Re: No female starship captains in the 2250s-60s?
This is certainly what is strongly implied in "Turnabout Intruder", via Dr. Janice Lester's dialogue. But since we now know that there were female commanding officers in Starfleet well before this time, as well as after, how we reevaluate what this episode states?
Lester was either insulting Kirk about no female captains in his
personal world (you chauvinistic pig!) or she was being hysterical and overdramatic.
"Don't sweat the small stuff--it makes you small-minded..."