Brexit is the nearest equivalent, he's had to dance on the head of a pin to appease Leavers, while knowing his Remainer base will likely stick with him.
Gender is an even more zero sum game than Brexit. But here he's happy to appease Middle England that is broadly GC, but not hyped up as we are, and certainly not across the detail.
He's hoping he can say to his activist base that he's not abandoning a broadly trans friendly approach, telling the Middle that he's moderate, and happy to sacrifice our vote, banking on us not being pivotal in any one constituency.