Growth Insights for CEOs
Advice for CEOs on Growth and Scaling

The Gap Between AI Output and Real Marketing Leadership, Part 2
Fri, Aug 14, 2026 | Posted by Rob Godlewski
Executive Takeaways
- AI reasons from the past. Vision requires betting on what hasn't happened yet.
- A generic answer that sounds smart is still generic.
- The right questions expose the gap between AI output and executive judgment.
- Fractional leadership fills the judgment gap AI can't close.
Recent Posts

Outsider Insights | Beyond the Sale—Why CEOs Are Turning Attention to Retention and Expansion
Wed, Jan 14, 2026 — Outsider Insights Across Chief Outsiders, we talk to hundreds of CEOs every month. In this series, we explore the trends and challenges we’re hearing from these discussions – and what you can do if you’re facing the same issues in your business.

Positioning Mistake No. 365 -- Treating Prospects Better Than Existing Customers
Wed, Jun 22, 2022 — From the world of “shocking but true”: There are real, actual companies out there that are turning away revenue. Literally, they have customers shaking fistfuls of dollars in their direction and walking in the opposite direction. Before you shake your head, thinking this is blasphemy, the stark reality is this: You, too, could be guilty of the same offense.
Stay up-to-date with the latest from Chief Outsiders
Great articles on marketing, growth, and how to take your company to the next level.