Measure Success Podcast
In this episode of the Measure Success Podcast, Carl J. Cox sits down with business strategist and performance coach Ashley Shaw. Ashley shares how she transitioned from the fitness industry into entrepreneurship and built a thriving business focused on helping entrepreneurs scale smarter through systems, recurring revenue, and AI-driven processes. Key insights from this episode include: • Why entrepreneurs must deeply understand their ideal customer • How recurring revenue creates financial freedom • The role mindset plays in scaling a business • How Ashley reduced marketing...
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Economic headlines move fast. Strategy requires context. In this episode of the Measure Success Podcast, Carl J. Cox speaks with economist about the trends shaping business decisions today. The conversation covers tariffs, supply chain strategy, artificial intelligence, workforce shifts, and energy markets. Dr. Connerly explains why tariffs rarely trigger immediate recession but can reshape sourcing decisions across industries. Companies are shifting toward supply chain reliability after years of disruption. The episode also explores the real impact of AI in business. The greatest...
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In this episode of the Measure Success Podcast, Carl J. Cox speaks with Steve Griggs, founder of Steve Griggs Design, one of New York City’s premier luxury landscape design-build firms. Steve shares how he built a successful company after starting in the lawn care business at age 16. With more than 30 years of experience, he explains what it takes to manage high expectations, lead construction teams, and deliver exceptional results. Key takeaways include: • Why successful clients value honesty and execution • How focusing on one project at a time improves outcomes • The...
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AI is accelerating innovation—but it is not a substitute for strategy. In this episode, Carl J. Cox speaks with Josh Carter, co-founder of Upstart Collective, about what founders must understand to build sustainable companies. Josh shares insights from working with early-stage startups, including why chasing trends weakens businesses and how defensible value is created. The conversation covers AI misuse, founder blind spots, customer discovery, fundraising realities, and why execution still separates winners from noise. This episode is a must-listen for founders, operators, and leaders...
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Selling a business is not a simple transaction. It is a strategic event that often defines an owner’s financial future. In this episode, Carl J. Cox speaks with Gregory Kovsky, President and CEO of International Business Associates, about what it really takes to sell a privately held business. Gregory shares insights from more than three decades of deal experience, including why only a fraction of businesses ever sell and what separates those that do. The discussion covers buyer demand, valuation mistakes, financing hurdles, and the risks behind earn-outs and retained equity. This episode is...
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In this episode, Carl sits down with Ashish Gupta, founder of ScaleUp Exec, to discuss business turnarounds, leadership decisions, and culture resets. Ashish shares how he acquired a struggling company, realized innovation had stopped, and eventually rebuilt the team to change the company’s trajectory. Key takeaways: Why the business must come first How to identify thinking leaders during interviews The role of systems before people and process When AI tools help — and when they fail How founders define success differently This episode offers practical insights for...
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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....
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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...
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This episode is sponsored by , 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...
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Selling to private equity is not the end of the journey. It is the beginning of a new phase of growth. In this episode of the Measure Success Podcast, Carl J. Cox, CEO of 40 Strategy and 40 Accounting sits down with Neel Bhargava, founding partner at NB Group, to unpack how private equity partnerships really work for founder- and family-owned businesses. Neel shares how his firm approaches growth-focused investing, why rolling equity is critical, and how conservative use of debt protects long-term value. The conversation also explores what typically changes in the first 18 months after an...
info_outlineEconomic headlines move fast. Strategy requires context.
In this episode of the Measure Success Podcast, Carl J. Cox speaks with economist Dr. Bill Connerly about the trends shaping business decisions today. The conversation covers tariffs, supply chain strategy, artificial intelligence, workforce shifts, and energy markets.
Dr. Connerly explains why tariffs rarely trigger immediate recession but can reshape sourcing decisions across industries. Companies are shifting toward supply chain reliability after years of disruption.
The episode also explores the real impact of AI in business. The greatest productivity gains will come from specialized tools built for specific problems, not just general AI chat systems.
Carl and Bill also discuss energy disruption, global uncertainty, and what business leaders should watch as they plan for the next decade.
Listen to the episode and consider how economic signals shape your strategy.
Author of the book: The Flexible Stance: Thriving in a Boom/Bust Economy
Website www.conerlyconsulting.com