The Five-Timers Club refers to guests who have appeared in 5 episodes on the main feed. The catchphrase for the club is "It's tough to make the five."
Currently the members, in order of when they joined the Club:
Katey Rich is the only member of the club who has never appeared on a Blank Check: Special Features episode.
While not guests on the show, several actors have appeared in 5 (or more) films covered by the podcast.
- Kathryn Hahn (How Do You Know, Tomorrowland, Hotel Transylvania 3, The Holiday, and The Visit)
- Billy Crudup (Almost Famous, Big Fish, Public Enemies, Princess Mononoke, and Justice League) 
Double Digits Club
In the Welcome to Marwen episode, Emily Yoshida made her 10th main feed appearance and thus became the first person to join the Double Digits Club.