182. Pretty Emails Don’t Pay The Bills, with Sky Bailey

In this episode, I’m joined by email marketing strategist Skye Bailey for a conversation that completely shifted how I think about email—and honestly, how I’ll be showing up in my business moving forward.

This is not a fluffy “you should probably send emails” conversation. This is about what actually works, especially if you’re a small business owner doing a lot with limited time, energy, or support.

Skye shares her journey from retail and data-driven roles into becoming an email expert, and breaks down the biggest mistakes she sees (that most of us are making 👀), along with the simplest shifts that can create real results, fast.

Inside this episode, we chat about:

  • Why emailing your whole list might be hurting your results
  • How to use engaged segments (and why they matter more than list size)
  • How often you actually need to be emailing (this might surprise you)
  • The power of waitlists—and how to turn them into real conversions
  • How to approach launches without feeling spammy or overwhelming
  • What to focus on if you only have 1–2 hours a week for email
  • Lead magnets that actually convert (and why most don’t anymore)
  • Reframing unsubscribes and what they really mean for your business

If you’ve been underutilising your email list, overthinking what to send, or quietly avoiding it… this episode will shift that.

…

Sky builds email strategies for small eCommerce brands who are doing a lot with not much, limited time, lean teams, and a never-ending to do list.

Sky cares about two things, emails that are optimised to drive sales, not just look good, and making email feel doable, not like a giant project you keep putting off.

Connect with Skye:

✨ Instagram.

✨ TikTok.

✨ YouTube.

✨ Website.

 


 

 

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· CASSIE MENDOZA-JONES ·

I’m Cass Mendoza-Jones. I see the blocks you can’t quite name (in your life, biz, and creative work), and help you shift them without needing to journal 17 pages a day (although you totally can!), so you're aligned with calling in more of what you want... or something even better.

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