I felt like responding this bit seperately:

  > I wonder what gender issue Damore found himself facing. 
  Homelessness? Murder? And when he raised those issues he 
  was labeled a misogynist? That doesn't seem to fit.

because its bluntly, quiet tone def. In many ways much more tone def than the memo. "Dalmore could not have possibly had a negative experience that had to do with male gender issues".

Being a "nerd" he almost assuredly deals with and has delt with male gender issues such as "lacking masculinity" his entire life.

Playing a game of "my problems worse than yours". Or "your problems are trivial" is not a great way to win over an audience wouldn't you agree?