Ryan got his start in web development through an online sales company based in Louisville, KY. It was there that he nursed Ubercart through its infancy to its use on over 20,000 websites as the Project Lead and community face of the project.
In 2009, Ryan co-founded Commerce Guys and eventually led the development of Drupal Commerce for Drupal 7. He grew the new project from its first full release at DrupalCon London to its use today on over 60,000 websites.
As of February 2016, Ryan acquired control of Commerce Guys and assumed leadership of the business with his time split between managing the company and contributing to its various open source projects.