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Published on:

24th Oct 2024

6 Questions to Ask Before Pivoting Your Business

Former U.S. Chamber of Commerce executive and nomad entrepreneur Ray Green joins us for a deep dive into one of entrepreneurship's most challenging dilemmas: when to pivot and when to persevere. Drawing from his personal experience evaluating a multi-million dollar pivot opportunity, Ray shares the critical decision-making framework that's helped him navigate major business transitions.

In this episode, you'll discover:

  • The six essential questions every entrepreneur must ask before pivoting
  • How to identify if a new opportunity truly aligns with your North Star
  • Understanding the hidden costs and ripple effects of strategic shifts
  • The crucial difference between building with "paddles vs. sails"
  • Why some entrepreneurs fall into the trap of constant pivoting

Ray brings over a decade of experience as a managing director and turnaround CEO to break down complex business decisions into actionable insights. Whether you're running a startup or leading an established company, this episode provides you with a battle-tested framework to evaluate new opportunities while protecting your core business.

Listen in as Ray shares candid stories from the trenches and helps you develop the clarity needed to make confident decisions about your business's future. Don't miss this essential guide to navigating one of entrepreneurship's most challenging crossroads.

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About the Podcast

Repeatable Revenue
A podcast for MSPs and B2B business owners who want to scale sales.

Repeatable Revenue is hosted by Ray J. Green, an investor, entrepreneur, and strategic growth advisor to MSPs and B2B businesses. He's led national small business for the U.S. Chamber of Commerce, run turnarounds as a CEO for private equity groups, and advised 100s of MSPs and B2B businesses on how to build sales teams and scale sales from Cabo, where he now lives with his family.

This podcast is a collection of interviews, lessons learned, and other infotainment to help you build your business... and the best version of yourself.