New Squarespace podcast is launched! cover art

New Squarespace podcast is launched!

New Squarespace podcast is launched!

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Wayne and Olga introduce themselves and explain why they're launching a podcast together. They met at Squarespace Circle Day in New York (September 2025), connected online afterward, and started chatting so regularly about business that recording it felt like the natural next step. This first episode is a "why we're here" conversation — no deep topic, just origin story and intent.


Key themes in this episode:


  • Two very different business models (productized subscription vs. course/template shop) operating in the same Squarespace ecosystem
  • The loneliness of online entrepreneurship and the gap in having peers who truly understand niche platform businesses
  • Why the Squarespace-focused podcast space is underserved — and why audio + YouTube felt like the right format


Upcoming topics teased:


  • Selling to local clients
  • Selling templates
  • Discovery calls
  • Pricing
  • SEO
  • AI & market predictions
  • What clients really want (but don't say)
  • Circle designer identity theft scam
  • How to pivot your business model
  • Squarespace platform updates

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