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The Upstaging Gentlemen (Chasing Theatrical Dreams) — Arts
The Upstaging Gentlemen (Chasing Theatrical Dreams)

Hey there! Welcome to The Upstaging Gentlemen: Chasing Theatrical Dreams, hosted by Michael Tennant and Nathan Prince.We have a ton of experience in theater and business, but look—we definitely don’t know everything! We are still learning as we go, and we want to share that journey with you.While we talk a lot about the arts, this podcast is really for everyone. It is a show about chasing your biggest dreams and just going for it. Our goal is to be the spark—the change, the energy, and the positive push that moves our friends, families, and networks forward.Whether you are an artist, a business owner, or just trying to figure out your next step, tune in for real stories, great guests, and a lot of laughs as we figure it out together!

Copyright: © 2026 The Upstaging Gentlemen (Chasing Theatrical Dreams)

Latest Episodes:

Personal Boundaries, Personal Virtues Aug 23, 2026

Michael and Nathan address a question from a Spotify user, asking how an actor can audition for a show while still having their personal boundaries and virtues respected. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Stardust Entertainment: Chasing the Dream! Aug 16, 2026

Michael and Nathan interview a founding member of Stardust Entertainment, a theater company located in Victorville, California. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

The Ramona Outdoor Play Aug 10, 2026

Michael and Nathan interview Monica Reichl from the Ramona Outdoor Play, the official state play of California and the longest running play in America. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Theater Beyond The Stage Aug 02, 2026

Michael, Nathan, and Alfonso are joined by Hannah, a high school student discussing her recent theater experience. Michael talks about performing at local libraries and Nathan shares his recent experience with educational theater. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Theater Traditions Jul 26, 2026

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Michael and Nathan discuss theater traditions, including ghost lights and the legend of Macbeth.

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Are You Fake If You Play Both Sides? Jul 20, 2026

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Michael and Nathan interview Savannah, discussing the fine line between acting and the production team,

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Actor Burnout: The Silent Epidemic Jul 19, 2026

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Nathan and Michael discuss promoting yourself as an actor, as well as ways to prevent actor burnout.

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More Than Just Steps Jul 12, 2026

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Michael and Nathan interview Bethanne, a choreographer, discussing her method and process.

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Upstaging Gentlemen With Their Upstaging Daughters Jul 05, 2026

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Michael and Nathan have their daughters on the show for an honest discussion about how their lives have been shaped by their dads who run theaters. Get ready for the good, the bad and the ugly.

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Supporting Local Theater: The Redlands Theater Festival Jun 29, 2026

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Michael and Nathan are joined by members of the Redlands Theater Festival. This incredible group of actors perform in an outdoor theater, and are currently performing five shows at once. How do they do it? Why do they do it? Check out the episode!

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What Nobody Warns You About Your First Show Jun 21, 2026

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Michael, Nathan, and host Alfonso Garcia interview actress Leah Burns, who is new to the stage, having just landed a role in Frozen. They discuss the audition process and what happens when a new actress joins an experienced cast of a major production.

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AI: Art or Cheating Jun 14, 2026

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Host Alfonso Garcia asks Michael and Nathan their thoughts on theaters that use AI for their productions.

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Revisiting Negative Experiences Jun 07, 2026

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Michael and Nathan revisit their negative experiences and discuss what they learned from those experiences in hindsight.

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The Problem With Being Prepared May 31, 2026

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When a listener writes in and asked if an actor can be over prepared, Michael and Nathan are stumped for an answer at first. An interesting discussion follows about actors who are just too prepared to play their roles.

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Theater: Welcoming Community or Private Club May 24, 2026

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Host Alfonso Garcia asks Michael and Nathan about welcoming newcomers into a theater that already has established circles of friends.

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The Most Important Thing Directors and Actors Forget… May 18, 2026

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Host Alfonso Garcia asks Michael and Nathan the best ways for actors to earn a director's trust.

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Chemistry Between Actors May 10, 2026

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Host Alfonso Garcia asks Michael and Nathan about chemistry between actors.

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Community Theater, Professional Theater (Both are Great) May 04, 2026

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Host Alfonso Garcia asks Michael and Nathan their thoughts on the difference between community theater and professional theater, primarily where money is involved. There is a place for both! It's more about the work ethic and standards.

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Relationships Between Actors And Directors Apr 27, 2026

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Host Alfonso Garcia asks Nathan and Michael about the relationships between actors and directors and how to prevent a disconnect between them.

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Drama, Controversy, Nothing Personal! Apr 20, 2026

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In regards to casting, Alfonso and Nathan seemed to have touched a nerve with some listeners,. Michael reveals one of his unpopular opinions as well.

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Actors and Use of Social Media Mar 17, 2026

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Michael and Nathan take questions about actors posting on social media. What helps and what hurts a theater? Have a listen to find out their take on the subject.

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A Barrage of Questions Mar 06, 2026

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Michael and Nathan are joined by guest Alfonso Garcia who asks them a series of contributed questions.

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Back in the Saddle Feb 24, 2026

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Michael and Nathan reunite after a year and a half to bring back their podcast. Having been kept apart by busy schedules, they catch up on what they've been doing and talk a bit of shop.

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Misery Jun 08, 2024

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Michael asks Nathan to help him brainstorm for his upcoming production of Misery.

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The Little Mermaid And Rigby Redd Jun 01, 2024

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Michael and Nathan discuss the challenges on their recent projects. Nathan directed a touring production of The Little Mermaid and Michael directed his original work, Rigby Redd. The music for Rigby Redd is available on any streaming platform!

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Theater in the Classrooms May 24, 2024

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Michael and Nathan discuss recent ways they've been involved in the educational system. Nathan talks about Legendary Productions rentals to schools of sets, props, and costumes, and Michael discusses his CTE (Career Technical Education) class and the products his classes create. A great listen for teachers wanting ideas to do with their theater classes, and for theaters who might create an alliance between themselves and a high school.

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Theater Trivia Mar 16, 2024

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John, the soundman, challenges Michael and Nathan to a game of theater trivia. Do they actually know anything, or will they be stumped?

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Bell, Book and Candle/ Little Shop of Horrors Mar 09, 2024

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Michael and Nathan discuss the challenges of putting up their recent productions.

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Questions From Our Listeners Feb 17, 2024

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Michael and Nathan take questions from listeners, and discuss advice to new playwrights, casting family members, loyalty vs talent, and the discussion of politics in the theater.

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Upcoming Shows At Legendary Productions and Play With Your Food Feb 10, 2024

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Michael and Nathan discuss the shows on their line ups. Michael talks about his love for the mischief Theater Company.

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Lessons from 2023 Feb 03, 2024

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Michael and Nathan reflect on the year 2023 and the lessons they learned.

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Back in the Saddle Jan 27, 2024

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After a mid season hiatus, Michael and Nathan are back, and catching up with everything that transpired in their lives over the last few months. Nathan discusses his latest production, and Michael talks about his recent trip to New York.

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Controversial Lessons in Theater Nov 04, 2023

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Michael and Nathan host a small panel discussion about the lessons taught in theater, particularly the controversial lessons. This can apply to educational theater, church theater, community theater, etc. It is nearly impossible to create deep, thought provoking theater without offending someone. How do you paint an accurate picture of reality when reality is ugly? Check out the discussion!

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Casting Different Races Oct 14, 2023

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Colby Banks joins Michael and Nathan to discuss the casting of different races in productions.

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Steel Magnolias In The Round Oct 06, 2023

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Michael and Nathan discuss Nathan's recent production of Steel Magnolias, done in the round. Nathan has never tried directing "in the round" but he didn't let that stop him. Listen and hear what he learned!

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New Season at Play With Your Food Sep 09, 2023

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Nathan and Michael discuss Michael's upcoming season at Play With Your Food, and Michael announces his next original show which will debut in March.

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Hello Dolly at the Redlands Bowl Aug 26, 2023

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Michael interviews Nathan about "Hello Dolly" at the Redlands Bowl. Nathan talks about directing the musical for the Redlands Bowl centennial season.

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Keyboard Warriors Aug 17, 2023

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Michael and Nathan start out their second season discussing keyboard warriors - aka, people who did not get cast by a theater and go home and post angry rants on social media. Want to hear what directors and producers think of these posts? Have a listen!

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Directors Who Give The Best Parts To Their Family Jun 24, 2023

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Michael and Nathan take a question from an anonymous listener who asks
about directors and producers who cast themselves in roles or give the best parts to their family members. Michael feels this question may be directed at him.

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Legendary Nights Jun 10, 2023

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On this episode of The upstaging Gentlemen Podcast, Nathan discusses his newest addition to Legendary Productions, Legendary Nights. "Legendary Nights" is an upscale afterhours event that features specialty performances. Michael interviews Nathan on the process of starting a new theatrical program. A great interview for theaters who are looking to expand on to their regular productions.

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Episode 31: Actors Who Usurp The Director/Method Acting May 06, 2023

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Michael and Nathan take two questions from listeners. The first question asks what a director should do when cast or crew decides they're not on board with the vision of the director. The second question is about the benefits/dangers of method acting. Michael and Nathan have different positions on method acting, which makes for an interesting discussion.

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Episode 30: Theater Group On Blast Apr 28, 2023

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Michael and Nathan take a phone call from an upset parent whose young daughter was publicly embarrassed and yelled at on stage by her director. The theater's vetting practices are called into question. This is a great episode to remind directors that patience is indeed a virtue - something ALL directors need to remember from time to time.

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Episode 29: The Girl In The Picture Apr 21, 2023

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Nathan asks Michael about his new original play, "The Girl In The Picture". Michael discusses the writing process, the characters, the cast, and what the audience can expect when the show debuts in Hemet, CA this may.

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Episode 28: Actors Who "Audition Around" Apr 14, 2023

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Michael and Nathan take a question from a listener on actors who audition for multiple shows at the same time. Disclaimer - Michael is in a grumpy mood this day.

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Episode 27: Legendary Broken Bones Mar 25, 2023

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Nathan discusses his recent production of Into the Woods in which a lead actress broke a bone mid show.

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Episode 26: Cathy Flores Interviews Michael Tennant Mar 16, 2023

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In this episode, guest writer and performer, Cathy Flores, interviews Michael Tennant on the art of writing a script.

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Episode 25: Lessons From Our Dads Feb 25, 2023

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Nathan and Michael discuss lessons their dad's taught them, and how those lessons have proven useful to them in their theatrical endeavors.
Also.... while we have listeners on all continents, we really want to hear from our German listeners. Contact us at theupstaginggentlemen.com
#theater #theatre #performingarts #communitytheater #actor #director #producer #lifelessons #upstaginggentlemen #whatisthecapitolofthailand

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Episode 24: Theater College Degree VS Practical Experience Feb 18, 2023

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Michael and Nathan get a tricky question from a listener - What's better, a Theater degree or practical experience? If you are considering spending the money on a theater degree, check out this episode. We won't try and sway you either way, but we do give you some things to consider.
#theater #theatre #performingarts #communitytheater #collegetheater #theaterdegree #techtheater # acting #director #producer #upstaginggentlemen

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Episode 23: Problems With Actors Feb 10, 2023

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Michael and Nathan take a question from a listener asking how to handle conflicts with an actor. This episode discusses a bit of "actor etiquette", so actors, if you'd like to know what directors are looking for behind the scenes, have a listen.

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Episode 22: Guest Gabe Falatea Feb 03, 2023

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In this episode, Michael and Nathan talk with an actor was was mugged in the park, and shot through the chest. During his years of recovery, he thought he may never be able to perform again. What would your life be like if you could never again contribute artistically? Imagine if someone took it all away from you.
#theater #theatre #communitytheater #performing #acting #directing #producing
#broadway #theaterpodcast

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Episode 21: Showmance Jan 27, 2023

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Guest Dustin Ceithamer joins Michael and Nathan once again as they discuss their most requested topic to date - SHOWMANCE
#theater #theatre #showmance #acting #directing #producing #communitytheater

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Episode 20: Dustin Ceithamer Part 2 Jan 20, 2023

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Michael and Nathan talk with Obi Wan actor Dustin Ceithamer about his early years as an actor. Dustin offers an intimate view into his life. Star Wars fan or not, this is a great episode!

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Episode 19: The Dustin Ceithamer Interview Part 1 Jan 13, 2023

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Michael and Nathan interview Dustin Ceithamer (Ned -B) from the show Obi Wan.
Dustin talks about his audition, character development, being on the set of a Star Wars shoot, and much more.
#theater #theatre #starwars #Obiwan #acting #directing #producing #droid #Mosesingram #Georgelucas

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Episode 18: The Zach Michel Interview Jan 06, 2023

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Michael and Nathan talk with Zach Michel about his career as a magician. A great listen for those breaking into the magic industry, or curious about the world of magic. Wanto to hear about the websites magicians use, best place to buy tricks, how to book shows, and how to put a performance together? Listen here to get Zach's take on it all!
#theater #theatre #magic #communitytheater #magiccastle #acting #directing #producing #theactinglife

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Episode 17: Reaching New Goals Dec 30, 2022

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Nathan and Michael discuss theatrical growth, and what to do when you feel you've reached a plateau. This is a great episode for exploring new areas of growth in the new year.

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Episode 16: Directors Who Precast Dec 23, 2022

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Nathan and Michael take a question from a listener, asking their opinion about directors who precast roles in a show.

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Episode 15: Unique Shows Dec 16, 2022

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In this episode, Nathan, Michael, and special guest John Guminiak discuss a few extremely unique shows, including "The Polar Express" train and Butoh Beethoven.

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Episode 14: The Inland Theater League Dec 10, 2022

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Michael and Nathan take a question from a listener asking us to discuss our thoughts on the Inland Theater League Awards.

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Episode 13: Leadership Nov 30, 2022

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Nathan and Michael answer a question on leadership skills

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Episode 12: Ping Chong and Upcoming Shows Nov 25, 2022

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In this episode Michael discusses a recent trip to New York where he met renowned artist, Ping Chong. Nathan and Michael each discuss their upcoming productions, Christmas Carol and Perfect Timing.

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Episode 11: Special Guest Debi Casey: The Costuming Facet of Theater Nov 18, 2022

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Michael and Nathan bring costumer Debi Casey onto the show to discuss her legendary designs.

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Episode 10: Addams Family and Playing Doctor Nov 11, 2022

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Michael and Nathan discuss their recent productions, The Addams Family and Playing Doctor. Nathan discusses the challenges and joys of touring a show.

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Episode 5.5 Special Guest John Guminiak Nov 01, 2022

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* Note: This episode , while we love the content, has moments of terrible audio difficulty. We still wanted to release this episode because we enjoyed the content, and enough listeners encouraged us to do a release despite the audio problems. We apologize for the inconvenience as you listen.
In this episode, Nathan and Michael welcome guest star John Guminiak. John is a stand up comedian, musician, magician and painter. Michael, Nathan, and John discuss recovering from a failure.

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#8 Have We Ever Stopped A Show? Oct 15, 2022

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The show must go on..... until it can't. Nathan and Michael discuss times when their shows have had to come to a hault.

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#7 What Made Us Want To Be Involved In Theater Oct 08, 2022

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Nathan and Michael are asked "what made you both want to be involved in the theater", and the two producers share the events that led to their future careers.

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Episode 6: Taking Questions From Our Listeners Oct 01, 2022

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Nathan and Michael talk about the difficulties of making a profit in the theater, as well as getting actors to return to your theater.

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#5 Growing Your Theater Audience Sep 27, 2022

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Michael and Nathan discuss how to grow the audience base of your theater.

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#4 Questions From Our Listeners Aug 30, 2022

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How do we work with people from different walks of life?
What happens when your content offends the audience?
What are some of our worst experiences on stage?
Hear about the time Michael and Nathan were beat up by an old man.
All this and more on episode 4.

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#3 Creating Atmosphere Aug 30, 2022

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Nathan and Michael discuss how to create atmosphere and a themed presence in your theater.

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#2 Choosing A Play Aug 30, 2022

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Nathan and Michael discuss the process of selecting plays to present at their theaters. Catchy titles, set requirements, talent factors, budgeting concerns - its all here. If you're curious about the ins and outs of finding the perfect script for your theater, this is the episode for you!

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#1 Starting A Theater Aug 30, 2022

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In this episode, Nathan and Michael each discuss how they built their theater companies, including all the challenges they faced along the way.. A great listen for those interested in what goes on behind the scenes in starting a theater company.

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