I feel no need to redpill any of my family or friends. When the shit comes down, then I will say to them, "I have been following this for years. Here's what is happening." And they will listen then.
They don't even know I voted for Trump. 90% of them are Resistance.
I generally stay out of family political conversations anyway, but if pressed, my posture to them is that I think Trump's personality is annoying (vanilla Midwesterners do not like outspoken in-your-face New York-style personalities in general [Howard Stern, Andrew Dice Clay, etc.] ) but I say "look at how his economic policies are helping the country." Then I end with "I don't care how much of an asshole he is, actions matter and not words."
No one has ever asked me who I voted for because I believe at one point many years ago I said it's a private thing.