I find this a huge challenge. Spend enough time outside the overton window and it can be hard to know how to navigate a conversation reasonably.
The overlap in values is still probably strong, though. If I'm talking with a normie about socio-political stuff, we generally share the same ideas regarding - say - humanitarian goals, so I try to start there.
Also I try really hard not to use the words "federal reserve" "cantillion effect," or "money printing" within the first few minutes.