Marianne Ways (Booker, Night Train with Wyatt Cenac) and Jamie discuss about how she got her start, what it takes to set up a great show, and what makes a comedian stand out. Plus: Silly and weird!

#46 Roy Wood Jr (Stand up, Daily Show)

May 18th, 2017 1h 2m

Roy Wood Jr. (Stand up, The Daily Show) and Jamie discuss how to navigate road rooms and coast clubs, the delicate balance between likability and arrogance, and the fallacy of TV credits. Plus: Pineapples & Chili!

#45 Paul Mecurio (The Late Show, Stand up)

May 11th, 2017 1h 11m

In this recording from Central Park, Paul Mecurio (The Late Show, The Daily Show, Stand up) and Jamie take a look behind the scenes at Late Night with Stephen Colbert, Paul’s path from Wall Street to stand up, and what it takes to be good at au

#44 Barry Katz (Manager, Producer)

May 4th, 2017 1h 12m

Barry Katz (Louis CK, Dave Chappelle, Tracy Morgan, Jay Mohr) and Jamie discuss some of his favorite live comedy experiences, the ebbs and flows of comedy club dominance, and what it takes to be an absolute killer on stage. Plus: Flamtasia!

Postcard From Jamie's Couch

Apr 27th, 2017 9m 6s

Jamie is on his way to New York, tune in next week to hear his conversation with Barry Katz!

#43 Rachel Reynolds (Morning Becomes Eclectic, KCRW)

Apr 20th, 2017 56m 36s

Rachel Reynolds (Producer, Morning Becomes Eclectic, KCRW) and Jamie discuss the art of asking for what you want, how to keep sane when things get crazy, and all the cool perks of booking and producing a tastemaking radio program. Plus: Griffit

#42 Baratunde Thurston (The Daily Show)

Apr 13th, 2017 1h 10m

Baratunde Thurston (Futurist comedian, writer, cultural critic) and Jamie discuss embracing your creativity, how to create your own job description, and the exciting direction of art and technology. Plus: The Danger Zone!

Postcard From Jamie's Comedy Sabbatical

Apr 6th, 2017 3m 57s

You don't need to listen to this episode. Season 2 starts next week.

#41 Dana Eagle (Stand up)

Feb 16th, 2017 1h 10m

Dana Eagle (Stand up, “How To Be Depressed: A Guide”, Last Comic Standing) and Jamie discuss how depression effects creatives, how to leave things unfinished, and the surprising power of cake icing. Plus: A big announcement!

#40 Carol Leifer (Seinfeld, Letterman)

Feb 9th, 2017 51m 30s

Carol Leifer (Seinfeld, Saturday Night Live, The Larry Sanders Show) and Jamie discuss how to approach gatekeepers, breaking into the comedy industry, and being the ambassador of your own career. Plus: Trump!

Postcard From The Depths Of Jamie’s Inner Hell

Feb 2nd, 2017 9m 2s

We've got a bunch of great new episodes coming soon!

#39 Ptolemy Slocum (Westworld, Nerdist School)

Jan 19th, 2017 59m 20s

Ptolemy Slocum (Westworld, Nerdist School) and Jamie discuss the advantage of stepping into chaos, the pitfalls of defining yourself by your work, and the benefits of meditation (even if you don’t do it daily). Plus: Smoothie/Juice!

#38 Jeff Cohen (Actor, Lawyer)

Jan 12th, 2017 49m 36s

Jeff Cohen (Entertainment Lawyer, "Chunk" from Goonies) and Jamie discuss the transition from front of camera to behind the scenes, the role of an entertainment lawyer, and the art of deal making. Plus: Sloth!

Postcard from New Year's Eve

Jan 5th, 2017 8m 13s

Happy Holidays from all of us here at Gatekeeper!

#37 Jim Florentine (Stand Up, Louie)

Dec 22nd, 2016 53m 40s

Jim Florentine (Stand Up, Louie, Crank Yankers, That Metal Show) and Jamie discuss the seemingly arbitrary intersection between luck and talent, the challenges of performing stand up at a heavy metal concert, and how crank calls can create a co

#36 Chris Trew (The New Movement, Air Sex Championships)

Dec 15th, 2016 1h 16m

Chris Trew (The New Movement, Air Sex Championships, Hell Yes Fest) and Jamie discuss local independant comedy, the role festivals play in bringing comedy to smaller cities, and how to stay produce. Plus: A special drop in from Lee Keeler (Writ

#35 Beth Appel, Andrew Steven, and Troy Conrad

Dec 8th, 2016 46m 4s

Beth Appel (UCB LA), Troy Conrad (Set List), Andrew Steven (The Seeso Seeshow, Gatekeeper), and Jamie discuss the ins and outs of booking a venue, working hard and fighting entitlement, and differences and similarities of clubs, rooms, and thea

#34 Margaret Cho (Stand up)

Dec 1st, 2016 53m 40s

Margaret Cho (Stand up) and Jamie discuss the necessity of taking risks, the changing role of stand up on late night TV, and how to straddle different comedy rooms. Plus: Bing!

#33 Alice Wetterlund (Stand up, People of Earth)

Nov 24th, 2016 49m 21s

Alice Wetterlund (Stand up, People of Earth, Mike and Dave Need Wedding Dates) and Jamie discuss the road to a late night TV set, comedy as art, and how to use the stage to communicate. Plus: Kid A!

#32 Lindsay Flinn (Producer)

Nov 3rd, 2016 53m

Lindsay Flinn (Paramount, 20th Century Fox) and Jamie discuss the world of television production, the importance of having a 10,000 ft view, and finding something of value on each step of your path. Plus: Pretzels!

#31 Rob Bell (Author, Speaker)

Oct 27th, 2016 1h 10m

Rob Bell (Author, Speaker) and Jamie discuss how to become your own gatekeeper, developing creative habits and disciplines, and how to stay inspired. Plus: Weird British Accents!

#30 Brittany Everett (Earwolf)

Oct 20th, 2016 54m 14s

Brittany Everett (Earwolf, Hollywood Today Live, The Late Late Show with Craig Ferguson) and Jamie discuss the craft of talent booking, how to survive in a career with little job security, and the need to always keep doing. Plus: Jamie's SNL De

#29 Sean Aronson (The Voice Behind The Voice)

Oct 13th, 2016 1h 26m

Sean Aronson (The Voice Behind The Voice, St. Paul Saints) and Jamie share stories about gatekeepers in the world of sport announcing and comedy in this swapcast. Plus: Bill Murray!