons of problems, which is why the card is going away. I'm just trying to get all the autocharge stuff transferred to another card, and we had a LOT of it, some only semi-annual and we're still trying to figure it all out.
Anyhow, I've had at least four times that I've made alrge payments--$10-15,000 at a time, and they've taken ten or more days from the time it was taken from my checking account for it to clear. No one can give me a straight answer as to why. And some of them have been laughable. My favorite was "National Security."

It wasn't a CASH transaction, both accounts have been open for a long time, and all the money was easily traceable. It was them collecting interest on my money!
Also we had a problem with them putting security blocks on our card while we were driving to Florida with a truck full of household goods and a car trying to beat Hurricane Frances. We'd call, they'd remove the block, and then three hours later at the next gas station we'd run into the same issue. I finally LOST IT and got a supervisor on the phone, and we didn't ahve another problem--on that trip.
I've had lots of problems with Chase over the years, including one where they took my car payment out three times in one day and told me it could take several weeks to send me a check. Huh? You took it out, you put it back! The same month they neglected to take DH's car payment, when we called several times they said they were working on it and then tried to charge us a late fee, even after they told us not to send a check. I got a personal letter of apology from a very senior person at Chase and $50 in Shell gas cards for that one.
Those are just a couple of the headaches we've had, they are just a lousy bank to deal with. THe Disney Visa is the last thing I've got open with them, and like I said, not for much longer.
BTW--I actually took a car loan at a higher rate with another bank after that mess just to avoid doing business with them. That speaks volumes as to how disgusted I am with them.
Anne