Maybe the flow is Nostr app (or key holding app to:

sign with selected identity,

the app uses open timestamps to lock that signature into a specific place in time,

the signed file along with the timestamp proof back to the group you’re signing with

Optional: they repeat the process to add their signature

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What would be very cool is if you could leave an encrypted signature on anything anywhere without it having to be part of a group request. Like if I could sign a pdf, save it to my computer, email it to someone and the signature stayed intact and verifiable. Anyone with a question about it could look at the NPUB and verify it was me. Maybe even offer the option to require that they have a key I provide to check/verify my signature?

I like it. Though, the key from you that it would be requiring they have is just your npub. They need three things to verify your signature: your npub, the signature document, and the document the signature is about.