
Sally Oberstein
Playwright, Director, Producer, Novelist, Adventurer
Performance Art
Sally Oberstein has a successful history as a playwright, theater director, producer, actress (stage and film), comedian, musician, and recording artist.
Events
As an event coordinator, Sally Oberstein has worked as a part of a team, directed, and/or produced the Anchorage Renaissance Fair, Charles Dickens Faire, Old Songs Theater, Kachemak Bay Shorebird Festival, Salmonfest, and the Alaska World Arts Festival.
Travel
Sally Oberstein has traveled to over 100 countries and led tours across all seven continents through her company, Generous Adventures.
The Nutcracker Ballet
I am deeply honored to be the current Director of the Nutcracker Ballet in Homer, Alaska. Author Daniel Coyle eloquently describes my sentiments in the prologue of his most recent book, Flourish.
Flourishing is the experience of joyful, meaningful growth, shared with others. It's not a formula or a switch you flip, but a natural process that emerges over time, shaped by daily actions and the environments we inhabit. Crucially, it's not a solo endeavor; we become our fullest selves through our relationships with one another, recognizing that "all flourishing is mutual."
Consider the Homer Nutcracker Ballet in Alaska, an improbable community phenomenon. Teams of volunteers—fishermen, teachers, doctors—spend weeks building sets and sewing costumes, involving hundreds of kids and adults. This seemingly irrational investment of time and effort into a fleeting show generates "sparks of shared, meaningful vitality," converting disorder into profound connection and unlocking individual and collective growth.
The Nutcracker isn't just a ballet; it's an ecosystem, a web of relationships and practices that draws in energy and sends it rippling outward. It reminds us that flourishing isn't magic but functions according to rules, creating shared vitality that feels magical. The deeper question is how to create conditions where this joyful, meaningful growth can happen more often in our lives and communities.
Daniel Coyle is an award-winning, NY Times-bestselling author of books on leadership and performance, including The Culture Code, The Talent Code, The Culture Playbook, The Little Book of Talent, and Flourish: The Art of Building Meaning, Joy, and Fulfillment. Coyle is also the author of Lance Armstrong’s War, Waking Samuel, and Hardball: A Season in the Projects, which was made into a movie starring Keanu Reeves.
Highlights

Nutcracker Ballet
Homer Nutcracker Productions
Artistic Director: Sally Oberstein

Spit Tunes
Alaska World Arts Festival
Written by Sally Oberstein and Michael McKinney
Directed by Sally Oberstein


Massai Mara Village, Tanzania
Generous Adventures
Founder, Director, and Worldwide Guide: Sally Oberstein
Paris Chansons
Alaska World Arts Festival
Director/Producer: Sally Oberstein
Highlights (cont.)

Austentatious Improv
Alaska World Arts Festival Event
Director/Producer: Sally Oberstein

Spice Market - Marrakech, Morocco
Generous Adventures
Founder, Director, and Worldwide Guide: Sally Oberstein

Woogie Rose
Pier One Theatre
Written and Directed by Sally Oberstein

Mini Playhouse
Alaska World Arts Festival Event
Director/Producer: Sally Oberstein
Highlights (cont.)

Shooting Steven
Novel available on Amazon
Author: Sally Oberstein

Tom Bodett, The Fab Four, Quixotic
Alaska World Arts Festival Event
Director/Producer: Sally Oberstein

Ethiopia
Generous Adventures
Founder, Director, and Worldwide Guide: Sally Oberstein
Stage Performances
PRODUCED STAGE PLAYS
written and directed by Sally Oberstein
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Lipstick - Old Songs Productions
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Rhythm and Rouge - Old Songs Productions
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Reruns - Old Songs Productions
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Chapstick - Old Songs Productions
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The Bathroom - Pier One Theatre
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Duct Tape - Old Songs Productions
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Cosmic Hostel - Pier One Theatre
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Woogie Rose - Pier One Theatre
PRODUCED STAGE PLAYS
written by Sally Oberstein (w/co-writer Michael McKinney). Directed by Sally Oberstein
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Nice Moves - Alaska World Arts
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The 60s Show - Homer Council on the Arts
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Brouhaha - Homer Nutcracker Productions
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The Wizard of Odds 2016 - Homer Council on the Arts
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Circus Auditions - Homer Nutcracker Productions
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Star Truck, the Musical - Homer Nutcracker Productions
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Spit Tunes - Alaska World Arts
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The Wizard of Odds 2025 - Homer Nutcracker Productions
STAGE PLAYS written by other playwrights
directed by Sally Oberstein
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The Most Comfortable Couch
- The Gospel According to Karen
- Take My Advice
- Path of Love
- Monumental
- Lear: An Alaskan Tragedy
- My Turn to Drive
Production Highlights

The Wizard of Odds (2016)
Homer Council on the Arts
Written by Oberstein & McKinney
Directed by Sally Oberstein

Star Truck (the musical)
Homer Nutcracker Productions
Written by Oberstein & McKinney
Directed by Sally Oberstein

Brouhaha - a musical turn of hilarious events
Nutcracker Productions
Written by Oberstein & Michael McKinney
Directed by Sally Oberstein

The Drunkard
Pier One Theatre
Directed by Laura Norton

The Wizard of Odds
Homer Council on the Arts
Written by Oberstein & McKinney
Directed by Sally Oberstein

Fiddler on a Roof - Pier One Theatre
Directed by Jennifer Norton

Nice Moves
Alaska World Arts Festiaval
Written by Sally Oberstein & Mike McKinney
Directed by Sally Oberstein

Circus Auditions
Homer Nutcracker Productions
Written by Oberstein and McKinney
Directed by Sally Oberstein


The LA Producers
Staging Reality by Pier One Theatre
Directed by David Webster

Pier One Theatre's Jesus Christ Supestar
Directed by Jennifer Norton

Wizard of Odds 2025 Written by Oberstein & McKinney
Directed by Sally Oberstein

Pier One Theatre's Beauty and the Beast
Directed by Jennifer Norton

Alaska World Arts SingerElla by Oberstein/McKinney Scheduled for fall, 2026 Directed by Sally Oberstein











