Episode 7: How to Be a More Confident Writer and Storyteller
Confidence is a daily practice, not a personality trait.
In this solo episode, I answer a listener question from Bev about moving from email tech/strategy into paid writing, and I use my own current pivots (author, teacher, small-town creative) as a live case study in building real confidence.
Rather than waiting to “feel ready,” this episode shows you how to read the invitations you’re already getting, make small aligned experiments, and let action build identity.
Here’s what we cover:
The real question beneath Bev’s prompt—how to shift from implementer to writer without feeling like an imposter.
Why confidence follows identity (not the other way around), and how to spot the invitations you’ve been ignoring.
How I’m navigating my own pivots—writing a book, launching an accelerator, and reshaping my lifestyle—and why ease is the north star.
A simple tweak to make your newsletter sell without turning it into a pitch fest (subtle CTAs that point back to your offer).
Why it’s often easier to write persuasive copy for clients than for yourself—and how to leverage that to get early wins.
Signals that it’s time to expand your services, plus a calm way to price and deliver your first writing projects.
A quick “confidence protocol” you can run before you write or ship: notice the invitation, choose one small experiment, ship, and let the result inform your next step.
If you’ve been waiting for confidence to arrive before you say yes to bigger work, consider this your invitation to go first. The feeling follows the doing.
CONNECT WITH KENDALL:
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Website: candidcollective.co
LinkedIn: https://www.linkedin.com/in/kendall-cherry/
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PREMIUM SUPPORT
Join The Greenhouse 🌱🌻 A 6-month accelerator to grow your writing business and transform your words into a premium product that clients love to pay you for. Apply here: findthegreenhouse.com
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