THERE ARE NO RULES.
Headshots are specific to the individual. People can generalise about headshots all day long but in the end all that matters is what works for you. As with everything in a creative industry headshots are incredibly subjective. There are very few 'rules'.
Here are some thoughts I have about headshots, just things that I think may help.
The most common question is 'what should I wear?'.
Your headshot is first and foremost a shot of your face, not what you're wearing. However, if we look at your face as the product, the top you wear is like the window dressing; it gives the shot a little context and can help add a feeling. If you have short hair (or when wearing your hair up) the top will make more difference to the shot because it takes up a bigger percent of the shot in relation to your face.
Bring options and we can look through them together and see what works (there's no need to guess with headshots).
'So I should keep it simple right?' ...
Not necessarily, sometimes more is more, going big definitely worked for Dilz and Georgie.
Cheap material will always look cheap. I'm not expecting you to rock up in Gucci head to toe, but I certainly won't judge you for buying tops and leaving the tags on so that you can return them after the shoot. You're investing a portrait so invest in everything in the shot.
When people aske me what is the most important factor when choosing a headshot the answer will always be...
Choosing a shot that feels like it has life is the only way to authentically stand out in a crowd. There is no such thing as 'too alive', you are a living breathing human who will be employed to play living breathing humans doing interesting things (unless you're lucky enough to play an alien... or a corpse).
more help coming soon...