Cast and characters
Main
- Bradley Whitford as James L. Barksdale
- Lamorne Morris as Darrin Morris
- Oliver Cooper as Todd Krizelman
- John Karna as Marc Andreessen
- Dakota Shapiro as Stephan Paternot
- John Murphy as Jim Clark
- Steve Zahn as Michael Fenne
Recurring
- Raf Rogers as Sean Alvaro (101, 103, 104, 105)
- Chiara Zanni as Sheila (102, 104, 105, 106)
- Fred Henderson as Mike Egan (103, 104, 105, 106)
- Camille Hollett-French as Tara Hernandez (103, 104, 105, 106)
- Mike Kovac as Balding Ponytail Coder (103, 104, 105)
- Nick Hunnings as Ed Cespedes (103, 104, 106)
- Tom Stevens as Phillip (101, 102)
- Siobhan Williams as Jenn (104, 105)
- Vincent Dangerfield as Lee Wiskowski (105, 106)
- Jacob Richter as Dan Goodin (105, 106)
- Hilary Jardine as Patty Beron (103, 106)
- Paul Herbert as Paul Ward (105, 106)
- Carey Feehan as Robert Dunning (102, 106)
- Donna Benedicto as Kate (103, 106)
Guest
- Jason Schombing as Allen Krizelman (101)
- Keegan Connor Tracy as Rosanne Siino (101)
- Luvia Petersen as Mary Meeker (101)
- Vicky Lambert as Female Dancer (101)
- Kaiden Berge as Tweaker (101)
- Alison Wandzura as Bethany (101)
- Noel Johansen as Steve/Not Steve (101)
- Gaalen Engen as Todd (101)
- Dan Quinn as Mike (101)
- Boyd Ferguson as Dan Rosen (102)
- Ken Camroux-Taylor as Bob Halperin (102)
- Michael Patrick Denis as Thomas Reardon (102)
- Cameron McDonald as Chuck Hauswirth (102)
- Keith Arbuthnot as Bill Gates Puppet (102)
- Vicky Lambert as Female Dancer (102)
- Lyle Bismark as Netscape Hoody (102)
- Jonathan Alem as Microsoft Hoody (102)
- Emily Holms as D'Anne Schjerning (102)
- Lauren Overholt as Female Tech (102)
- Sean Kuling as Actor (Lucia Veras) (102)
- Jeremy Arnold as Sales Guy (102)
- Cameron Park as Parishioner (102)
- Michael Meneer as Reporter (102)
- Juliana Wimbles as Amy (103)
- Kyal Scott as Eric (103)
- Chris Robson as Lawyer (103)
- Vincent Dangerfield as Lee Wiskowski (103)
- Matthew Harrison as High Level AOL Executive (103)
- James Rha as Patty's Boss (103)
- Nick Fontaine as Wiskowski Associate (103)
- Rohan Campbell as Jeremy (103)
- Patrick Currie as Stu Marketing VP (103)
- Shaz Mohsin as Assistant (103)
- Christopher Gerard as Super-Tan #1 (103)
- David Attar as Super-Tan #2 (103)
- Patrick Sparling as Shooter (103)
- Andrew Barber as Photographer (103)
- Nelson Leis as Danny Socolof (104)
- Rebecca Husain as Roberta Katz (104)
- Jesse James as Barry Moore (104)
- Paul Rogic as Financial Coach (104)
- Aria Birch as Izzy Young (104)
- Kalyn Miles as New Hire (104)
- Gareth Rees as Hipster (104)
- Brian Calvert as Banker (104)
- Richard Keats as Banker #2 (104)
- Gili Roskies as Employee #1 (104)
- Doug Abrahams as Ace Greenberg (104)
- David Stuart as Pit Boss (104)
- Darlyne Dolap as CNBC Reporter (104)
- Chris Nowland as Toady (105)
- Rachel Hayward as Joyce (105)
- Connor Tracy as Rosanne Siino (105)
- Katerina Katelieva as Plain But Cute Coder (105)
- Stefania Indelicato as Reporter #1 (105)
- Harry Han as Reporter #2 (105)
- Christian Lagasse as Nerdy Teen (105)
- Jesse James Pierce (105)
- Nikki Chohan as Assistant (105)
- Evan Reid as Pixelon Employee (105)
- Stew Mclean as Director (105)
- Louis Lay as Technician (105)
- Devon Alexander as Friend (105)
- Felipe Viana as Guy Grilling (105)
- Tyler Alderman as Guy on the Sidewalk (105)
- Dion Skolseg as Bryan (106)
- Tom Stevens as Phillip (106)
- Michael Charrois as Bart Moore (106)
- Chris Smith as Kelly (106)
- Kunal Jaggi as Brian (106)
- Jaden Johnson as Security Guard (106)
- Kurtis Maguire as Curtis (106)
- Madison Smith as Will (106)