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This is so subjective & depends on the level & photo. I've seen duck face angled selfies (not ok), pics at disney with a character & kids (ok if you're a male director+, but not otherwise), casual picks with professional or totally covered outdoor clothes and nature backgrounds (depends on the picture & level, more likely to be ok after a year or two of experience). I also find that people are terrible at judging their own photos, so find a trusted friend/coworker to help you pick the photo.
Depends on your roll, but you should get dressed up to the max that you ever would for any work occasion (for me that means a suit) and take a professional looking headshot with a neutral background. You can hire someone or just do this at home with the portrait setting on an iPhone. See what everyone at your level and above is doing for inspiration.