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This is an interesting start up and concept but it seems like there's a pretty high barrier to entry. In order to use this site you have to place a lot of trust in it to:

* Be secure with your credentials to sites * Reliably figure out that you are dead * Trust that your next of kin will figure out the key you've set up

It's certainly a useful concept and much better than hoping your loved one placed the credentials somewhere you could access them.

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An easy solution:

Encrypt your package using a fresh private key. Send the package to the will handler (such as PassMyWill), but not the key. Send the key to all the will recipients.

Upon the execution of your will, your recipients get the package that they can already open with their key.

The trick becomes to keep the package opaque to the will handler, and to keep the recipients from gaining access to the package prematurely.

Double-encrypt the package with a key that you give to PassMyWill and that you give to the recipients. Give the package to everyone.

I think the best solution in this space would be to implement this: http://en.wikipedia.org/wiki/Shamirs_Secret_Sharing

Then you could nominate some family members, friends, significant other, such that some minimum number of them were required to collaborate to decrypt the files.

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