Why He Never Sells: The Buy-and-Hold Formula That Works

2025-09-16 · 96 min · 11 entities

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Why He Never Sells: The Buy-and-Hold Formula That Works
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discusses Investing concept

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Episode description as stored

Welcome back to Radical Wealth Plan, hosted by Paul Mark Morris and brought to you by Entrepreneur Media. In this episode, I sit down again with David Bailey, a seasoned investor who has built his portfolio through one core philosophy: never sell. David shares why the buy-and-hold strategy consistently outperforms quick flips, how cash flow creates stability no matter what the market does, and the lessons he’s learned from decades of steady “base hits” instead of chasing home runs. If you’ve ever wondered whether now is the right time to buy, or how to build wealth that lasts for generations, David’s insights will change how you look at real estate forever. Connect with Paul: https://www.instagram.com/paulmarkmorris/ Timestamps 00:00:00 Introduction and Welcome 00:01:11 David Bailey's Real Estate Journey 00:02:08 Evaluating Properties and Market Insights 00:06:15 Real Estate Strategies and Lessons 00:09:22 Financial Considerations and Market Trends 00:32:01 Understanding Equity Growth and Cash Flow 00:32:19 The 1% Rule in Real Estate 00:33:23 Real Estate Investment in Different Markets 00:36:36 The Importance of Repairs and Maintenance 00:40:49 Strategies for Acquiring Real Estate 01:04:10 Understanding Basis and Depreciation in Real Estate 01:04:46 Tax Benefits and Loopholes in Real Estate 01:06:55 Challenges and Strategies in Real Estate Underwriting 01:09:30 Rent Control and Property Management Insights 01:19:21 Tips for New Real Estate Investors Learn more about your ad choices. Visit megaphone.fm/adchoices