Hi @dKarthik , Were you able to solve the problem? Basically it is telling you to do this: gem install drb -v 2.0.6 // Note you might need to add "sudo" in front gem install cocoapods // Basically try again :) This worked for me. But note there maybe other failures in-between. Then you follow what it says to do again. In my case, after drb 2.0.6... I had to do "gem install activesupport -v 6.1.7.7" Side note. One part that is painful is Cocoapods says "You can use a Ruby Version manager, however we recommend that you use the standard Ruby available on macOS unless you know what you're doing." But others on the internet say use a ruby version manager. So idk. My hope is that Apple will always update MacOS with security updates such that it takes into account stuff people install into the system...like the system's Ruby 😀 Hope this helps! atmoshedron