There is nothing as personal as a portrait while it is still someone else that makes it.

So I'll get straight to the point, choose a portraitist who suits your image of a portrait, which means that you must first have an image that a portrait must meet for you as a client. This means searching in museums and on the internet for what meets your expectations and then finding the artist who you think can achieve what you want. You can then have a conversation with that artist based on the image you have formed.
You're probably thinking, what kind of person is it, who doesn't immediately advertise himself but puts me to work before I've even had a conversation? I hope, a rational one, one that tries to use your and his time efficiently. To be clear, you are always welcome, getting to know each other is very important in our world, so don't feel inhibited to make an appointment to get acquainted. You are always welcome.
Before you start your search, take a leisurely look around this website. The portraits you see here are made for personal reasons, and you'll often find that there's a thought behind what's added to the portrait. As a rule, it pertains to something that says something about the person being portrayed. Also, realize that everything added to a portrait comes with an additional cost; you're essentially buying not just one but two or more paintings. This depends on your preferences. All I can say is to inquire about what is possible and what you would like. My other paintings showcase what can be done technically, but also understand that "less is more," so don't overdo it.