E19: Three AI Reflection Prompts That Are Helping Me Stop Over-Editing My Life and Work

Podcast: Work It, Remote
Episode 19

At the end of every year, I usually have a clear way of reflecting — what worked, what didn’t, and what I want to carry forward. But as 2025 came to a close, that process felt unusually hard. There was too much happening, too many threads to untangle, and no clear structure to make sense of it all.

In this episode, I share the unexpected reflection process that helped unlock clarity — using three simple AI prompts that surfaced patterns I couldn’t see on my own. I walk through each prompt, what it revealed about how I’ve been over-editing and trying to finalize things that are still evolving, and why that habit was starting to hold me back.

One insight in particular changed how I’m approaching this podcast, my work, and the year ahead: realizing that I’ve already mastered certain skills — and that continuing to over-index on them can become a barrier to growth. With help from AI, I landed on a new way to think about strategy, simplification, and when it’s actually time to iterate — what I now think of as revisiting decisions only when there’s friction from abundance.

If you’ve been feeling scattered, stuck between versions of yourself, or pressured to have everything polished and figured out, this episode offers a thoughtful, practical way to reflect — and permission to let the becoming be.

Don't forget to subscribe to the Work It, Remote podcast!

Visit www.workitremote.com to join our mailing list.

@WorkItRemote on Instagram and YouTube