Although known primarily as one of the primary members of Achievement Hunter, appearing in numerous Let's Plays and videos, Ryan previously worked in the studio with Monty Oum, Lindsay Jones, and Kerry Shawcross.
He is also known for his regular appearances on the Rooster Teeth gaming podcast, The Patch, as well as a prominent role in the live-action production Ten Little Roosters. He co-hosted Free Play alongside Meg Turney. Additionally, he voices Lieutenant Smith in Red vs. Blue and the Mad King in X-Ray and Vav.
- Ryan was hired by Rooster Teeth co-founder Geoff Ramsey through a Craigslist ad.
- In "The Badge and The Burden", Ryan's character, Professor Port, keeps a Boarbatusk captive; fans have likened this to Ryan keeping a cow named Edgar trapped in a hole under his house in the Achievement Hunter Minecraft Let's Plays. However, according to Kerry and Miles Luna, this was coincidental, the episode having been written months before the first appearance of Edgar.