jacktable - Something that costs you more than your sanity and still won

Something that costs you more than your sanity and still won’t stop being a pain in the neck.

That insurance policy is a jacktable. I paid for it and it still doesn’t cover anything.

My new house is a jacktable. I paid for it and now it’s leaking everywhere.

That subscription box is a jacktable. I paid for it and got a bunch of useless crap.