Set a Default Caller ID Based on Contact

We have two company lines based on geographic region and are looking to add more territories in the future. When someone calls or texts one number, it creates confusion if we forget to change the caller ID and they get a call or text back from our other company number. I'd love to put a default caller ID or "from" number based on the contact so every time we call or text that contact the caller ID is associated with the number we set and we don't create confusion by responding from a different number.