Imperfect Creatives

Michael Carruthers

Exploring what it actually takes to do meaningful creative work in the real world either alongside or instead of traditional careers. Conversations with people at every stage of the journey, from side project builders to full-time creatives and founders, about the practical and emotional reality of choosing purpose over default paths.

  1. "Recovering Entrepreneur" Jacob O'Bryant on Building Products Full-Time, Why He Got a Job Again, and Invention as a Career Path

    15.10.2025

    "Recovering Entrepreneur" Jacob O'Bryant on Building Products Full-Time, Why He Got a Job Again, and Invention as a Career Path

    What happens when you chase your entrepreneurial dream for four and a half years and then realize it's not actually what you want? In this episode, I sit down with Jacob O'Bryant, creator of The Sample (now Yakread), to talk about his journey from quitting his job in his early twenties to going all-in on building his own products, only to discover that entrepreneurship wasn't the path he thought it would be. Jacob is refreshingly honest about the psychological toll, the gradual realization that he valued invention over business-building, and why going back to a full-time job wasn't defeat, it was clarity. We also explore the framework that sits between pure research and entrepreneurship: invention. It's a way of thinking about your work that doesn't require monetization or academic rigor, just meaningful exploration. Plus, we dig into unbundling social media: what it means, why it matters, and practical steps you can take as an everyday person to support a more open internet. If you've ever wondered whether the "quit your job and start a company" narrative is really for you, this conversation might give you a different perspective. Resources Mentioned: Jacob's website: https://obryant.dev/Jacob's "Invention" resource page: https://obryant.dev/invention/Jacob's product: https://yakread.com/Jason Crawford's "We Need a Career Path for Invention" essay: https://blog.rootsofprogress.org/a-career-path-for-invention"You Can Help Unbundle Social Media": https://obryant.dev/p/you-can-unbundle-social-media/"Wherever you get your podcasts is a radical statement": https://www.anildash.com//2024/02/06/wherever-you-get-podcasts/ Chapters: (00:00) Intro(01:40) Being a "Recovering Entrepreneur"(04:30) College Was a Waste(07:00) The Initial Itch: Ambition and Meaningful Work(09:20) Planning the Leap: Money, Marriage, and Runway(14:50) The Sample and Yakread(19:10) Not Going All In Again(21:00) Invention is Between Research and Business(26:30) The First Months: Euphoria to Reality(29:30) Why You Shouldn't Monetize Your Passion(31:15) Hustle Culture vs. The Messy Middle(34:00) Going Back to a Day Job Wasn't Defeat(36:30) How Entrepreneurship Changed Jacob's Work(38:30) Job Searching with Entrepreneurship on Your Resume(42:30) Unbundling Social Media(46:00) What Everyday People Can Do About It(51:10) Final Takeaway and Resources

    55 Min.
  2. "Couch Polyglot" Laura on Learning 7+ Languages, Building a Successful YouTube Channel, and Why Duolingo Won't Make You Fluent

    01.10.2025

    "Couch Polyglot" Laura on Learning 7+ Languages, Building a Successful YouTube Channel, and Why Duolingo Won't Make You Fluent

    In this episode, I sit down with Laura aka "Couch Polyglot", a polyglot and YouTuber with over 44k subscribers who creates awesome language learning content whilst also working a day job. We explore how she balances both worlds: maintaining multiple languages as well as a growing channel without burning out.  We dig into practical language learning techniques, why Duolingo might not cut it for serious learners, and how mindset often matters more than natural ability. Laura also shares what it's really like building a YouTube channel, the unexpected challenges of content creation, and her best advice for anyone juggling creative work with a day job. Resources Laura's YouTube channel CouchPolyglot: https://www.youtube.com/@CouchPolyglotLaura's website: https://www.couchpolyglot.comImperfect Creatives Newsletter: https://imperfect.emailImperfect Creatives website: https://imperfect.club Chapters (00:00) Intro(01:03) Starting a YouTube Channel During the Pandemic(03:09) From Teaching to YouTube(09:35) Balancing YouTube and Full-Time Work(13:42) Challenges & Realities of Content Creation(26:20) Mindset and Approaches to Language Learning(34:02) Is Duolingo Effective?(35:48) Starting from Scratch: Learning Basics(37:25) The Importance of Comprehensible Input(38:37) Maintaining and Activating Languages(39:57) Overcoming Language Learning Barriers(42:11) Finding Fun(46:58) Language Tandems (01:02:32) Resources & Recommendations

    1 Std. 5 Min.
  3. Elena Mostovova on Art for Breakfast, Galleries as Cultural Shortcuts, and Building an Online Community Through Authentic Writing

    17.09.2025

    Elena Mostovova on Art for Breakfast, Galleries as Cultural Shortcuts, and Building an Online Community Through Authentic Writing

    Elena Mostovova is a product manager and art enthusiast who writes Art for Breakfast, a weekly newsletter making art accessible and relatable to everyone. In this conversation, we explore how art can be a shortcut to understanding culture, why starting with contemporary work beats historical pieces, and Elena's journey from writing a personal art diary to building a public community around her writing. We dig into practical tips for connecting with art without needing an art history degree, how to navigate galleries as a beginner, plus specific gallery recommendations for Berlin and New York, as well as why emotional connection matters more than market value when it comes to both art as well as sharing your own work. Elena's Newsletter: Art for Breakfast - Subscribe on Substack Book Recommendation: Seven Days in the Art World by Sarah Thornton Chapters (00:00) Intro(01:22) Connecting with Culture Through Art(02:58) The Role of Art in Understanding History(05:59) Elena’s Personal Journey with Art(11:19) From Personal Diary to Public Sharing(15:10) Making Art Accessible(17:40) Practical Tips for Engaging with Art(22:52) The Human Side of Art(26:27) Art Collecting(30:16) Supporting Artists Beyond Monetary Investment(32:23) Galleries and Digital Spaces(34:38) Balancing Passion and Professional Life(36:11) Building a Community Through Your Work(43:27) Exploring Art Scenes in Berlin and New York(49:00): Resources & Recommendations

    54 Min.
  4. Catt Small on Juggling Creative Projects, Staff Design, and “Procrastiworking”

    03.09.2025

    Catt Small on Juggling Creative Projects, Staff Design, and “Procrastiworking”

    Catt Small is a staff designer who's figured out something most of us struggle with: how to juggle multiple creative projects without burning out. She's written a book, runs online courses, organizes conferences, develops games, and somehow manages to be intentional about where she puts her energy even with all of these competing interests. Also interesting is that Catt climbed to director level as a designer, then consciously stepped back into individual contributor work because she knew what gave her the most energy. We talk about how to build influence without a manager title, why validation matters before you commit hundreds of hours to a project, and how to say no to some projects so you can say yes to the right ones. Plus, practical advice on making the leap from senior to staff level and navigating workplace politics as an Individual Contributor (IC). This one's packed with insights for anyone trying to level up in their day job or figure out how to balance multiple creative projects alongside a demanding 9-5. Resources mentioned Pre-order Catt's fantastic book "The Staff Designer" here: https://rosenfeldmedia.com/books/the-staff-designerCheckout Catt's websiteGame Devs of Color Expo (Sep 16–19, 2025)Catt's Staff Designer courseCatt's book choices: The Crossroads of Should and Must by Elle Luna and Designing Your Life by Bill Burnett & Dave Evans More from Imperfect Creatives Subscribe to the newsletter:⁠⁠ ⁠⁠imperfect.email⁠⁠The website:⁠⁠ imperfect.club⁠⁠⁠⁠Instagram:⁠⁠ ⁠⁠@imperfect_creatives⁠⁠⁠⁠TikTok:⁠⁠ @imperfect.creatives⁠⁠⁠YouTube:⁠⁠ ⁠@Imperfect_Creatives Chapters (00:00): Intro(01:41): Catt's Early Programming Journey(03:31): From Web Dev to Graphic Design(06:05): Navigating Career Choices & Financial Realities(09:44): Evolving Relationship with Work & Side Projects(12:27): Balancing Multiple Projects & Avoiding Burnout(15:52): Saying No & Identity Beyond Projects(20:41): Handling External Perceptions & Self-Awareness(28:14): From Blog to Book(36:03): Staff vs. Management: Leadership & Influence(49:00): Building Influence as a Staff Designer(56:19): Game Devs of Color Expo(59:38): Resources & Final Takeaways

    1 Std. 4 Min.
  5. Owning your story, saying yes to opportunities, & being authentic with Dr. Rod Berger

    06.08.2025

    Owning your story, saying yes to opportunities, & being authentic with Dr. Rod Berger

    Dr. Rod Berger has a degree in clinical psychology, has interviewed over 4,000 people, and just wrote his first book "The Narrative Edge", but his real expertise is in finding the human behind the talking points. In this episode, we explore what makes storytelling important, how Rod breaks through people's scripted responses to get to authentic connection, and his philosophy that "if you're not telling your story, someone else is." Rod shares how his "Forrest Gump-like" career of saying yes to unexpected opportunities led him from psychology to refugee work to becoming a master interviewer. We dig into the vulnerable process of writing his first book, why he refuses to ask questions you could find in a press release, and how true presence and authenticity can change everything. Whether you're struggling to find your authentic voice or wondering how to connect more deeply with others, this episode will make you rethink how you show up in your own story. Links for this episode: Dr. Rod Bergers book "The Narrative Edge"Subscribe to the newsletter:⁠ ⁠⁠imperfect.email⁠The website:⁠ imperfect.club⁠⁠⁠Instagram:⁠ ⁠⁠@imperfect_creatives⁠⁠⁠TikTok:⁠ @imperfect.creatives⁠⁠YouTube:⁠ ⁠@Imperfect_Creatives Chapters (00:00) The Journey of Storytelling (05:36) Embracing Opportunities: The Power of Saying Yes (13:43) Crafting Your Own Narrative (22:09) The Art of Authentic Interviewing (30:46) The Addictive Nature of Storytelling (36:52) The Impact of Connection (42:51) The Importance of Being Present (46:56) The Evolution of Storytelling (54:59) Capturing Stories with Integrity (01:00:18) Episode Wrap-Up

    1 Std. 4 Min.

Bewertungen und Rezensionen

5
von 5
2 Bewertungen

Info

Exploring what it actually takes to do meaningful creative work in the real world either alongside or instead of traditional careers. Conversations with people at every stage of the journey, from side project builders to full-time creatives and founders, about the practical and emotional reality of choosing purpose over default paths.