
403: How to access your main character energy (with Olivia Wickstrom)
From How to Write for a Living by David McIlroy
April 26, 2026 · 39 min · Season 4 · Episode 3
About this episode
Olivia Wickstrom shares her journey of transforming her Substack from a cottagecore blog into a successful platform through experimentation and strategic changes.
Season 4, episode 3 is here! Olivia Wickstrom didn’t set out to build a Substack. She set out to make affiliate income from a cottagecore blog. What happened instead was a slow, sometimes frustrating, eventually life-changing discovery of what the platform could actually do for a writer willing to experiment. We covered a lot of ground in this one. What we discussed: - How Olivia’s Substack started as something completely different and gradually found its identity across three very distinct content pillars. - The nine months where almost nothing happened, and the specific change in her Notes strategy that finally broke the plateau. - Why she sometimes makes her best, most actionable content completely free, and what that counterintuitive decision does for her paid tier. - How she’s driving major Pinterest views to her Substack and what she’s still trying to figure out about it. - What romanticising your life actually looks like in practice. - The cultural differences between American and French attitudes to work that have subtly started to change how she thinks about her own life. - A brand new year-long series she’s announcing here for the first time, and why it might be her…
People in this episode
Host: David McIlroy
Guest: Olivia Wickstrom
Topics covered
- Substack
- content creation
- affiliate income
- cottagecore blog
- personal projects
- cultural differences
Keywords
- Substack
- affiliate income
- cottagecore
- content strategy
- cultural differences
- personal projects
Mentioned in this episode
Organizations: Substack, Pinterest
Places: American, French
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