High-stakes initiatives fail more than 80% of the time, yet leaders still have to pursue them to grow.

In this episode of the Measure Success Podcast, Carl J. Cox talks with John Rossman, former Amazon executive and author of Big Bet Leadership, about how leaders should approach bold, risky transformation efforts in the age of AI.

John shares why leaders must stop chasing predictability, treat strategy as a set of hypotheses, and focus on one critical bet at a time. The discussion covers AI strategy, experimentation, leadership discipline, and how organizations avoid dilution of focus.

This episode is for executives, operators, and entrepreneurs responsible for leading real change.

🎧 Listen now and measure success differently.

John Rossman Links:

LinkedIn https://www.linkedin.com/in/john-rossman/

Facebook https://www.facebook.com/rossmanpartners

Website http://rossmanpartners.com/

AI is everywhere, but most businesses are using it the wrong way.

In this episode of the Measure Success Podcast, Carl J. Cox sits down with Eli Portnoy, co-founder and CEO of BackEngine.ai, to talk about the real gap between AI hype and real-world results. Eli explains why generic AI outputs fail, why context matters more than tools, and how sales and go-to-market strategies must evolve in a crowded, low-trust environment.

They also discuss how outbound sales has changed, why easy channels stop working, and what leaders can do today to build relevance, trust, and long-term growth.

If you want a clear, practical conversation about AI, strategy, and modern business execution, this episode delivers.

Listen now and learn how to apply AI with intention.

https://www.linkedin.com/in/eliportnoy/

https://www.backengine.com/

This episode is sponsored by Altezza Solutions, liberating entrepreneurs through fractional sales execution. Today, Steve helps growth-stage companies break through revenue barriers while giving founders the freedom to focus on building extraordinary businesses.

Founder-led businesses often grow fast, then stall.

In this episode of the Measure Success Podcast, Carl Cox sits down with Steve Caton, Founder and CEO of Altezza Solutions, to discuss why sales becomes the biggest bottleneck for growing companies.

Steve shares why hiring salespeople often fails, how founders unintentionally trap themselves in the sales role, and what it takes to build repeatable, predictable sales systems.

You'll learn:

• Why sales talent alone does not solve growth

• How systems and process drive consistency

• When fractional sales makes sense

• How founders can step out of the sales seat

If sales depends on you, growth will too.

Listen now and measure what success really looks like.