It’s 2026, and everyone is automating everything. Claude, ChatGPT, Zapier, Make, n8n. The tools are better than ever, and so many businesses feel messier after they automate.
Debbie Sassen and co-host Irit Levi, founder of Day by Day, break down the seven automation mistakes Irit sees again and again in growing businesses. Irit builds the systems and workflows that get business owners out of the day-to-day, and she has seen what happens when automation comes before strategy.
The short version: if you automate chaos, you get chaos faster.
In this episode
- Why automating a broken process only gets you messy results faster
- Why every automation needs an owner, and what happens when nobody fixes what breaks
- How founders stay the bottleneck even after they automate
- How to automate the client relationship without losing the human connection
- Why a time audit comes before adding another AI tool
- How to stop chasing shiny tools and focus on what your business needs
Watch the episode
Start here
This conversation picks up where the last one left off. In Founder vs. CEO: Why You Don’t Have to Run the Business You Built, Irit and Debbie dug into when to hire and why the visionary does not have to run operations.
Links from this episode
- Connect with Irit Levi at Day by Day
- Irit on LinkedIn
- Free: The Wealth Rewire Workbook
- Free masterclass: Money vs. Wealth
- Ready to build standard offers and price them properly? Learn about Wired for Wealth
