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Could Be Worse

Hosted by Matt Osterman · business · EN-US

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About this Podcast:

Could Be Worse: Big Ideas, Midwest Grit, and Just Enough Self-Deprecation. Could be Worse with Matt Osterman is a journey into the stories of working creators, filmmakers, artists, and entrepreneurs between the coasts. Sometimes hilarious, often aspirational, always valuable. Join as we uncover successes, failures, and insights on building, creating, and thriving in flyover country. This series is for anyone building or creating and appreciates the power of not waiting for permission.

Pitch Analysis

Required Pod Score for this podcast. PitchCentric checks your profile against host openness, topical fit, and audience signals before you generate a pitch.

Contact path

Public web form

Booking probability

19%

Guest openness

Selective

80/100
Required Score

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Questions about Could Be Worse

What is Could Be Worse about?

Could Be Worse: Big Ideas, Midwest Grit, and Just Enough Self-Deprecation. Could be Worse with Matt Osterman is a journey into the stories of working creators, filmmakers, artists, and entrepreneurs between the coasts. Sometimes hilarious, often aspirational, always valuable. Join as we uncover successes, failures, and insights on building, creating, and thriving in flyover country.

Who hosts Could Be Worse?

Could Be Worse is hosted by Matt Osterman. The show has published 31 episodes to date.

What has Could Be Worse covered recently?

Recent episodes include "Discovering Rosario Dawson, Winning Over Burt Reynolds, and Embarrassing Yourself in Front of Spike Lee with Van Hayden" (4 April 2025, 47 minutes), "Navigating the Creator Economy: Authenticity, Burnout & Building Community with OnlyAubss" (25 March 2025, 37 minutes), and "Championing Indie Film & Creative Growth in MN with Andrew Peterson" (12 March 2025, 52 minutes).

How often does Could Be Worse publish?

Could Be Worse publishes roughly every two weeks, with episodes averaging 59 minutes across 31 episodes.

How hard is it to get booked on Could Be Worse?

Booking probability for Could Be Worse is 19%, and the host is rated Selective on guests. Could Be Worse requires a Pod Score of 80 or higher. Could Be Worse's contact route on record: public web form.

Who should pitch Could Be Worse?

The strongest fits for Could Be Worse are Artists, Writers & Performers and Business & Management Consulting. Could Be Worse has a business audience.

About the host

Matt Osterman hosts Could Be Worse, a business podcast with 31 episodes published.

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Recent episodes

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

  • Could Be Worse

    Discovering Rosario Dawson, Winning Over Burt Reynolds, and Embarrassing Yourself in Front of Spike Lee with Van Hayden

    Apr 4, 202547 minS0

    <p>What actually goes into running a movie set? In this episode, we sit down with a legendary first assistant director whose resume reads like a film studies syllabus. From humble beginnings in Minnesota to working with...

  • Could Be Worse

    Navigating the Creator Economy: Authenticity, Burnout & Building Community with OnlyAubss

    Mar 25, 202537 minS0

    <p>What does it take to build a social media following while staying true to yourself? In this episode, we sit down with Aubrey Regner (@OnlyAubss), a Minnesota-based content creator who shares her journey from making...

  • Could Be Worse

    Championing Indie Film & Creative Growth in MN with Andrew Peterson

    Mar 12, 202552 minS0

    <p>In this episode, Matt sits down with Andrew Peterson, a filmmaker, producer, and advocate for independent artists. Andrew shares his journey from location manager to executive director at FilmNorth, highlighting his...

  • Could Be Worse

    Filmmaking, Finance, and Existentialism with Dave Ash

    Feb 26, 202544 minS0

    <p>How do you balance a career in corporate finance with a passion for filmmaking? David Ash—writer, director, and creator of Incompleteness—shares his journey from writing screenplays in Excel to producing an...

  • Could Be Worse

    Designing Games, Scoring Films, & Rewriting the Rules with Charlie McCarron

    Feb 10, 202552 minS0

    <p>In this episode, host Matt Osterman sits down with Minnesota film composer and board game designer Charlie McCarron to discuss the intersection of music, storytelling, and game design. Charlie shares his journey from...

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  • Episode #8

    From YouTube's Early Days to Working with Netflix, Justinsuperstar has Stories to Tell

    Sep 16, 202456 minS2

    <p>Join us for a jam-packed conversation with Justinsuperstar, a creative force who has had a front row seat to the online video explosion. In this episode, Justin reflects on his early days of online content creation...

  • Episode #7

    Exploring Cryptids and the Horror Genre with Anthony Cousins

    Jul 15, 202458 minS2

    <p>This week, we chat with Anthony Cousins, the director of the acclaimed short When Susurrus Stirs and the found footage horror film Frogman. Anthony has made waves in the indie horror genre with his film Frogman, a...

  • Episode #6

    The Magic of Themed Entertainment & Immersive Storytelling with Chris Grap

    Jul 8, 20241h 10mS2

    <p>This week, we chat with Chris Grap, the Vice President of Experiential Entertainment at the Mall of America. Chris shares his journey from working on film sets in LA to creating immersive experiences at the largest...

  • Episode #5

    In the Director’s Chair: Matt Osterman on Movies, Marketing, and More

    Jul 1, 20241h 2mS2

    <p>After one and half seasons, it's time we learn a little more about our host, Matt Osterman. Join Propellant team members, Lexi and Taylor, as they turn the tables and interview Matt for an exclusive look at his...

  • Episode #4

    Working with Hollywood Legends and the Future of Cinema with Steve Speers

    Jun 24, 20241h 15mS1

    <p>Join us for an engaging discussion with Steve Speers, legendary Camera Assistant and owner of Cinemechanics, as he takes us through his remarkable career in the film industry. In this episode, Steve opens up about...

  • Episode #3

    Spielberg, Tarantino, Guy Pearce, and the coming AI revolution with Andy Hunt

    Jun 17, 20241h 16mS2

    <p>Join us for an information packed and hilarious conversation with Andy Hunt, a filmmaker whose career spans reality TV, independent films, digital projects, and teaching film production. In this episode, Andy shares...

  • Episode #2

    Should we RETHINK THEATER? A conversation with Ansa Akyea

    Jun 10, 20241h 7mS2

    <p>In this episode of the Propellant podcast, Ansa Akyea takes us into his journey in the theater world, sharing insights on the power and tools available to actors and creatives today. He reflects on his diverse...

  • Episode #1

    Marisa Coughlan: No excuses, puking it out on the page, and stories from the Hollywood trenches

    Jun 3, 20241h 6mS2

    <p>Join us for a fun and inspirational conversation with the talented Marisa Coughlan, an accomplished actress and writer known for her roles in “Teaching Mrs. Tingle,” “Super Troopers,” and “Boston Legal.” In this...

  • Episode #18

    Surviving Death and Shaping Cinema's Future

    Mar 11, 20241h 4mS1

    <p>Jeff Hayne of Mill Creek Entertainment takes us through his journey from a life-altering accident to becoming one of the nation’s largest behind-the-scenes players in film and tv distribution. Discover his insights...

  • Episode #17

    How to blow up on TikTok, get cancelled, blow up again, and start all over with John O'Sullivan.

    Mar 4, 20241h 1mS1

    <p>Join us on this week's Propellant podcast as we take a tour into the mind of John O’Sullivan. John is best known for his entertaining one-minute virtual tours he presents on TikTok and other platforms. His presence...

  • Episode #16

    VR, AR, and Spatial Computing with Amir Berenjian of REM5 Studios

    Feb 22, 202456 minS1

    <p>This week, we're diving headfirst into the word of virtual reality, augmented reality, and spatial computing with Amir Berenjian. He is the co-founder, CEO, and visionary behind REM5, a group of immersive technology...

  • Episode #15

    Writing for True Detective, Beating Hollywood, and Crushing it as a Screenwriter with Wenonah Wilms

    Feb 16, 202453 minS1

    <p>On this episode, we chat with screenwriter, Wenonah Wilms. We talk about what it was like to work as a writer on season 4 of True Detective, her feelings on working within the Hollywood system, winning the...

  • Episode #14

    A New Era of Brewing and Leadership with Bauhaus Brew Labs' Matt Schwandt | Propellant Minnesota

    Feb 5, 202453 minS1

    <p>In this episode, we're thrilled to welcome Matt Schwandt, the visionary co-founder and president of Bauhaus Brew Labs. Located in the heart of Northeast Minneapolis, Bauhaus Brew Labs stands out not just as a...

  • Episode #13

    Life at Netflix & Starting Over in Minnesota with Carly Lassegard

    Jan 23, 20241h 26mS1

    <p>In this episode of Propellant Minnesota, Carly Lassegard shares her amazing journey from a quick Craigslist job search to eventually becoming an important creative executive at Netflix responsible for some of the...

  • Episode #12

    Selling Rocks to Millionaires: Artist Zoran Mojsilov on Creating, Selling, and Living

    Jan 3, 202446 minS1

    <p>In this episode of Propellant Minnesota, we sit down with Zoran Mojsilov, a truth-telling sculptor whose journey took him from Serbia to Paris, and finally to Minnesota. Transitioning from his early days as a...

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