He's always been pretty conservative, but the sort of mid-00's-looking-back-to-Buckley style of seeing the conservative movement as a lonely but crucial intellectual pursuit.
That was pretty dumb, but it's a political position that's actually been pretty alienated from power since Dubya so it's been awhile since I viewed his politics as anything but kind of embarrassing. And those are the sort of guys who have mostly profiled as never-Trumpers. But Trump is in charge and that means there is power to be distributed, which means there will be bootlickers lining up.
It worked too, old friend got appointed to a (very minor, largely symbolic) political position back in March or April. Two year term, gets to visit DC once and awhile so avoiding him is going to be more difficult.
Beyond that? Like 90% of white MLB players are from the suburbs of Texas, Florida, or California, so I've been rigorously avoiding finding out anything about their politics. Outside of Max Kepler's nod to blue lives matter, which he delightfully backtracked from, I've been mostly successful. Helps that the Twins are less white than they used to be. Not real worried about Byron Buxton showing up in a MAGA hat for batting practice.
If Trump wins, I assume it's going to be much more common in 2022-2023 for people to publicly express their support. People make "that's just the way it works" adjustments to authoritarianism pretty quickly, and if this election ends up being primarily about the future of the suburbs (which seems to be where both candidates want to pitch this thing) then there's going to be a lot of people who are grateful to whoever wins the election for making things less scary for them. So there may be some really ugly answers to this question in a few years.
"Walleye, a lot of things are going to go wrong in your life that technically aren't your fault. Always remember that this doesn't make you any less of an idiot"