Fiddler is asking to install update 5.0.20182.28034, however at the end I'm getting a message a bit weird (below).
This update was not signed by Telerik. You should only install this update if you trust the signer:
CN=TELERIK EAD, OU=IT, O=TELERIK EAD, L=Sofia, C=BG
Excellent, Thanks!
The last section of this blog posts explains that this is expected and you can either go ahead with it, or uninstall, download anew, and install from scratch.
https://www.telerik.com/blogs/back-by-popular-demand-official-chocolatey-package-with-latest-fiddler-release
See https://fiddler.ideas.aha.io/ideas/FID-I-369.