Creative Wayfinding For Ambitious Optimists.

The Creative Expectations Manifesto

June, 4, 2022

🧭 This blog post is adapted from my Creative Wayfinding Newsletter.

  1. Creative work is not a sprint
  2. But it’s also not a marathon
  3. Because there is no finish line (except, of course, death)
  4. Creative progress is best measured in decades
  5. The first of which, you’ll spend largely in obscurity and indifference
  6. And no matter how many decades you have after that, there will never be enough time
  7. You’ll never get through your to-do, to-read, or to-create lists
  8. You’ll never have large swaths of time to dedicate to your creative work
  9. Your craft will always live in the small pockets you carve out for it
  10. But these are more than enough to create work that matters
  11. Though it will require a never-ending series of hard, painful choices about what to pursue and what to abandon
  12. If you’re lucky, you’ll be able to pursue a tiny fraction of your creative ideas
  13. And most of them will flop
  14. But the ones that hit make up for it and more
  15. Going through the flops (maybe dozens of them) is the only way to get to the hits
  16. No matter how many hits you have, you’ll never feel like you’ve “made it”
  17. It will never get easier
  18. In fact, it will get harder
  19. Because the scale and complexity of the problems you take on will scale alongside your own progression
  20. No matter how much you grow & progress, you’ll never figure it all out
  21. But the mystery is exactly what makes this work special
  22. If you’re not happy in your work now, you’re not going to be happy with more money, a larger audience, or greater opportunities
  23. Speaking of success, you likely won’t become famous
  24. You won’t become a household name
  25. You won’t impact millions of people
  26. You won’t be remembered
  27. Rejection and indifference by the masses are the norm
  28. But the narrower you focus, the greater your chances of both resonance & success
  29. And a narrow, highly resonant audience is enough to make a thriving career of this
  30. Your goal is to find 1,000 (maybe fewer) people for whom your work is their favourite thing
  31. And you can achieve that
  32. But you’re probably not yet ready
  33. Because your work isn’t as good as you think
  34. And yet it also has more potential than you imagine
  35. To find it, you’re going to have to veer away from other people’s frameworks, strategies, and paths to creative success
  36. The only path to your creative potential is the one you carve
  37. To find it, you need to get better at listening
  38. Because you don’t know your audience as well as you think
  39. More importantly, you don’t know yourself
  40. Unlocking your best work will require you to dig deeper into your motivations, curiosities, and questions
  41. To acknowledge that you don’t have an inherent purpose
  42. And that you might never find your “passion”
  43. But you don’t need purpose or passion or clarity to do meaningful, successful work
  44. Humble curiosity is enough
  45. And the courage to follow it, especially when no one else has beat a path in that direction
  46. At the forks in the road, much of the time you’ll guess wrong
  47. Things won’t work out the way you want or expect them to
  48. But often enough, they’ll work out better, in the most surprising and unexpected ways
  49. You can’t engineer or plot your course to these outcomes
  50. The only way to get there is to keep moving forward
  51. The odds of achieving creative success are long
  52. Most people aren’t willing or able to stick with it long enough to beat them
  53. But knowing what you’re up against is the best way to improve your chances
  54. You’re already on the right path
  55. If you keep walking, you’ll end up where you’re meant to be.


Explore how to navigate a creative life that matters

This article originally appeared in my weekly Creative Wayfinding Newsletter. Each issue is the product of a week of work, and contains something not available for sale.

A fresh perspective, a shot of encouragement when you need it most, and maybe even some genuine wisdom from time to time.

Each week, we explore a different facet of the question “How do we navigate the wilds of creating work that matters?”

It’s something I’m proud to create and I’d be honoured to share it with you.


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    Hi, I'm Jeremy, I'm glad you're here.

    No matter what you create, I'm guessing you spend a good amount of time feeling lost, hopeless, and unsure about how to get from where you are to where you want to be.

    So do I. And so does everyone doing creative work.

    This is the Creative Wilderness.

    Every week, I publish a new article in my Creative Wayfinding newsletter about how we as creators and marketers can navigate it with more clarity and confidence.

    If you're building something that matters, but aren't quite sure how to take the next step forward, I'd be honoured to have you join us.