It seems to me that one of the more unsavory things that people use as a stick to beat TOS with -- the whole "no female captains" thing spelled out by insane mentalist Janice Lester in TURNABOUT INTRUDER -- could have been easily seen off by simply casting an actress as one of the Starfleet-commodore-of-the-week in seasons one or two, who is a superior of Kirk. Would have easily underlined that not only are women starship commanders, they can be higher in rank than the leading man of the show! I kind of like how they did this with Commodore Stone in COURT MARTIAL. A black man, who is also Captain Kirk's superior officer, without it ever being mentioned or made note of as in any way unusual. That's progressive.
Considering that Gene Roddenberry was progressive enough to cast a woman as the Enterprise's first officer in the pilot episode (admittedly she was being played by his girlfriend...), it seems a shame they couldn't have extended this to other Starfleet flag officers, ala Commodore Stone.
As it is, the apparent chauvanism of Starfleet in TURNABOUT INTRUDER stands in contrast to earlier in the very same season, where THE ENTERPRISE INCIDENT clearly shows us that the Romulans are happy for their women to command ships. Doesn't paint our 'heroes' in a very good light by comparison.

Considering that Gene Roddenberry was progressive enough to cast a woman as the Enterprise's first officer in the pilot episode (admittedly she was being played by his girlfriend...), it seems a shame they couldn't have extended this to other Starfleet flag officers, ala Commodore Stone.
As it is, the apparent chauvanism of Starfleet in TURNABOUT INTRUDER stands in contrast to earlier in the very same season, where THE ENTERPRISE INCIDENT clearly shows us that the Romulans are happy for their women to command ships. Doesn't paint our 'heroes' in a very good light by comparison.
