Hello.

I'm running apt-get update on a 1st generation Apple TV running Linux via OSMC, and it gives a 404 error when trying to access the Debian Jessie archive. I've check if it's connected online via the ping 8.8.8.8 command, it it pings right back. Any suggestions?

Jessie is ancient. Did you update your sources.list to point to archive.debian.org?

Evo2.

That version of Debian is old and not supported any longer, https://www.debian.org/releases/jessie/
You are 2 major versions behind, and Debian 12 is due out in a few months so 10 will drop off support in a year or so. You might be able to upgrade Debian 8 (Jessie) to Debian 10 (Buster), and skip Debian 9 (Stretch). People have reported success doing this, but I have not tried it.

Or you can upgrade to 9, then to 10, and think about going to 11 in the future.

Long term support ended in 2020 so no more security updates.
I don't have any suggestions. I don't know if upgrading would work at this point.

I've tried both updating my sources.list file to point to archive.debian.org and upgrading, which can't happen without me running apt-get update.

You need to show us the exact error messages. What is the output of
run as root.

Evo2.

I am root.

What do cat /etc/resolv.conf and ip -d route report?

I'll say it again. You need to show us the exact error messages. What is the output of
Evo2.

For clarification, the exact output of sudo apt-get update is as such:

Ign http://archive.debian.org jessie InRelease
Ign http://archive.debian.org jessie Release.gpg
Ign http://archive.debian.org jessie Release
Err http://archive.debian.org jessie/main i386 Packages
404 Not Found
Ign http://archive.debian.org jessie/main Translation-en
W: Failed to fetch http://archive.debian.org/debian/dis...-i386/Packages 404 Not Found

E: Some index files failed to download. They have been ignored, or old ones used instead.

And my sources.list is as such:

deb http://archive.org/debian jessie main

The output of sudo cat /etc/resolv.conf is (I'm accessing this from my college's domain):

# Generated by Connection Manager
search dyn.uncc.edu
nameserver 10.23.0.10

And I can't generate an output for sudo ip -d, as ip is not installed, and I can't install it because of this issue.

It's trying to find uncompressed Packages file in http://archive.debian.org/debian/dis...n/binary-i386/
As you can see there are actually Packages.gz and Packages.xz

I guess you may have some cruft in /var/lib/apt/lists/. I'd try deleting files in that directory then running "apt-get update" again.

Really? I don't think so. From your "apt-get update" output I'd have guessed:
Your network and DNS seem to be fine.

Evo2.

Sorry, my sources.list is actually:
deb http://archive.debian.org/debian jessie main

I've also cleared out /var/lib/apt/lists/, to no avail.

try this: http://archive.debian.org/debian/README

Ok, seems you are missing a trailing slash.
Evo2.