FWIW I was in the same boat for many years, first on Windows then OS X. I'd learn a Linux trick or two then lose momentum and more importantly lose confidence

FWIW I was in the same boat for many years, first on Windows then OS X. I'd learn a Linux trick or two then lose momentum and more importantly lose confidence that I could get around the CLI (and just as important, the maze of config files). What made a huge difference for me was setting up Arch Linux on my XPS 15 laptop. Following the install guide[1] forced me to go through the process of standing up a functioning Linux desktop from a much lower level starting point than I'd ever done with Ubuntu or CentOS or even Slackware. The whole experience reminded me of the first few times I built PCs as a kid: At first they were intimidating boxes full of complex circuit boards and imposing nests of ribbon cable, but putting a few together demystified all that in a hurry. Setting up my Arch laptop had the same result as it relates to Linux configuration in general and command line operations in particular. [1](https://wiki.archlinux.org/index.php/Installation_guide https://wiki.archlinux.org/index.php/Installation_guide)