Women seem to be much better than men, on average, at spotting a trans-identifying man. I suspect it's because the consequences of getting this wrong is so much greater for a woman. Men fear women will laugh at them. Women fear men will kill them.
So a woman, while still a girl, will carefully learn all the multiple tells of how men differ from women. She will become able to spot a man even at some distance in dim lighting, just by his gait and his stance.
She won't even need to see his height, large hands/feet, adam's apple, broad shoulders, narrow hips, jutting forehead/chin, stubble, receding hairline and all the other multiple typically male characteristics. Up close these all become very visible. In real-life rather than a photo, a trans-identifying man's true biological sex will be obvious to most women in virtually all cases.
Dr Upton looks like an adult human male who chooses to have long hair and wears make-up. Coupled with his height, deep voice and how he moves, I strongly believe the average woman, whether a colleague or a patient, would very quickly and correctly think that Dr Upton is male.
There is nothing wrong with looking like a man. There is a great deal wrong with being an adult human male and pushing your way into women-only spaces.