I'd say 10,000 from businesses in the USA alone. A lot of companies use twitter as their makeshift tech support and public image. $1/month for a company is completely irrelevant to their spending.
On iOS it takes a single TouchID auth and a few message prompts to sign up for a recurring subscription - you won't ever be asked for payment again. I'm certain Android is similarly streamlined.
My guess is less than 10,000.