What are the Machines with Buffer Overflow, ranked.

OTW Leviathan is a good place to get some early exposure to things like strace: OverTheWire: Leviathan not exactly BO dev, but core stuff that comes in handy leading up to it.

Corelan has a pretty good tutorial series covering a good range of topic levels from simple trampolining to SEH and ASLR evasion: https://www.corelan.be/index.php/2009/07/19/exploit-writing-tutorial-part-1-stack-based-overflows/