Andrew Berkowitz
Andrew Berkowitz is a Portland-based improv performer, director, teacher, author, and applied improv practitioner whose career has been anchored at ComedySportz Portland, where he served as Artistic Director and later Artistic Director Emeritus. A Stanford University graduate and former journalist, he has authored 'You Can Teach Improv (Yes, You!)', a comprehensive guide to improv pedagogy, 'Reffing ComedySportz: The Ultimate Guide to Whistling While You Work', and co-authored 'The ComedySportz Games Manual.' He has taught applied improvisation for business at major technology conferences including O'Reilly's OSCON in Portland and Amsterdam and has facilitated training for companies across multiple industries.
Career
Berkowitz joined ComedySportz Portland, which had been founded in April 1993 by Ruth Jenkins and Patrick Short at 535 NW 16th Avenue in Portland, Oregon, and rose through the company to the position of Artistic Director. He later transitioned to the title of Artistic Director Emeritus while continuing as Head Coach and active performer. His longform ensemble work at ComedySportz Portland included groups under such names as Rap City, Green with Andy, Peachy Chicken, MST Tribute Show, Match Game, Concerto for Piano and Mime, Short and Sweet, and Fit to Print.
As Head Coach, he directed and coached improvisation acting, sketch comedy, hosting, and applied improv for business audiences. He taught at ComedySportz World Championship events across the United States for multiple years, and delivered the workshop 'You Can Teach Improv (Yes, You!)' at improv festivals internationally. For five consecutive years he taught a three-hour applied improvisation for business workshop at O'Reilly's Open Source Conference (OSCON), held in both Portland, Oregon and Amsterdam, Netherlands. The 2013 OSCON session, 'Improve Your Team With Improv,' was co-taught with Wade Minter.
At ComedySportz Portland's Thinking People's Theatre program, Berkowitz contributed as writer to educational theater productions developed in partnership with Metro and the Oregon Food Bank, including 'Water - The Musical,' 'The Z to A Show,' 'I Just Don't Buy That,' 'Jordan's Quest,' 'Sky Orbison and the Earth Protectors,' and 'Frozen Carrots.' These productions brought original educational comedy to schools and community organizations across the Portland area.
Berkowitz published 'Reffing ComedySportz: The Ultimate Guide to Whistling While You Work,' a specialized guide to the referee and hosting role within ComedySportz productions. He co-authored 'The ComedySportz Games Manual' with Matthew Adam Russell, Jamie Montgomery, Jaye Rambo, Patrick Short, and Leann Johnson. His most widely distributed book, 'You Can Teach Improv (Yes, You!): The Ultimate Guide to Class Planning, Skill Building, and Helping Every Student Leave With a Win,' was published through his own youcanteachimprov.com imprint and is available in print, Kindle, and audiobook editions.
Parallel to his improv career, Berkowitz co-founded TeamSnap, a sports team management software company, serving as Chief Creative Officer and VP of Product Management. He subsequently founded and served as CEO of Suggestion Ox, a workplace feedback platform. His applied improv workshops have served business clients across industries, building on his background at the intersection of technology, communication, and performance.
Historical Context
ComedySportz Portland's sustained growth from its 1993 founding into a long-running professional improv company in the Pacific Northwest reflects the national ComedySportz franchise model's capacity for regional depth over time. Berkowitz's trajectory from journalist and Stanford graduate to Artistic Director of a regional improv company and author of pedagogical texts illustrates how the ComedySportz system attracted career changers from professional backgrounds and, in some cases, produced its own institutional leadership through internal promotion rather than imported Chicago or New York credentials.
His applied improv presence at OSCON, one of the most significant technology conferences in North America, documented improv's penetration of the tech industry audience during the period when applied improv for business was becoming a recognized professional niche. His work at the intersection of software founding, applied facilitation, and performance pedagogy is consistent with the trajectory of Portland's tech-arts crossover culture during the 2000s and 2010s.
Teaching Philosophy
Berkowitz's stated pedagogy is 'We learn by doing.' His classes are fast-paced, stage-time-heavy, and side-coaching-intensive, organized to give students immediately applicable tools rather than extended conceptual frameworks. His workshop 'You Can Teach Improv (Yes, You!)' is built around a transferable class-planning methodology: how to structure an improv lesson so that every student leaves with a concrete win regardless of skill level. His written pedagogy in the book of the same name operationalizes this philosophy into curriculum templates, syllabus structures, and coaching strategies accessible to first-time improv teachers without formal training backgrounds.
Legacy
Berkowitz's pedagogical writing, particularly 'You Can Teach Improv (Yes, You!),' addresses a gap in improv education literature: the mechanics of how to design and deliver an improv class, rather than how to perform improv or what games to use. The book targets first-time and emerging improv teachers and provides structural frameworks for lesson planning, skill progression, and inclusive facilitation. Its endorsement by Jill Bernard situated it within the tradition of reflective improv pedagogy.
His leadership of ComedySportz Portland over multiple decades, including the Thinking People's Theatre program's educational productions for the Oregon Food Bank and Metro, extends improv's community reach beyond comedy training into civic and public health education contexts. The sustained production of original educational theater by a regional improv company is relatively rare in the ComedySportz system and reflects a specific institutional commitment to applied performance.
For the archive, Berkowitz represents the teacher-author strand of regional American improv, practitioners whose primary contribution is pedagogical system-building and written transmission of the teaching craft rather than performance lineage or institutional founding.
Early Life and Training
Berkowitz graduated from Stanford University and pursued a career in journalism before transitioning to improv and technology. He worked as a reporter, columnist, and editor at the Anchorage Daily News, and contributed to the Palo Alto Weekly and San Francisco Chronicle. He subsequently worked in web design, software development, and nonprofit leadership before his improv career at ComedySportz Portland became his primary professional identity.
Personal Life
Berkowitz has been based in Portland, Oregon for most of his improv career, with a subsequent relocation to Richmond, Virginia. He has described his professional identity as deliberately cross-disciplinary, combining technology entrepreneurship, sports, journalism, and performance.
Recommended Reading
Books are ordered from the strongest direct connection outward to broader relevance.

You Can Teach Improv (Yes, You!)
The Ultimate Guide to Class Planning, Skill Building, and Helping Every Student Leave With a Win
Andrew Berkowitz

Group Improvisation
The Manual of Ensemble Improv Games
Peter Campbell Gwinn; Charna Halpern

Improvise!
Use the Secrets of Improv to Achieve Extraordinary Results at Work
Max Dickins

Putting Improv to Work
Spontaneous Performance for Leadership, Learning, and Life
Greg Hohn

The Art of Making Sh!t Up
Using the Principles of Improv to Become an Unstoppable Powerhouse
Norm LaViolette; Bob Melley

Comedy and Distinction
The Cultural Currency of a 'Good' Sense of Humour
Sam Friedman
References
In the Archive
How to Reference This Page
The Improv Archive. (2026). Andrew Berkowitz. Retrieved March 18, 2026, from https://improvarchive.org/people/andrew-berkowitz
The Improv Archive. "Andrew Berkowitz." The Improv Archive, 2026. https://improvarchive.org/people/andrew-berkowitz.
The Improv Archive. "Andrew Berkowitz." The Improv Archive, 2026, https://improvarchive.org/people/andrew-berkowitz. Accessed March 18, 2026.
The Improv Archive is a systemically maintained repository. The archive itself acts as the corporate author.