I can't recall any instance where he's evidenced an disdain for the military. Since I've spent a fair chunk of my life in the service (including ground combat) and regularly read Reese's column I think I'd recall if he had.
As far as the Bush family goes, I think Reese would agree with me that selecting Bush as his VP was Reagan's biggest, most lasting and unforgivable mistake. Had Reagan selected almost anyone else his VP would have gone on to eight more years of conservative leadership in the White House, the Clintons would still be in Arkansas and we wouldn't have witnessed the morphing of the term Rockefeller Republicanism into Compassionate Conservatism.
What Charley Reese are you talking about? Are you thinking of Charlie Rangel maybe? I've never read a Reeese column that could be categorized as you do.