Cynric, before joining the Guild, was a jailbreaker. He would be hired by a client to get arrested, and would either break the target prisoner out of jail, or kill them. Unfortunately, during one such job, Cynric was caught and spent three years in High Rock before they released him. He promised himself that he would never do hard time again, and joined the Guild.
Cynric is also a potentially limitless supply of free steel arrows. Simply sit by the wall next to the central target at the archery range while he is practicing with his bow and take the arrows from the target as he fires them.
If you want to collect any other type of arrow, you can pickpocket him, take his steel arrows and then replace them with any other type of arrow you have such as ebony. Make sure you aren't caught pickpocketing, otherwise you may have to do the Reparations quest. This is easiest when he is sleeping as he will un-equip his steel arrows, allowing for an easier pickpocket.
He is mentioned in the book "Have Need of Cynric", where he is noted. The writer needs him to break a prisoner out of Cihdna Mine.
- Cynric is voiced by the Stephen Russell, who voices the protagonist Garrett in Thief: The Dark Project and its sequels.
- He says 'I do jobs for the Thieves Guild and the Dark Brotherhood' when he regales the player with his tale upon first meeting him, however he doesn't seem to have anything to do with the Brotherhood, saying he chose the Thieves Guild instead because the jobs were easier.
- The Elder Scrolls V: Skyrim (First appearance)