Making Media

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In their own words

How to build a media business by two outsiders learning the craft. Matt Reustle and Dom Cooke have decades of experience in investing but almost none in the media industry. In each episode, they talk to great media operators, document their own media building efforts, and dissect their favorite business content. Join these two content junkies in their fight to save long-form media against the attention span crisis. Join the resistance. Learn more and stay up to date at www.joincolossus.com. An entrepreneurship show, by entrepreneurs, for the entrepreneur.

As heard by us

Based on 6 episodes we listened to · September 2026

Making Media turns conversations with media operators into concrete lessons about audience ownership, distribution, monetization, and disciplined growth.

Making Media follows the money and operating choices behind media companies, with Matt Reustle and Dom Cooke pressing guests on how audiences become durable businesses.

Read our full review in PlayNext →

Why you'd press play

Hulk's rights problem is fair game here, if your media curiosity follows the money.

Press play if you want

  • Marvel's character contracts explained as business constraints, not superhero trivia
  • to hear why a podcast sponsor's checkout flow matters after the ad read
Read the full recommendation in PlayNext →

Talks about

Best episodes of Making Media

Short reviews from the PlayNext desk, based on the episodes we processed.

Undisputed Media Lessons with Mike Stricoff

A practical tour of sports media, platform strategy, and the business behind personality-led shows.

Making Media uses Mike Strickhoff's career to show how personality-driven sports media gets built, then rebuilt, as platforms shift around it.

Walking the Fairways with CBS Sports Writer Kyle Porter

A sharp look at how a niche sports writer keeps a durable voice.

Kyle Porter’s path through golf media reads less like a tidy career arc and more like a voice finding a place to live. The best part of the conversation is how it ties his CBS work, newsletter, and books to a simple problem: how to stay close to the work you care about without…

A 30,000 Foot View of Niche Media Businesses with Jon Ostrower

A grounded look at how a focused aviation publisher turns specialization into a subscription business.

John Ostrower lays out a tight case for The Air Current: a subscription business built on narrow aviation coverage, with a reader-first model and a small team of four to five people.

A Lesson in Paid Growth with Jonathan Becker

A clear look at paid growth as capital allocation, not just ad spend.

Jonathan Becker frames paid growth as a question of capital allocation, and that angle suits the discussion. He and the hosts lean on Thrive Digital's scale, including more than $3.5 billion in deployed paid acquisition budgets, to keep the focus on investment, measurement, and…

Best Books, Movies, and Podcasts of 2023 with Web Barr

A roundup that turns curation into the main point.

Making Media treats a roundup as an argument for curation itself. Webb Barr joins the hosts as they revisit High Bar Media picks and resurfaced interviews, and the conversation keeps returning to what makes a work last: a sharp interview, a memorable scene, a recommendation that…

Every Things, Everywhere, All at Once with Dan Shipper

A clear look at how Every keeps evolving as a media business.

This episode uses Dan Shipper and Every to show how a media company can keep changing without losing its core. It follows Every's move from a pandemic-era bundle of business newsletters by different authors to a daily essay newsletter on technology, productivity, and AI, with…

Inside Architectural Digest with Amy Astley

A clear look at how AD balances heritage, format, and audience reach.

The piece treats Architectural Digest as a century old brand that has to keep its history intact while still moving with design culture. Amy Astley makes that tension feel concrete, especially when the conversation moves from the magazine to video, social platforms, and then…

The Story of Stripe Press with Tamara Winter

A Stripe Press conversation about mission, editorial taste, and how carefully made books get produced.

Tammy Winter, Stripe Press's commissioning editor, anchors a conversation about why a payments company would back a publishing house built around physical books and big ideas.

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Episodes

  1. 1

    A Lesson in Paid Growth with Jonathan Becker

    Jonathan Becker, founder of Thrive Digital, says his team has deployed more than $3.5 billion in paid acquisition budgets and uses the same logic as value investing when buying media.

    ·55m·3 clips
  2. 2

    Building a Podcast Empire with Jack Davenport

    Hidden gem

    Jack Davenport says Goalhanger Podcasts now reaches about 30 million downloads a month across The Rest Is History, The Rest Is Politics, The Rest Is Football, The Rest Is Money, and The Rest Is Entertainment.

    ·44m·2 clips
  3. 3

    Undisputed Media Lessons with Mike Stricoff

    Mike Strickhoff maps sports media from the inside.

    ·57m·3 clips
  4. 4

    Spike Eskin - What Sports Media Can Teach Us

    Hidden gem

    Spike Eskin, head of programming at New York's WFAN and host of The Rights to Ricky Sanchez, assigns 60% of an ideal sports host to fearless opinions and the ability to withstand being wrong.

    ·1h 9m·4 clips
  5. 5

    Business, Culture, and Content with Emily Sundberg

    Hidden gem

    Emily Sundberg joins Making Media and is asked how she describes herself.

    ·1h 4m·4 clips
  6. 6

    Read What Matters with Ben Springwater

    Hidden gem

    Ben Springwater, founder of Matter, says he and co-founder Rob were Pocket users at Nextdoor who started from frustration with stitching together reading tools.

    ·59m·3 clips
  7. 7

    2023 Recap

    Making Media's 2023 recap opens with a macro read on podcasting: December downloads for the top 20 publishers were down 24% year over year, ad rates fell from $25 CPM to about $22, and new RSS feeds hit a five-year low at just over 200,000.

    ·30m·1 clip
  8. 8

    Walking the Fairways with CBS Sports Writer Kyle Porter

    Hidden gem

    Kyle Porter, a CBS sports writer who has covered golf since 2012, says he has grown tired of professional golf because of the PGA Tour-LIV conflict while feeling more connected than ever to playing the game himself.

    ·51m·3 clips
  9. 9

    A 30,000 Foot View of Niche Media Businesses with Jon Ostrower

    Hidden gem

    Jon Ostrower describes building The Air Current as a subscription publication for aviation and aerospace, with a strict paywall, glossy PDF products, and direct email and push-notification distribution.

    ·50m·3 clips
  10. 10

    The Evolution of FreightWaves with Craig Fuller

    Hidden gem

    Craig Fuller discusses how FreightWaves evolved from a commodity futures market concept into a media and data business.

    ·1h 4m·1 clip
  11. 11

    Mastering Podcast Monetization with Matthew Sherry

    Matthew Sherry, CEO of Platform Media, discusses how he built a unique podcast business by solving distribution and monetization challenges.

    ·59m·5 clips
  12. 12

    Decoding Media with Peter Kafka

    Hidden gem

    Peter Kafka discusses how media business models continuously reinvent themselves.

    ·47m
  13. 13

    Every Things, Everywhere, All at Once with Dan Shipper

    Hidden gem

    Dan Shipper, CEO of Every (pandemic-era business newsletter bundle), discusses the evolution of his company and personal identity as both founder and writer.

    ·59m·2 clips
  14. 14

    7 More Nuggets of Media Wisdom

    Dom Cooke shares seven key lessons from a year of running a media business, emphasizing listener-centricity, the slow-growth nature of media, simplicity in production, the critical role of newsletters, challenges with subscriptions, team communication, and long-term consistency.

    ·37m·3 clips
  15. 15

    Inside Architectural Digest with Amy Astley

    Hidden gem

    Amy Astley describes how she took Architectural Digest from a mostly print magazine into a multimedia brand while still treating the magazine as the center of the business.

    ·57m·3 clips
  16. 16

    The Story of Stripe Press with Tamara Winter

    Hidden gem

    Tammy Winter, Stripe Press’s commissioning editor, explains why a payments company built a publishing arm with fewer than 10 full-time staff.

    ·59m·3 clips
  17. 17

    The MCU: A Marvel Deep-Dive with Joanna Robinson

    Joanna Robinson discusses her definitive book on Marvel's history, tracing the MCU from pre-Disney days to its recent perceived decline.

    ·1h 10m·3 clips
  18. 18

    The North Face Presents with Kaki Orr

    Hidden gem

    Kaki Orr from The North Face discusses how major brands approach authentic storytelling, media production, and the challenges of maintaining creative integrity within commercial constraints.

    ·54m·2 clips
  19. 19

    Best Books, Movies, and Podcasts of 2023 with Web Barr

    Hidden gem

    Webb Barr recommends Patrick Radden Keefe’s New Yorker profile on Larry Gagosian, describing it as a long-form biography that moves from William Morris poster sales in Los Angeles to an art-world empire.

    ·51m·3 clips
  20. 20

    Tim Ferriss - Curating Curiosities

    Hidden gem

    Making Media marks Tim Ferriss's 10th podcast anniversary and billion-download milestone with a conversation about how he approaches interviewing.

    ·1h 25m·5 clips
  21. 21

    Building The Athletic with Adam Hansmann

    Hidden gem

    Adam Hansmann says The Athletic launched in 2016, when paid content was still a contrarian idea and local sports coverage was shrinking in places like Chicago.

    ·55m·3 clips
  22. 22

    The Ringer’s Press Box with Bryan Curtis

    Oct 26, 2023·58m
  23. 23

    The Power of a Newsletter with Lenny Rachitsky

    Oct 19, 2023·1h 2m
  24. 24

    Inside Colossus - Debriefing a Successful Launch

    Oct 17, 2023·28m
  25. 25

    Media Playbooks: Events, New Verticals, and More with Jacob Donnelly

    Oct 12, 2023·41m
  26. 26

    7 Nuggets of Media Wisdom

    Oct 5, 2023·27m
  27. 27

    Life as a Writer with David Coggins

    Sep 28, 2023·48m
  28. 28

    The Voice of Pickleball with The Dink’s Thomas Shields

    Sep 21, 2023·56m
  29. 29

    More with Less Media with Brian Morrissey

    Sep 14, 2023·1h 2m
  30. 30

    Matt Levine - Wall Street’s Art Critic

    Sep 7, 2023·57m
  31. 31

    Flying Under the Radar with Flightradar24

    Aug 31, 2023·53m
  32. 32

    Courtside with The Tennis Podcast and David Law

    Aug 24, 2023·1h 1m
  33. 33

    The Man Behind Richard Branson and Virgin’s Brand

    Aug 17, 2023·50m
  34. 34

    How to Start a Podcast

    Aug 10, 2023·47m
  35. 35

    Finding Your Favorite Thing with Liberty RPF

    Aug 3, 2023·1h 10m
  36. 36

    Is Forbes Worth $800 Million?

    Jul 27, 2023·44m
  37. 37

    Making Epic Acquisitions with Kevin Espiritu

    Jul 20, 2023·1h 1m
  38. 38

    Rethinking the Membership Model

    Jul 13, 2023·57m
  39. 39

    Om Malik on his Conversation with Brunello Cucinelli

    Jul 6, 2023·56m
  40. 40

    Building the Disney of B2B with Adam Ryan

    Jun 29, 2023·1h 2m
  41. 41

    Nailing a Niche in Radio with Louis Timpany

    Jun 22, 2023·43m
  42. 42

    Top Content of 2023 with Web Barr

    Jun 15, 2023·58m
  43. 43

    Inside Colossus - Reflections on Hosting a Podcast with Eric Golden

    Jun 8, 2023·1h 6m
  44. 44

    All the Media Growth Hacks with Chris Hutchins

    Jun 1, 2023·1h
  45. 45

    Morgan Housel on Writing

    May 25, 2023·1h 4m
  46. 46

    IP: Making, Managing, and Monetizing with Legendary Comic Book Artist Todd McFarlane

    May 18, 2023·1h 25m
  47. 47

    A Media Briefing with Sara Fischer

    May 11, 2023·1h 7m
  48. 48

    The Secrets of Powerful Speaking and Listening with Julian Treasure

    May 5, 2023·1h 11m
  49. 49

    Inside Colossus: Mailbag and Metrics

    May 4, 2023·39m
  50. 50

    Inside the Ropes with No Laying Up

    Apr 27, 2023·1h 36m
  51. 51

    Is Podcasting the Future or the Past?

    Apr 20, 2023·1h 3m
  52. 52

    The Email Economy with ConvertKit’s Founder Nathan Barry

    Apr 13, 2023·1h 14m
  53. 53

    Merchandise and Marketing with Michael Williams from A Continuous Lean.

    Apr 6, 2023·1h 2m
  54. 54

    Harvard’s Media Giant with HBR's Editor in Chief Adi Ignatius

    Mar 30, 2023·1h 7m
  55. 55

    Hiten Samtani - The Real Estate “Media” Game

    Mar 23, 2023·1h 1m
  56. 56

    Simon Owens - The Modern Media Landscape

    Mar 16, 2023·1h 11m
  57. 57

    Inside Colossus: Ideal Episode Length, Monetization, and Production Process

    Mar 9, 2023·38m
  58. 58

    Doug DeMuro - Driving Content to Commerce

    Mar 2, 2023·1h 14m
  59. 59

    Our 12 Most Influential Business Essays with Packy McCormick

    Feb 23, 2023·1h 12m
  60. 60

    Eric Nuzum - A Workshop on How to Podcast

    Feb 15, 2023·1h 11m
  61. 61

    Spike Eskin - What Sports Media Can Teach Us

    Feb 9, 2023·1h 10m
  62. 62

    Inside Colossus - Spilling the Secrets of Our Launch

    Feb 2, 2023·47m
  63. 63

    Patrick O’Shaughnessy - Hunting for Magicians

    Jan 30, 2023·1h 15m
  64. 64

    Sean Griffey - Big Bucks in Narrow Niches

    Jan 30, 2023·55m
  65. 65

    The Origin Story

    Jan 27, 2023·6m