Ep 257 The Most Important Numbers and Drivers with Lee Benson
Profit Answer Man: Scaling with Profit First & Beyond
Release Date: 02/19/2025
Profit Answer Man: Scaling with Profit First & Beyond
Profitable Exits: How to Build and Sell For Maximum Value with Cameron Bishop Are you sitting on the edge of explosive business growth—but don’t know how to scale profitably or exit wisely? Want to know how the pros turn $7 million companies into $400 million powerhouses while pocketing $100 million in profit? In this episode of The Profit Answer Man, we sit down with Cameron Bishop, a serial acquirer, turnaround expert, and strategic advisor who’s bought, built, and exited dozens of businesses. From the front lines of private equity deals to the nitty-gritty of turnaround...
info_outlineProfit Answer Man: Scaling with Profit First & Beyond
A Profitable Legal Strategy with Jeff Holman Is your professional service firm just a glorified job? Are you stuck in the time-for-money trap, wondering where the profit is? In this eye-opening episode of the Profit Answer Man, we sit down with Jeff Holman, a serial entrepreneur and attorney who cracked the code on building true profitability into a law firm—without working 80 hours a week or billing by the hour. If you're running a service-based business, this episode is a masterclass in aligning cash flow, value creation, and scalable legal support. You’ll hear how Jeff...
info_outlineProfit Answer Man: Scaling with Profit First & Beyond
Turn Your Business into a Freedom Machine with Leslie Hassler Scaling a business is the dream of many entrepreneurs, but for most, it turns into a nightmare filled with burnout, financial struggles, and inefficiencies. What if there was a way to grow and scale profitably without sacrificing your health, sanity, and freedom? On this episode of The Profit Answer Man, we sit down with Leslie Hassler, founder of Your Biz Rules, to discuss how entrepreneurs can create predictable profits, sustainable growth, and a thriving business—without the common pitfalls of burnout. Leslie shares her...
info_outlineProfit Answer Man: Scaling with Profit First & Beyond
Increase Profit and Cash Flow with Paul Maskill Are you a business owner looking to scale your operations without drowning in the chaos of daily management? Paul Maskill, a seasoned entrepreneur and financial expert, joins us on The Profit Answer Man podcast to reveal how systematizing your business can lead to sustainable growth and financial freedom. With years of experience in owning and selling service-based businesses, Paul now serves as an outsourced CFO, helping blue-collar businesses create predictable, positive cash flow. If you’re tired of feeling like your business owns you...
info_outlineProfit Answer Man: Scaling with Profit First & Beyond
From Startup to Multi-Million Dollar Brand with Matt McLean What does it take to turn a backyard business into a nationwide brand? How do you scale profitably while staying true to your mission? And what are the biggest mistakes entrepreneurs make when growing their companies? This week on The Profit Answer Man, we dive deep with Matt McLean, founder and CEO of Uncle Matt’s Organic, America’s top-selling organic orange juice brand. With distribution in 20,000+ stores nationwide, including Walmart, Whole Foods, and Kroger, Matt has mastered the art of scaling a business while...
info_outlineProfit Answer Man: Scaling with Profit First & Beyond
Profitable Entity Structures with Alex Langan In this episode of The Profit Answer Man, we sit down with Alexander Langan, an attorney and financial advisor who brings a unique perspective to wealth management and strategic financial planning. As the Chief Investment Officer of Langan Financial Group, Alex is well-versed in helping business owners build sustainable financial strategies. Our conversation covers the importance of aligning financial, tax, and legal strategies, the impact of business entity structures on profitability, and how business owners can adopt a Profit First...
info_outlineProfit Answer Man: Scaling with Profit First & Beyond
Scaling Success: Transforming Your Business into a Powerhouse with Courtney De Ronde Welcome to another insightful episode of The Profit Answer Man! In this episode, we sit down with Courtney De Ronde, CEO of Forge Financial and Management Consulting, to discuss the crucial intersection of financial management and business growth. Many businesses struggle not with generating revenue but with understanding what their numbers mean and how to take action on them. That’s where Courtney and her Simple ScaleUp System™ come in, helping business owners move from financial confusion to...
info_outlineProfit Answer Man: Scaling with Profit First & Beyond
The Most Important Numbers and Drivers with Lee Benson Welcome to another episode of The Profit Answer Man, where we dive deep into the strategies and mindsets that drive business profitability and sustainable growth. Today, we’re joined by Lee Benson, a serial entrepreneur who has successfully built and sold multiple businesses, including a nine-figure exit to Textron. Lee brings decades of experience in business strategy, leadership, and value creation. His passion for helping organizations increase their impact and profitability is evident in his work as the CEO of Execute...
info_outlineProfit Answer Man: Scaling with Profit First & Beyond
Scaling Businesses Across Industries: Lessons from a Serial Entrepreneur In this episode of The Profit Answer Man, we sit down with Philip Taylor (PT), a CPA turned entrepreneur, to discuss his journey in building multiple successful businesses. From launching a finance blog in 2007 to creating major conferences like FinCon and TravelCon, and now running a CPA firm for content creators, PT shares his insights on diversification, adapting to industry changes, and maintaining profitability. If you're an entrepreneur looking to build multiple income streams, navigate the shifting...
info_outlineProfit Answer Man: Scaling with Profit First & Beyond
The Psychology of Growing Profit with Matthew Stafford Welcome back to The Profit Answer Man! In today’s episode, we sit down with Matthew Stafford, a self-made entrepreneur who went from pouring concrete to optimizing Shopify stores with data-driven strategies. Matt shares his journey of transformation, the power of mindset, and the tools and systems that have helped countless businesses scale. Prepare to gain actionable insights that will revolutionize how you approach e-commerce, profitability, and breaking through mental barriers. In this episode you will learn: Breaking...
info_outlineThe Most Important Numbers and Drivers with Lee Benson
Welcome to another episode of The Profit Answer Man, where we dive deep into the strategies and mindsets that drive business profitability and sustainable growth. Today, we’re joined by Lee Benson, a serial entrepreneur who has successfully built and sold multiple businesses, including a nine-figure exit to Textron.
Lee brings decades of experience in business strategy, leadership, and value creation. His passion for helping organizations increase their impact and profitability is evident in his work as the CEO of Execute to Win, a firm dedicated to enhancing organizational effectiveness.
If you’re a business owner looking to scale profitably while navigating growth challenges, you won’t want to miss this episode!
In this episode, you will learn:
- How Lee took a failing company, assumed its debt, and turned it into a highly profitable venture.
- The key lessons from scaling a business from $0 to a nine-figure exit.
- Why hitting plateaus in business growth is normal and how to break through them.
- The importance of aligning leadership with the needs of the company at different stages.
- How to develop a sustainable growth strategy that maintains profitability.
- The biggest mistakes entrepreneurs make when scaling and how to avoid them.
Key Takeaways:
- Take Smart Risks and Own the Outcome – Lee turned a struggling company around by assuming its debt, securing customers, and focusing on value creation. Many entrepreneurs hesitate at the idea of taking on debt, but when done strategically, it can be a powerful tool for business growth.
- Growth is Not Linear – Scaling a business involves hitting revenue plateaus before making the next big leap. Lee experienced these plateaus, such as being stuck at $8 million for a few years before unlocking the next growth phase.
- Be the CEO Your Company Needs – One of the biggest lessons Lee shared is that business owners must evolve as leaders. Each stage of business growth requires different skills, mindsets, and strategies.
- Focus on Profitability Over Revenue – A mistake many business owners make is chasing top-line revenue without ensuring profitability. Lee emphasized the importance of maintaining strong profit margins while scaling.
- Execution is Everything – Scaling isn’t just about strategy; it’s about execution. Lee’s company maintained a 20%+ annual growth rate by continuously refining operations and executing with discipline.
Guest Bio:
Lee Benson is the founder and CEO of Execute to Win, a company dedicated to helping organizations maximize their value. He is a serial entrepreneur who has started and grown multiple businesses, including Able Aerospace, which he successfully sold to Textron in a nine-figure deal.
Lee is also a sought-after speaker, author, and podcast host of Show Your Value. His expertise lies in value creation, leadership, and execution, and he has been featured in major publications like The Wall Street Journal, Forbes, and Inc.
Conclusion:
Scaling a business isn’t just about growth—it’s about profitable growth. Lee Benson’s journey demonstrates the importance of strategic risk-taking, leadership evolution, and disciplined execution.
If you’re an entrepreneur looking to break through revenue plateaus and build a high-value business, start by implementing the key lessons from this episode.
Links:
https://www.linkedin.com/in/lee-j-benson/
https://www.facebook.com/ETW.executetowin
https://www.instagram.com/executetowin/
https://www.youtube.com/@execute-to-win
Watch the full episode on YouTube: https://www.youtube.com/@profitanswerman
Sign up to be notified when the next cohort of the Profit First Experience Course is available!
Profit First Toolkit: https://lp.profitcomesfirst.com/landing-page-page
Relay Bank (affiliate link): https://relayfi.com/?referralcode=profitcomesfirst
Profit Answer Man Facebook group: https://www.facebook.com/groups/profitanswerman/
My podcast about living a richer more meaningful life: http://richersoul.com/
Music provided by Junan from Junan Podcast
Any financial advice is for educational purposes only and you should consult with an expert for your specific needs.
#profitfirst