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Can’t resolve rubygems.org (too many redirects)

For some reason my vagrant VM cannot resolve rubygems.org. It was working fine yesterday, today I made no changes and now it no longer works:

Fresh Ubuntu install

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Installing ruby gems (fails)

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Can’t resolve rubygems.org

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Other websites seem fine

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I can resolve by IP address

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More Info

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It was working

  • This was working fine yesterday night!
  • The VM /etc/hosts seems fine
  • I can access rubygems.org from my desktop browser without any issues
  • Already tried destroying and creating a new vm
  • Tried restarting my computer

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Answer

So from the comments, apparently there is a DNS caching issue, where “::ffff:67.215.65.145” was coming back as a valid address for rubygems. “54.245.255.174” is a valid address, as dig @8.8.8.8 ANY rubygems.org would reveal.

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