i sold someone one of my nishika cameras that has 4 lenses for a wigglegram linticular effect and stated clearly in the listing and also via messaging that is a film camera and would need to be edited in post to do the effect.
anyway the dude bought the camera and took the pix, took the film to a local drug store for developing and messaged me asking for a refund because his printed photos weren't moving.
this guy was like 24, he's the reason I feel like some people shouldn't be allowed to vote or drive
set up a camera on a tripod, and you need lighting it's just a fact. that lighting could be from two lamps as long as they're consistent and behind the person with a softer light on their face.
you can work that out in any number of ways, it's best to have a seat or chair set up and light the background, then the subject and meter for their face.
headshots would be about shoulders and up so a 50mm with bokeh would be great, you want to treat it like picture day at school, if the settings and lighting are kept the same then you can just hit the shutter button and funnel them in and out. I wouldn't recommend doing this unless you have a controlled light source and a space where the background won't be changing constantly.