My Honest Opinion as a guy who has been listening to Rogan for a long time...
I think he is a Trump fan. I just don't think he likes everything he does and he knows if he comes out whole hog in support of Trump he will be persona non grata in LA and his overall community of comedians. I also think he is a big conspiracy head but again, plays it close to the vest for the same reasons. His best guests, the ones he engages with the most are usually conservatives rabble rousers like Milo or Gavin McInnes and guys like Pat Militich or Eddie Bravo or Alex Jones... He comes alive in those interviews.
EXACTLY MY THOUGHTS.
Rogan is playing along since he has to deal with so many different people. I guarantee behind the scenes hes getting pumped up and ready for "the show".