Hello Nick,

On 3/13/13 4:09 AM, Nick Coghlan wrote:

- the PSF board generally stays out of the technical details of
running the python.org infrastructure, so it's likely that any root
keys would be handled by the PSF infrastructure committee. A (2, 4) or
(3, 5) trust configuration would likely be manageable at this level.

Understood. We think a higher (t, n) [where t out of n signatures are needed to trust the metadata for a role] is better for the root role simply because its crucial metadata (the authorized keys for top-level roles) should change very rarely.

- at the target delegation level, PyPI supports the registration of
new projects through the web service (see
http://docs.python.org/2/distutils/packageindex.html). If my
understanding of target delegation is correct, this means the "simple"
and "packages/source/<letter>" delegations will need to be (1, 1) and
online.
- higher levels of the target delegation hierarchy could conceivably
be kept offline, but there seems little value in doing so if they're
trusting on online (1, 1) key

Fortunately, the "targets/simple" and "targets/packages/(version)/(letter)/" roles should not require (1, 1) online keys, as their metadata (simply target delegations and no actual target files) should also fluctuate fairly rarely. I should make this clearer in our design document.

- many PyPI packages are maintained by single developers, so (1, 1) or
(1, n) is likely to be the only generally feasible level of signing at
the project level.

Yes, the package developers themselves could choose any (t, n) they like. In our design, we propose that PyPI could eventually delegate to "stable" packages which need little change (and use more security with more offline keys) and to "unstable" packages which need frequent change (and use less security with more online keys).

With the current focus being on getting an improvement from the status
quo that we can successfully deploy in a reasonable period of time,
the target delegation side of things probably needs to be
substantially simpler in the initial iteration. Yes, it leaves us open
to certain vulnerabilities we would like to remove in the long run,
but we need to be very cautious in the additional demands we place on
the users uploading to PyPI. It may even mean the initial iteration
allows projects to rely on a PyPI provided signing key for their TUF
metadata, using the existing upload mechanisms to add the files to
PyPI.

I agree that there is a delicate problem of balancing security with usability here, especially in the beginning.

You raised a very good issue there: on first migration, how would PyPI accommodate packages which have not had their target files delegated to their developers? We imagine that in this case, PyPI could assume initial responsibility for these packages, and later PyPI would delegate those packages to their respective developers.

Thanks for your input,
Trishank

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