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It would be nice if Pageant could support a mode in which it examines a public key file at startup and immediately starts advertising the key to clients, but doesn't actually decrypt the key (hence, does not prompt for a passphrase either) until the first time it's called on to actually generate a signature. Then it would decrypt the key and load it properly.
On Windows, this almost certainly depends on
pageant-named-pipe.
Also, depending on whether it turns out to be feasible to separate the
GUI and agent-request message queues (see discussion in the linked
issue), we might have no option but to present not-yet-decrypted keys
only to clients using named-pipe IPC, and pretend to old-style
WM_COPYDATA clients that those keys aren't loaded at all.
2021-04: implemented, including old Windows clients' ability to work with deferred decryption. (This won't work brilliantly if multiple old clients make blocking requests simultaneously, but that can't be helped.)