All Episodes

September 9, 2025 34 mins

Meet Keenan Kimble, a 29-year-old development permit enforcer who discovered a different perspective on earning income after reading a portion of Rich Dad Poor Dad. Like many young professionals, he was accustomed to trading time for money—until he encountered concepts that opened his eyes to alternative approaches for building wealth.

 

His journey reveals the mental barriers that can keep people stuck, the insights that sparked his interest in real estate investing, and what he experienced when he received his first rental payment. Keenan shares the fear and hesitation he faced, how he overcame analysis paralysis, and the process of going from complete beginner to owning multiple properties.

 

What You'll Discover

The tax-related insight that shifted Keenan's understanding of how different income sources are treated

How fear and analysis paralysis affected his early property search, and what finally motivated him to move forward

What Keenan experienced when he received his first rental payment and how it differed from his W-2 income

 

Key Timestamps

08:49 Tax Strategy Discussion - Conversation about how tax treatment differs between earned income and rental property income

12:06 Income Comparison Insights - Exploring the relationship between earned income, taxes, and passive income needs

16:40 Overcoming Initial Hesitation - How analysis paralysis affected early deal evaluation and what led to taking action

23:03 First Rental Payment Experience - Keenan describes receiving his first rental payment and how it differed from traditional income

28:00 Building Confidence Through Experience - How the property acquisition process evolved from first to third purchase

 

FAQs

How do you overcome the fear of making your first real estate investment?

According to the discussion, fear is normal for beginners. The conversation suggests that at some point, you may need to commit to moving forward with a property and focus on making it work rather than endlessly searching for the perfect opportunity.

What should someone expect when starting in real estate investing?

The episode discusses the importance of education first, working with experienced professionals, and understanding that the learning process involves both study and practical application.

How does re...

Mark as Played

Advertise With Us

Popular Podcasts

Stuff You Should Know
Dateline NBC

Dateline NBC

Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com

The Joe Rogan Experience

The Joe Rogan Experience

The official podcast of comedian Joe Rogan.

Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.