There’s a Reddit post in r/oscp titled: OSCP like boxes on Hack The Box (Credit @TJ_Null on Twitter)
This post showcases the below graphic that outlines a list of machines on HTB that will best prepare you for the OSCP exam. To guide myself in my OSCP journey, and to hopefully help others along the way, I intend to develop write-ups on each box as I hack my way through them.

My goal is to knock out at least the 27 Linux/Windows boxes represented in the Green/Blue columns.