On Mon, Apr 29, 2019 at 03:31:18PM -0400, Bob Bernstein wrote:
> W: Failed to fetch 
> http://deb.debian.org/debian/dists/jessie-updates/InRelease  Unable to find 
> expected entry 'main/source/Sources' in Release file (Wrong sources.list 
> entry or malformed file)

There is no more jessie-updates repository.  Just remove that line.

foo-updates is a repository that exists only while a stable release is
still supported and receiving point-release updates (like 8.3, 8.4, 8.5).
The foo-updates repository is a place where the updates that are GOING to
be in the next point release are available before the formal point release
happens.

Since jessie will never receive another point-release update, there is
no reason to have a jessie-updates repository.

So, the repository was removed, nuked, wiped out, obliterated, you have
no chance to survive make your time.

This could have been communicated or handled a bit more smoothly.

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