(Founder of ReadMe here!) Yup! Companies definitely invest time and money into docs, especially at big companies. And smaller, cooler companies like Stripe and

(Founder of ReadMe here!) Yup! Companies definitely invest time and money into docs, especially at big companies. And smaller, cooler companies like Stripe and Twilio are showing them how important it is. To answer the original question, technical writing contractors are very common! To get started, I'd highly recommend getting involved with Write The Docs. They have two big conferences each year, a Slack channel, and almost every city has a meetup: http://www.writethedocs.org/ http://www.writethedocs.org/