PODCAST · business
Business Lunch
by Roland Frasier
How much more successful would you be if you had lunch once a week with an insanely successful entrepreneur who shared their biggest secrets on how they think and achieve success? Well, now you can! Grab your seat at the table as successful entrepreneurs reveal their step-by-step strategies, fascinating stories, travel hacks and other delicious tidbits each week with serial entrepreneur/business strategist, Roland Frasier.
Episodes
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The Estate Planning Mistake That Tears Families Apart (Jimmy Buffett's $275M Lesson)
In This Episode Of Business Lunch: Jimmy Buffett left a 275 million dollar trust, and now his widow and his longtime business manager are suing each other in two states while the legal bills run into the millions. Roland Frasier, who practiced estate law for about 12 years, and Ryan Deiss use…
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Retire Early or Live Fully? The FIRE Debate
In This Episode Of Business Lunch: We take on the FIRE movement, financial independence and retiring early, and ask the question most of its followers skip: what are you retiring to? They separate financial independence from retirement, walk through the 25 times rule and the 4 percent rule…
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From Passion Project to Corporate Casualty: The TNC Saga
Roland Frasier and Ryan Deiss tell the whole story of Traffic and Conversion Summit: a marketing event that started in 2009 with 289 people and no profit, grew to thousands of attendees, and sold to Clarion Events in 2018 at the highest multiple the buyer had ever paid for an event. Then they…
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How Equity Consulting Can 10X Business ROIs
In This Episode Of Business Lunch: We open our consulting for equity playbook right after wrapping a real $50,000 half day consult. They walk through the exact process step by step: getting the leadership team aligned on the problem to be solved, the 1 3 1 framework, the report of findings, and…
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Can You Build a Business for Both Cash Flow and a Big Exit?
In This Episode Of Business Lunch: We tackle a question every founder faces: do you build your business for cash flow now or for a big exit later, and can one company really do both? They dig into why bootstrapped owners have far more options than funded ones, how cash left sitting in a company...
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Why 75% of Founders Regret Selling (and How to Exit Without Losing Yourself)
In This Episode Of Business Lunch: A Hartford Financial study found that 75% of business owners regret selling their company. Roland Frasier and Ryan Deiss have both lived it, and they get personal about what the wire does not fix: the identity you give up with the business, the buyer promises…
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When to Let the Dumpster Fire Burn (and Why AI Is Breaking Hiring)
Not every problem in your business is yours to fix. Roland Frasier and Ryan Deiss break down how to tell a seasonal slump from a fire you actually started, why the easy and obvious moves matter most when the numbers dip, and how AI written resumes are quietly breaking hiring for small businesses....
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SEO vs AEO: What Every Business Needs to Know
In This Episode of Business Lunch: We explore the evolving landscape of search engine optimization (SEO) versus answer engine optimization (AEO), and how businesses can adapt their strategies to stay ahead in AI-driven search environments. They discuss practical tactics, the importance of…
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Breaking Free from Founder Identity Debt
In This Episode of Business Lunch: We explore the concept of founder identity and how legacy identity debt can hinder business growth. They discuss practical strategies for recognizing and overcoming identity lag to scale effectively. Chapters: 00:00 Introduction to founder identity and role...
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Micro CEOs: The Future of Agile Business Teams
In This Episode of Business Lunch: This episode explores the myth of hiring A players, the concept of micro CEOs, and how to structure teams for maximum agility and profitability in the AI era. Ryan Deiss and Roland Frasier discuss the pitfalls of traditional hiring and the advantages of...
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Unlocking AI's Potential: Practical Strategies for Entrepreneurs
In This Episode of Business Lunch: We explore the latest in AI tools, how they're using them for content creation, research, and business automation, and share practical tips for integrating AI into your workflow. Chapters: 00:00 Navigating Parenthood and Business Challenges 02:59 Leveraging AI…
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Snackable: How to Increase Your Business Valuation in the Final 180 Days
In This Episode of Business Lunch: We explore how business owners can maximize their exit multiples by focusing on clarity, positioning, and structure in the final months before a sale. It challenges the instinct to chase new revenue at the last minute and emphasizes the importance of risk...
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The 5 Shifts to Reach 7 Figures a Month (Part 2)
In This Episode of Business Lunch: This episode features expert insights on transforming business profitability, increasing valuation, and strategic growth through proven systems and mental shifts. Learn how to leverage profit accelerators, build transferable value, and scale your business...
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How to Give AI Eyes: Unlocking Visual Data in Videos
In This Episode of Business Lunch: This episode explores the limitations of AI video summarization tools that rely solely on transcripts and introduces a groundbreaking method to give AI 'eyes' to process visual data directly from videos. Discover how combining visual and textual analysis can...
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The 5 Shifts to Reach 7 Figures a Month
In This Episode of Business Lunch: We explore the five critical shifts entrepreneurs must make to scale their business to seven figures per month. Hosted by industry experts, it covers strategies for leveraging sales, increasing profits, and building transferable value without working more hours…
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Work Backwards: The Key to Effective Marketing and Sales
In This Episode of Business Lunch: We explore effective marketing and sales strategies for high-ticket services, emphasizing the importance of working backwards from your end goals, focusing on the right customer journey, and structuring sales teams for success. Chapters: 00:00 Introduction and…
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Why Your Lawyer Shouldn't Lead Your Exit
In This Episode of Business Lunch: We discuss the critical role of negotiation in business exits and why relying solely on lawyers can jeopardize deals. They explore the backgrounds of M&A attorneys, the importance of having a dedicated negotiation strategist, and the preparation needed for...
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The Secret to Authentic Connections (For People Who Hate Networking!)
In This Episode of Business Lunch: We dive into the world of networking, something that many dread but is crucial for business success. They discuss the difference between transactional and relational networking, the importance of curiosity, and how to build genuine connections without feeling...
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Building an AI Chief of Staff with Obsidian and Claude Code
In This Episode of Business Lunch: We discuss how to transform note-taking apps into AI-powered chief of staff systems that manage daily operations, leveraging architectural insights and local data storage for security and efficiency. Chapters: 00:00 Introduction to AI as a Chief of Staff 00:29…
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Building Collaboration and Ownership
In This Episode of Business Lunch: We get into the importance of shared goals and alignment in achieving success, whether in business relationships or personal interactions. Join us as we explore strategies for fostering collaboration, owning mistakes, and reframing conflicts towards mutually...
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Getting Off The Org Chart, Part 2: How to Exit the Day-to-Day and Still Control Your Business
In This Episode of Business Lunch: We explore how business owners can effectively exit the org chart while maintaining control and generating revenue. Topics include compensation strategies, onboarding processes, and structuring deals with profits-only interests and phantom equity. Chapters…
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The $10M Exit Mistake Most Founders Make
In This Episode of Business Lunch: The conversation breaks down why most founders lose millions when selling their business, not because of poor performance but because they misunderstand how buyers think. It highlights that valuation at exit is driven less by growth and more by the removal of…
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Getting Off The Org Chart: How to Hire a CEO Who Fits Your Next Chapter
In This Episode of Business Lunch: We explore the critical process of getting off the org chart, hiring a CEO, and preparing your business for a successful exit. They discuss strategies, common pitfalls, and the importance of systems, culture, and right-fit leadership. Chapters: 00:00…
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Mastering Business Valuation: The Power of Quality of Earnings
In This Episode of Business Lunch: We explore the critical factors that influence business valuation, focusing on Quality of Earnings (Q of E), recurring revenue, customer and channel diversity, and deal structures. They share actionable insights for entrepreneurs aiming to maximize their…
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The Morality of Mass Layoffs: What Business Leaders Need to Know
In This Episode of Business Lunch: We explore the ethics and practicalities of layoffs, the importance of stewardship in business, and how to handle difficult decisions with empathy and professionalism. Roland Frasier and Ryan Deiss share insights from their experiences, emphasizing the…
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The Future of Business: Single Person Companies vs Giants
In This Episode of Business Lunch: We explore the dynamics of single person companies versus scaled organizations, the impact of AI on workforce and productivity, and strategic decisions for business growth in a rapidly evolving technological landscape. Chapters: 00:00 Introduction and guest...
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Stop Hiring Operators. Start Building Systems.
In This Episode of Business Lunch: We explore the multifaceted role of an operator in a business, discussing how to define, find, and leverage operators at various organizational levels. They share insights on building effective operating systems, recruiting strategies, and the importance of…
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Unlocking Business Potential Through Creativity
In This Episode of Business Lunch: This conversation delves into the multifaceted role of creativity in various aspects of business, including finance, marketing, human resources, operations, and sales. Roland Frasier emphasizes the importance of creative thinking in problem-solving and…
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The Unexpected Power of a Dynamic Business Plan in Today’s Unpredictable Market
In This Episode of Business Lunch: Roland Frasier and Ryan Deiss break down why most business plans fail and what to do instead. Rather than relying on rigid long-term forecasts, they share how to build a flexible strategy focused on quarterly priorities, key performance metrics, and constant...
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The Right Time to Hire a CEO: Secrets from Top Entrepreneurs
In This Episode of Business Lunch: Roland Frasier and Ryan Deiss explore the critical aspects of CEO succession, when to hire outside leadership, and how founders can maintain control and passion for their business as it scales. They share practical insights, real-world examples, and strategies…
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Defining the Health of Your Business
In This Episode of Business Lunch: Ryan and Roland discuss the best indicator of a business’s overall health. Although having different ideas, the common thread is observing trend-based results rather than dated numbers. They also talk about the importance of deeply understanding the growth...
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The Smartest Businesses to Acquire Next
In This Episode of Business Lunch: Roland Frasier breaks down simple, practical ways to grow by buying the right businesses. He explains the difference between horizontal integration (buying competitors to grow fast) and vertical integration (buying suppliers, distributors, affiliates, or...
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Amazon's Grocery Strategy: A New Direction
In This Episode of Business Lunch: Roland Frasier and Richard Lindner discuss Amazon's recent strategic shift in the grocery sector, focusing on the closure of Amazon Fresh and Go stores while expanding Whole Foods. They explore the implications of this move, emphasizing the importance of market...
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The Death of the Task Economy: A New Era
In This Episode of Business Lunch: Roland Frasier and Ryan Deiss discuss the evolving landscape of business in the age of AI, emphasizing the shift from task-oriented work to purpose driven services. They explore the implications of AI on job markets, the importance of customer experience, and...
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Lessons from Failure: A Path to Growth
In This Episode of Business Lunch: Ryan Deiss and Roland Frasier discuss the importance of reflecting on failures to extract valuable lessons for future growth. They emphasize the significance of distributions as a sign of a healthy business, the necessity of focusing on one task at a time, and…
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Building Your Individual Empire: The New Entrepreneurial Shift
In This Episode of Business Lunch: Ryan Deiss and Roland Frasier explore the evolving landscape of personal branding and entrepreneurship, focusing on the concept of the 'Individual Empire.' They discuss the shift from being a creator to building a sustainable business, the challenges of content...
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Navigating the Challenges of 2025: AI as a Strategic Partner in Business
In This Episode of Business Lunch: Roland Frasier and Richard Lindner reflect on the challenges and triumphs of 2025, discussing the importance of making tough decisions, the role of AI in business strategy, and the lessons learned for the upcoming year. They emphasize the need for operational...
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Why Smart Businesses Froze in 2025 and What Will Separate Winners in 2026
In This Episode of Business Lunch, Roland Frasier and Ryan Deiss reflect on the challenges and lessons learned from 2025, emphasizing the disappearance of confidence in business, the importance of profit over margin, and the transformative role of AI. They discuss the need for simplified…
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How Behavioral Design Beats Willpower Every Time
In This Episode of Business Lunch, Roland and Sarah dig into why most business failures aren't actually motivation problems—they're friction problems. They explore how accidental complexity in your systems quietly kills performance, why transparency in pricing beats "customized solutions," and…
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AI Is Fallible. Systems Aren’t (If You Build Them Right)
In This Episode of Business Lunch, we unpack why the real power in AI isn’t the model itself—but the protocols wrapped around it. Even advanced AI systems still get things wrong 15–20% of the time, which makes unchecked automation a serious business risk. The winners aren’t chasing smarter…
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The CFO Reality Check Every Entrepreneur Needs: Leading Through the Numbers
In This Episode of Business Lunch, join Ryan Deiss and I in this enlightening episode of Business Lunch, where they delve into the often overlooked yet crucial topic of accounting and finance. We discuss how entrepreneurial optimism can clash with the harsh realities of financial reporting. Learn...
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The Cash Flow Reality Check Every Business Owner Needs
In this episode of Business Lunch, we walk you through the ins and outs of managing business finances. We explain the potential pitfalls of keeping more than a month's worth of operating expenses in the account. We explain how that can lead to complacency and unnecessary spending. We also explain...
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Why the First One-Person Billion-Dollar Company Is Closer Than You Think
In this episode of Business Lunch, we dive into extreme leverage—how solo founders are building multi-million dollar businesses with basically zero headcount. We break down the playbook: finding expensive problems, validating demand before writing code, and letting AI handle the execution. We…
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The 90-Day Proof Pack: How PE Firms Engineer Instant Value
In this episode of Business Lunch, we dive into the critical 90 to 100-day period following a private equity acquisition, emphasizing the need for rapid, auditable value creation. It outlines a strategic framework for CFOs, detailing tactical moves to achieve immediate financial impact while...
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Identity Trust: Why 125 Years of Marketing Just Died
In this episode of Business Lunch, Roland Frasier and Ryan Deiss discuss the evolving landscape of the customer journey, emphasizing the importance of trust in modern marketing. They explore how traditional stages of the buying process are being replaced by a more fluid approach, where trust...
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Navigating Business Transitions: From Epic to Scalable
In this episode of Business Lunch, Roland Frasier and Ryan Deiss discuss the recent transition from Epic Network to a more focused approach with the Scalable Company. They explore the challenges of running a business that has taken on a life of its own, the importance of making changes when a...
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The Hidden Cost Of Dead Brands
In this episode of the Business Lunch Podcast: We discuss the recent SEC lawsuit against Tai Lopez and the implications of his business model involving the acquisition of defunct retail brands. We analyze the challenges faced by the business, including operational complexities, funding issues…
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Snack Time: How to Thrive in a Frozen Funding Market
In this episode of Business Lunch(Snack Time): This conversation delves into the significant impact of the federal shutdown on small business financing, particularly focusing on the halt of SBA loans. It explores the resulting liquidity shock, the opportunities it presents for buyers, and the...
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The Embedded Influencer Playbook
In this episode of Business Lunch: Roland Frasier and Ryan Deiss discuss the evolving landscape of personal branding and the necessity of becoming an embedded influencer in today's marketing environment. They explore the importance of having a unique point of view, the challenges of building a...
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Own the Upside: Why Consulting for Equity Beats Selling Time in the AI Era
AI isn’t just speeding up your work—it’s collapsing the market price of your time. In this urgent episode, we trace how the hourly model took over (from artisans to Taylorism to the FLSA), why it systematically funnels surplus value to owners, and why AI is about to accelerate that transfer for...
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ABOUT THIS SHOW
How much more successful would you be if you had lunch once a week with an insanely successful entrepreneur who shared their biggest secrets on how they think and achieve success? Well, now you can! Grab your seat at the table as successful entrepreneurs reveal their step-by-step strategies, fascinating stories, travel hacks and other delicious tidbits each week with serial entrepreneur/business strategist, Roland Frasier.
HOSTED BY
Roland Frasier
CATEGORIES
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