Your host Alex Shevelenko welcomes Randy Wootton, a seasoned revenue leader and CEO whose career spans leadership roles at Microsoft, Salesforce, RocketFuel, Percolate, Seismic, and Maxio. Together, they explore how AI is reshaping go-to-market strategy and what it takes to build enduring organizations in a time of rapid technological change.

Drawing from decades of experience driving growth and orchestrating major acquisitions and exits, Randy shares how leaders can balance innovation with execution—and why clarity of purpose is the true multiplier for scaling teams and revenue. He discusses lessons from integrating AI into business operations, building strong company cultures through transitions, and helping today’s founders lay the groundwork for long-term success.

Randy also shares insights from his current work at CEOx, where he advises AI-first and Agentic AI companies on building scalable go-to-market engines and leadership infrastructure.

To continue the conversation with Randy, connect with him on LinkedIn or learn more about CEOx.

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