

#913 From Wall Street to Main Street: Jim Pfeifer’s Passive Income Playbook
Welcome back a returning guest-someone who’s made a huge impact in the passive investing world and continues to be aleading voice in the space, Jim Pfeifer. Jim, co-host of the Passive Pockets Podcast and when we last spoke a little over a year ago, he shared his journey transitioning from an active realestate investor to a full-time passive investor. Since then, he’s been busy growing his community, Left Field Investors, which recently merged with Bigger Pockets to create what is now Passive Pockets—a thriving network designed to empower limited partners through connection, education, and access to high-quality deals.
We’re catching up on everything Jim’s been working on and what’s new in his world!
Connect with Jim: https://www.linkedin.com/in/jimpfeifer, https://passivepockets.com/podcast/
Highlights:
3:08 - Why Jim Left Wall Street for Passive Investing
6:00 - How Left Field Investors Was Born
9:22 - The Difference Between Being “Passive” and Being “Hands-Off”
14:45 - Why the Operator is More Important than the Deal
21:30 - Market Cycles and Opportunity Timing
28:05 - Advice for New Passive Investors
Quote: “True wealth is freedom over your time—not just returns on your money.”
Recommended Resources:
- Accredited Investors, you’re invited to Join the Cashflow Investor Club to learn how you can partner with Kevin Bupp on current and upcoming opportunities to create passive cash flow and build wealth. Join the Club!
- If you’re a high net worth investor with capital to deploy in the next 12 months and you want to build passive income and wealth with a trusted partner, go to InvestWithKB.com for opportunities to invest in real estate projects alongside Kevin and his team.
- Looking for the ultimate guide to passive investing? Grab a copy of my latest book, The Cash Flow Investor at KevinBupp.com.
- Tap into a wealth of free information on Commercial Real Estate Investing by listening to past podcast episodes at KevinBupp.com/Podcast.