Sounds like something that should be built using NWC with Alby.

I think this is what nostr:npub1l2vyh47mk2p0qlsku7hg0vn29faehy9hy34ygaclpn66ukqp3afqutajft is working on with Honeypot.

Never saw an example, I think the closest we can get is NWC with some sort of push notification?

So far only NWC can bring some of this functionality I think.. Maybe just a monthly/yearly DM asking to pay is also less of a requesting model to implement without having to deal with the wallet interoperability stuff that NWC brings, but there should be some cashu ways to implement this with time lock & lock to key stuff right ?

Schedule payments using any NWC wallet: https://zapplanner.albylabs.com