Quite simply a good headshot should look like you at your absolute best without being a glamour shot.
It is really important that your eyes are switched on and connected with the camera. I often tell people that you need to stand out and make people wonder what is going on in your world and the best way is to choose a shot where your eyes are connected and there is a thought or a question in your mind that you are asking the camera and therefore the person looking at your picture.
This can be a really fun and funny process where there is no right or wrong result. Call it headshot improvisation if you like and this should be nothing new for any actor.
You also need to consider the need to look like your headshot when you arrive at a casting so think about things that you may wear and how you have your hair done etc and do this for your headshot.
You can imagine the frustration of a casting agents job when they ask to see someone because of their look and they end up looking totally different to their headshot.
Lastly it is really important that you feel good about your headshot and that it says a little bit about you and this can be a matter of being prepared with wardrobe choices and that you are well rested and fresh when you arrive for your shoot.

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