In this episode of the Measure Success Podcast, Carl J. Cox sits down with John Whitt, founder of Business Whitt and author of Checkmate, to explore how strategic thinking, leadership, and generosity intersect.

John explains how lessons from competitive chess apply directly to business. Small advantages, disciplined execution, and resource placement matter more than chasing quick wins. The conversation covers clarity in goal setting, identifying constraints, testing ideas before scaling, and leading with generosity as a competitive edge.

Listeners will gain practical insight into building strategy that holds up under pressure and leadership habits that create lasting results.

Listen now and learn how to think ahead, execute with intention, and lead in a way that drives sustainable success.

AI is changing how companies grow, how leaders lead, and how strategy gets executed.

In this episode of the Measure Success Podcast, Carl J Cox sits down with Klee Kleber, co-founder and partner at Build Group, to discuss what leaders need to understand right now. Klee shares why expertise is becoming a commodity, why implementation is still the biggest challenge, and how operator-led strategy creates real value.

They cover how AI is reshaping product development, go-to-market strategy, and leadership, along with why human judgment, trust, and execution still matter. This episode is a clear look at what is changing and what is not.

Listen in, then take action. Strategy only works when it gets implemented.

In this episode of the Measure Success Podcast, Carl J Cox talks with Gabe Lullo, CEO of Alleyoop, about the real role of outbound sales in today's market.

They discuss how AI is changing sales without replacing human connection, why founders should stay close to revenue early, and how content builds trust before the first conversation ever happens. Gabe shares lessons from scaling a remote SDR organization and explains how fractional sales teams help growing companies create momentum without overspending.

This conversation is practical, honest, and focused on strategy over tactics.

If you want to grow without burning your market or relying on automation alone, this episode will give you a clearer path forward.

Subscribe, listen, and apply what matters.