You can get a professional headshot for $20? Does it require you to go somewhere? Because if so I'd argue that the cost is the photographer payment plus your time. I think there are very few people looking for a professional headshot who would value their time at less than $20 hour

Now account for a team of 20 people to get them on time, in one place, dressed properly.

A few years ago, we had just that a start-up I was working for. We were told that X day would be picture day, so come dressed in a shirt. A photographer showed up at our office with a bunch of lights in tow. He didn't stay that long. The pictures looked pretty great.

Yeah, I think this service is probably a better value for remote teams, and individuals than it would be for a fully in-office team