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I think it depends on a lot of real-life interactions, too. I had coaches and teachers and older work colleagues (including in heavily male dominated workforces, like the military) who were strong masculine role models. So when it came to media consumption I tended to gravitate towards celebrities or famous characters who already fit the worldview.

Nick Offerman played a libertarian Ron Swanson on TV, but in that fictional work the core cultural markers of manhood were explicitly presented as non-political, and seem largely shared with the left-leaning actor himself.

Terry Crews is similar, as you've pointed out. On Brooklyn 99 his character was presented as a loving father of young girls, who was in connection with his feelings, but also loved working out and sports and, you know, was a cop with a gun. In real life, in interviews, he seemed very much in tune with healthy masculinity and his place in the world.

Steve Kerr and Greg Popovich give off positive male leader vibes and often speak up about political and cultural issues, while largely being protective and supportive of the younger men who essentially work for them.

George Clooney is funny because he came off as a bit of a womanizer for years, but dove right into his long term relationship with a woman whose own career would arguably overshadow his. He is unabashedly and vocally a supporter of Democrats and other causes associated with the left in the United States.

Nobody is perfect, or deserves to be put on a pedestal. But there are little nuggets of positive examples all around us, including traditionally masculine men who support ideals that are more culturally and politically associated with the cultural left.