Sharing everything I’ve learned over 30+ years from closing over $1 billion in business acquisitions, raising nine figures in capital, and building an eight-…
4:475.1K views · 3w ago · 4:47
Want to know what business to buy? Take my quiz → Looking to learn more about how my students close deals? Watch my masterclass → DealMaker LIVE is about more than learning how to buy businesses. It’s about getting in the room with people who are actually doing deals, building wealth, and pushing each other to the next level.
Topics: Inside DealMaker LIVE · Community, Connections & Growth · The Value of Being in the Room
26:27
1:21:166K views · 2mo ago · 1:21:16
Want to learn the complete Lily Pad Strategy? Register for my free training here What if the fastest way to build a larger company isn't buying one big business—but combining several smaller ones? In this training, I break down my Lily Pad Strategy and show you how experienced acquisition entrepreneurs use business roll-ups to increase enterprise value over time.
Topics: The Lily Pad Strategy · Financing Your First Roll-Up · Building a Home Services Roll-Up · Growing Enterprise Value Through Acquisitions · Planning a High-Value Exit · Five Rules for Choosing a Roll-Up Market
40:4921K views · 3mo ago · 40:49
Want to know what business to buy? Take my quiz → Looking to learn more about how my students close deals? Watch my masterclass → Raising money isn't the hardest part of buying a business—building a deal investors actually want is.
Topics: How Business Acquisition Financing Works · What Investors Want Before They Say Yes · Why Capital Is Easier to Find Than You Think · What Makes a Deal Easy to Finance · SBA Loans, Financial Profiles & Funding · Structuring SBA Deals for Success
52:277.3K views · 4mo ago · 52:27
Want to know what business to buy? Take my quiz → Looking to learn more about how my students close deals? Watch my masterclass → In this video, I reveal my exact playbook for buying cash-flowing businesses with zero cash out of pocket using what I call annuity deals — a creative seller financing strategy most buyers overlook.
Topics: Annuities & Leveraged Buyouts Explained · Deal Motivation, Speed & Tax Benefits · Seller Ownership & Real-Life Case Study · Risks, Two Offer Structure & Closing Strategies · Hybrid Deals, Refinancing & Wholesaling · Cash Flow Breakdown & 30-Day Closing Challenge
1:10:205.8K views · 4mo ago · 1:10:20
Want to know what business to buy? Take my quiz → Looking to learn more about how my students close deals? Watch my masterclass → In this video, I share the 10 dealmaking commandments every buyer must know to navigate acquisitions with confidence and creativity.
Topics: Understanding Your Why & SMART Goals · Deal Flow & Buy Box Strategy · Creative Deal Making & Equity Game · Becoming Owner Not Operator & Business Metrics · Leveraging AI & Valuation Insights · Seller Psychology & Avoiding Buyer’s Job Trap
51:1930K views · 4mo ago · 51:19
Want to know what business to buy? Take my quiz → Looking to learn more about how my students close deals? Watch my masterclass → Most buyers think business value is all about EBITDA multiples — but that’s only part of the picture, and it’s costing you money.
Topics: Financial Valuation & Profit Multiples · Adjusted EBITDA, Enterprise & Equity Value · Working Capital & Liquidation Value · Seller Psychology & Deal Data Insights · Deal Structure & Transfer of Value · Value Drivers, Analysis & Key Takeaways
38:342.8K views · 7mo ago · 38:34
Guest: Business Buying Blueprint
Want to know what business to buy? Take my quiz → Looking to learn more about how my students close deals? Watch my masterclass → People often ask me, “What business should I buy?” It’s a crucial question for anyone looking to avoid the startup struggle and jump straight into profitable ownership.
Topics: Scaling & Risks of Starting Up · Seller Psychology & Motivations · Defining Buy Box & Myths · Deal Making Essentials & Deal Types · Buyout Structures & Acquisitions
1:05:5973K views · 9mo ago · 1:05:59
Want to know what business to buy? Take my quiz → Looking to learn more about how my students close deals? Watch my masterclass → In this session, I break down how business deals are actually structured when you’re buying a business — and why understanding deal structure matters far more than focusing on valuation alone.
Topics: Stock vs Asset Purchases Explained · How Deals Are Funded and Structured · Seller Financing, Earn-Outs, and Creative Terms · Working with Lenders and SBA Loans · Renegotiating and Structuring Better Deals · Special Situations and Final Takeaways
42:5443K views · 9mo ago · 42:54
Want to know what business to buy? Take my quiz → Looking to learn more about how my students close deals? Watch my masterclass → In this video I explain how to buy a business when you don’t have the money, by understanding what sellers are really looking for when they decide who to sell to.
Topics: Why Off-Market Deals Beat Brokers · How Annuity Deals Really Work · What Sellers Actually Want · How to Control Price and Terms · Structuring Offers That Get Accepted · Advanced Deal Structures for Cash Flow
56:001.7K views · 9mo ago · 56:00
Want to know what business to buy? Take my quiz → Looking to learn more about how my students close deals? Watch my masterclass → Most people think the only way to succeed in business is to build one from scratch. In this session, I broke down why buying an existing business is faster, safer, and smarter—especially when you know how to structure deals using other people’s money.
Topics: Why Buying Beats Starting · Where the Deals Are · How to Finance Acquisitions · Inside the Seller’s Mind · Crafting Your Acquisition Strategy · Deal Types & Structures Explained
6:46151K views · 11mo ago · 6:46
Guest: Value Stacking
Want to know what business to buy? Take my quiz → Looking to learn more about how my students close deals? Watch my masterclass → Value stacking is one of the fastest ways to grow a business through acquisition. In this video, I explain how smart buyers use synergies, cross-selling, and operational leverage to increase cash flow and valuation without starting from scratch.
Topics: Cross-Selling & Synergies · Service Business Acquisitions · Cost-Free Customer Growth · Cutting Costs After Acquisition · Building a Business Moat · Evaluating Strengths & Operations
13:0754K views · 11mo ago · 13:07
Want to know what business to buy? Take my quiz → Looking to learn more about how my students close deals? Watch my masterclass → When most buyers see a messy business, they walk away. Jay didn’t. He saw the opportunity hidden underneath the chaos — and that insight is what allowed him to close a deal others would’ve missed.
Topics: The Distressed Deal Opportunity · Jay’s Background & Perspective · Crisis & Financial Pressure · Searching for the Right Business · Negotiating the Deal · Financing the Acquisition
4:0742K views · 11mo ago · 4:07
Want to know what business to buy? Take my quiz → Looking to learn more about how my students close deals? Watch my masterclass → If you want to buy a business, you need to understand one thing most buyers miss: sellers don’t make decisions based on spreadsheets — they make them based on emotion.
Topics: Why Sellers Decide Emotionally · Trust Over Tactics · What Sellers Actually Care About · Legacy & People in Deals
53:1826K views · 1y ago · 53:18
Want to know what business to buy? Take my quiz → Looking to learn more about how my students close deals? Watch my masterclass → If you want to buy a business, you need to understand something most buyers ignore: seller psychology matters more than spreadsheets.
Topics: Market Trends in Business Sales · How COVID Changed Seller Behavior · Why Most Deals Fail to Close · Measuring Seller Psychology · Core Seller Profiles Explained · What Really Drives Seller Decisions
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