I have a red brick house. Need to know what to paint the siding and trim?

Our craftsman home in Oakland, California, with original shingles needs repair, priming and painting. October is usually dry, but we’ve had 2 rainstorms already. Should we wait until late spring to paint? I’m really concerned that the contractor will start, and then rain will ruin the effort.

We had our house painted recently and don’t believe a 2nd coat was put on (which is what was promised.) How can we prove this, who do we contact since they are saying it was second coated. There are lots of issues, the front door was painted while on the

My walls in my living room and dining room are grey with a white trim. What color should we paint the door?