Hit Send Anyway: Finding Confidence and Connection in Your Emails

Marketing and Education

Most education brands know email should be their strongest channel and yet it rarely delivers on its potential. Between inconsistent sends, generic copy, and the pressure to sound “professional,” messages that could build real connection often end up sounding like noise.

Email strategist Liz Wilcox joins Elana to share how education organizations can shift from transactional messaging to meaningful communication. She breaks down why simplicity outperforms polish, how to build trust through steady, human touchpoints, and what the best senders are doing differently in 2025.

She outlines her “follower, friend, customer” framework, a 20-minute approach to writing newsletters that actually get read, and the mindset shift from selling to serving. Liz also explains how a strong onboarding sequence sets the tone for every future interaction—and why owning your mistakes in email can make people trust you more, not less.

If you’ve ever hesitated to hit send or wondered what to say next, this episode will reset how you think about email.

What You’ll Learn

• Why email should be the backbone of your marketing strategy—not an afterthought
• How to turn your list into a community through consistency and simplicity
• The “follower, friend, customer” model for long-term trust and engagement
• The 20-minute newsletter framework that makes authentic communication sustainable
• How to balance professionalism with personality (and why both matter)
• Why transparency, even in mistakes, builds loyalty faster than polish

Access the full show notes.

Mentioned in this episode:

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