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Could Be Worse

Could Be Worse

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Could Be Worse is a business podcast hosted by Matt Osterman. It has 31 episodes, with the latest published April 2025.

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.

business ·en-us ·31 episodes

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1

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

2

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

3

Championing Indie Film & Creative Growth in MN with Andrew Peterson

4

Filmmaking, Finance, and Existentialism with Dave Ash

5

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

6

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

7

Exploring Cryptids and the Horror Genre with Anthony Cousins

8

The Magic of Themed Entertainment & Immersive Storytelling with Chris Grap

9

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

10

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

11

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

12

Should we RETHINK THEATER? A conversation with Ansa Akyea

13

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

14

Surviving Death and Shaping Cinema's Future

15

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

16

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

17

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

18

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

19

Life at Netflix & Starting Over in Minnesota with Carly Lassegard

20

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

21

Philosophy & Storytelling via Color Grading with Oscar Oboza

22

TV Acting, Industry Realities, and Union Advocacy with Lily Rains

23

Prince, Paisley Park & Movie Magic: Behind the Scenes with Craig Rice

24

From Indiana Jones Newbie to Leading Makeup Departments: April Garland's Inspiring Film & TV Journey

25

When Art and Activism Collide: Toussaint Morrison on Acting, Performing, and Speaking Truth to Power

26

From Stranger Things to the Guthrie stage: Sasha Andreev on the ups and downs of a working actor

27

Minnesota's Film Industry Insights with Jade Orth from the Minnesota Film and TV Board

28

Film Festival Secrets: Jatin Setia, Executive Director of The Twin Cities Film Festival

29

Changing Climates, Changing Homes with Taylor Karasch and Doug Sidney of Cloud9 Insulation

30

Director Mike P. Nelson "V/H/S/85, Wrong Turn, The Domestics" on finding success in Hollywood all the way from Minnesota.

31

Justen Jones on acting in a small market, showing up for yourself, & building your brand.

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