Episode #42 How Phyllis Winters Helps Founders Stop Duct-Taping Their Businesses Together

In this episode of The Queen of Automation, I sat down with Phyllis Winters, an AI and automation strategist with a deep background in systems thinking and real-world implementation. She’s worked across industries, from manufacturing to digital agencies, helping fast-moving businesses create operational clarity with technology that actually supports their growth.

Phyllis brings a rare combo to the table: strategic thinking that’s grounded in business logic, and the technical know-how to make automation work without losing the human experience. We talked about what really goes wrong when founders rush into tech without a clear understanding of their customer journey, and how automation, when done wrong, just makes broken processes run faster.

This conversation cuts through the hype. We explored why user experience must come before workflow mapping, how AI can truly support lean teams, and why building a system that works for you, not just your software, is the key to digital transformation that doesn’t backfire.

Phyllis knows how to take messy, overcomplicated backends and turn them into systems that feel intuitive, for you and your clients. If you’ve been duct-taping your tech together and calling it a process, this one’s going to hit home.

Connect with Phyllis on LinkedIn and see how she’s helping businesses bring strategy back into systems.