In this episode of Radical Wealth Plan, I’m sitting down with my good friend and longtime business partner, David Bailey. We’ve known each other for over 20 years, and in that time, I’ve watched David build an incredible real estate portfolio from the ground up.

David’s journey is a fascinating one—he started in the corporate world, working alongside some of the biggest names in real estate, including his legendary mentor, Sam Freshman. But instead of staying in the comfort of a high-paying job, he made the bold move to strike out on his own. In this episode, we talk about what it really takes to leave a steady paycheck and start building wealth through real estate.

We get into the lessons he learned from his family, the first properties he bought, and the tough decisions he had to make during market downturns. David also shares some of the biggest mistakes he made—like being too conservative—and what he would do differently if he could go back. And if you’re looking to get into real estate investing yourself, you’ll love hearing his strategies for finding the best deals, negotiating smart, and playing the long game.

This conversation is packed with wisdom, personal stories, and real, actionable insights from someone who’s been in the trenches for decades. Whether you’re a seasoned investor or just getting started, you won’t want to miss this one!

Timestamps

00:00:00 Introduction

00:03:30 Early Influences & Family Lessons in Business

00:06:50 Finding the Right Mentor & Early Career in Real Estate

00:12:00 Transitioning from Corporate to Independent Real Estate Investing

00:17:30 The First Big Real Estate Deal

00:23:00 Surviving Economic Downturns & Learning from Market Cycles

00:28:00 Key Investment Strategies & Mistakes

00:35:00 How to Find and Acquire Profitable Real Estate Deals

00:42:30 Real Estate vs. Other Investments

00:49:00 The Future of Los Angeles Real Estate & Market Trends

00:55:00 Mindset, Success, and Wealth-Building Lessons

01:17:00 Lightning Round

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Welcome back to Radical Wealth Plan, hosted by Paul Mark Morris and brought to you by Entrepreneur Media. In today’s episode, I sit down with Kimberly Stepp, one of the most respected brokers in Los Angeles multifamily real estate. Kimberly shares how she went from acting in Hollywood to dominating one of the toughest, most competitive markets in the country. We dive into why B-class properties are the hidden gems in today’s environment, how pros evaluate deals differently than amateurs, and the strategies investors are using to turn even rent-controlled buildings into long-term wealth. If you want an insider’s perspective on where the real opportunities are right now, you won’t want to miss this conversation.

Connect with Paul:

https://www.instagram.com/paulmarkmorris/

Connect with Kimberly:

https://www.instagram.com/kimberlystepp/

Timestamps:

00:00:00 Welcome to Radical Wealth Plan

00:01:27 Building a Successful Real Estate Career

00:03:09 Institutional vs. Non-Institutional Marketing

00:08:33 Opportunities in the Current Market

00:09:46 Challenges and Strategies in Real Estate

00:22:53 Investing in Prime and B Locations

00:26:11 High Returns in Various States

00:26:39 Three Rules for Real Estate Success

00:27:35 Building Relationships with Realtors

00:28:00 Importance of Management Companies

00:29:02 Evaluating Real Estate Deals

00:36:28 Mom and Pop vs. Pro Investors

00:50:01 Rapid Fire Questions

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Wealth creation can be an elusive, complex, and multi-dimensional process, but the reality is that we can all find and fulfill our own personal vision of wealth while embracing freedom and living a fulfilling and purposeful life.  Welcome to Radical Wealth Plan, where New York Times Best-seller, prolific investor, award-winning entrepreneur, and thought leader, Paul Mark Morris distills the best strategies for building wealth through real estate and speaks with the brightest minds in the business and beyond to empower you to choose and create what you've always imagined–but may have seemed to be just out of reach. So whether you’re new to the game, an investment professional, or a real estate titan, join Paul Mark Morris to be entertained, educated, and inspired.  This is Radical Wealth Plan, presented by Entrepreneur.

You can learn more about Paul on his website and you can follow him on Facebook, Instagram, Twitter, and LinkedIn

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Presented by Entrepreneur

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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

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Welcome back to Radical Wealth Plan, hosted by Paul Mark Morris and brought to you by Entrepreneur Media. In this episode, I sit down with my good friend Chris Zaferes, a chiropractor who proved you don’t need to be a developer or Wall Street insider to build extraordinary wealth through real estate. Chris shares how a single $7,000 down payment in Venice Beach turned into hundreds of thousands in profit, and the lessons he learned about timing neighborhoods, spotting hidden value, and having the courage to take action when others sit on the sidelines. His story is proof that with the right mindset and strategy, anyone can create life-changing returns through smart real estate investing.

Connect with Paul:

https://www.instagram.com/paulmarkmorris/

Timestamps

00:00:00 Introduction

00:05:29 Early Real Estate Experience

00:10:36 First Property Purchase

00:15:00 Building and Renovation

00:19:47 Design Philosophy

00:24:47 Partnership Discussion

00:29:23 Investment Returns

00:34:36 Neighborhood Timing

00:39:00 Finding Inspiration

00:43:53 Property in Topanga

00:48:58 Renovation Strategies

00:53:35 Design Elements

00:58:30 Joshua Tree Investment

01:02:38 Building Wealth Through Real Estate

01:07:05 Rapid Fire Questions

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Welcome back to Radical Wealth Plan, hosted by Paul Mark Morris and brought to you by Entrepreneur Media. In this episode, I’m joined by my good friend and business partner Josh Spitzen as we take on a series of listener questions about building wealth through real estate. Together, we unpack the buy-versus-rent debate, challenge the idea that timing the market is what matters most, and explore creative ways to invest even with limited capital. I share real strategies and hard-earned lessons on house hacking, value-add deals, and when it makes sense to hold or flip. If you want smarter answers to the questions every investor wrestles with, this episode will give you the clarity to move forward with confidence.

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Welcome back to Radical Wealth Plan, hosted by Paul Mark Morris and brought to you by Entrepreneur Media. In this episode, I’m joined by my good friend and business partner, Joey Sacavitch—co-founder of Forward One Real Estate—as he interviews me about one of the most profitable real estate moves I’ve ever made. I break down how I made a million dollars the day I bought my house—not years later when the market went up, but right at the closing table. I walk you through how to identify undervalued properties even in a red-hot market, and why the properties that scare most buyers away are often the ones with the most hidden value. I share the exact defects that helped me land the deal, how I fixed them without breaking the bank, and the mindset shift that separates smart investors from emotional ones. If you’ve ever wondered how to spot opportunity where others see problems, this episode will give you a clear, strategic lens for turning real estate challenges into serious equity.

Connect with Paul:

https://www.instagram.com/paulmarkmorris/

Connect with Joey:

https://www.instagram.com/joeysnacks/

Timestamps

00:00:00 Intro

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Welcome back to Radical Wealth Plan, hosted by Paul Mark Morris and brought to you by Entrepreneur Media. In this episode, I sit down with developer and contractor Adam O’Neill to uncover the untapped opportunities hiding in plain sight for real estate investors—opportunities most people overlook because they fear the complexity of entitlements, zoning, and development approvals. Adam reveals how recent policy shifts in California have transformed the playing field, creating new “by-right” development paths that strip away many of the political and bureaucratic roadblocks that used to stall projects. We explore how to identify progressive cities with high housing demand, spot parcels with hidden potential, and use strategic relationships to turn local knowledge into extraordinary value. You’ll also hear how creativity, curiosity, and calculated risk can open doors to projects with outsized returns, even for those who aren’t seasoned developers. If you’ve ever wondered how to navigate high-barrier markets or turn regulatory changes into profitable advantages, this conversation will change how you think about growth in real estate.

Connect with Paul:

https://www.instagram.com/paulmarkmorris/

Connect with Adam:

https://pacificaurbanbuilders.com/

Timestamps

00:00:00 Intro

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Welcome back to Radical Wealth Plan, hosted by Paul Mark Morris and brought to you by Entrepreneur Media.

Learn more about your ad choices. Visit megaphone.fm/adchoices

Learn more about your ad choices. Visit megaphone.fm/adchoices