Why Most Photographers Fail (And What No One Tells You About Success)

Cole Roberts (Way Up North founder) opens up about burnout, ego, and building a life that fuels your creativity, not drains it.

We talk about:

  • Why most photographers burn out
  • What makes (or breaks) a great speaker
  • Building a digital detox retreat in Sweden
  • The real reason he stepped back from destination weddings

If you’ve ever felt stuck, this one will shift your perspective.

Full show notes + blog: lillyredacademy.com/podcast

Timestamps

00:00 – The truth about being vulnerable

01:45 – Why photographers burn out

05:32 – What Cole looks for in speakers (it’s not followers)

11:20 – From photographer to entrepreneur

15:04 – His 25-year vision for a digital detox resort

21:33 – The real reason he left destination weddings

29:40 – Advice for photographers who want to speak on stage

35:01 – Why Instagram isn’t the path anymore

39:50 – Building legacy through family, not just business