[Turing_Machine]

"Is he or she purchasing the additional subscription for someone else?"

Exactly.

From the standpoint of a company A that uses Stripe billing, which would be preferable if you were selling per-seat services to Company B?

1) Make the person from Company B subscribe ten (or a hundred, or a thousand) separate times using different logins and passwords.

2) Let the person from Company B specify that they want to buy ten (or a hundred, or a thousand) seats, and manage them all from the same account.