#955 FBF: Shifting Perspectives: How Dyslexia Inspired a Serial Entrepreneur, Designer, Solar Farm Expert, & Real Estate Giant
Real Estate Investing for Cash Flow with Kevin Bupp
Kevin Bupp
4.8 • 679 Ratings
🗓️ 3 October 2025
⏱️ 53 minutes
🧾️ Download transcript
Summary
Today's Flash Back Friday episode is from #732 that originally aired on Apr. 22, 2024.
Jerry Rosengarten is a Brooklyn-born serial entrepreneur whose greatest skill is the extraordinary ability to perceive form and structure and opportunity from within disorder, including developing products to deal with dyslexia, reimagining real estate, and investing early and heavily in solar energy. Jerry's first big win came in the 1970s with the Leisure Suit, which became a cultural fashion phenomenon that stoked his confidence and staked his growing desire to build land mark New York projects like the Lofts and the The Bowery Hotel. Today, Jerry owns one of the largest private solar farms in the Northeast, located on Long Island's eastern tip, and his creative passions are focused on environmental stewardship and active advocacy for those suffering from learning disabilities.
Highlights:
5:25 - Starting the famous Leisure Suit / Lessons Learned
12:22 - Finding a Creative Space (property)
20:22 - Making The Worst location in NY Successful
26:23 - Growing Up with Dyslexia / Seeing Things Differently
34:26 - The Importance of a Supportive Spouse
Quote: "I jump on the train and take it to the end. Each-train are concepts are designs."
Connect with Gerald: jumponthetrain.com
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.
Transcript
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| 0:00.0 | Welcome to this week's edition of Flashback Friday. |
| 0:04.0 | It's your opportunity to get some good review by listening to episodes from the past that Kevin is handpicked to help you along your investment journey. |
| 0:12.0 | If you'd like to partner with Kevin and join his team at Sunrise Capital Investors, head to invest with sunrise.com to learn more. |
| 0:20.0 | That's invest with sunrise.com. |
| 0:22.6 | Enjoy the show. |
| 0:26.0 | You've been searching for the best way to generate passive income in your life |
| 0:30.1 | and heard that real estate is a great way to do it. |
| 0:33.0 | But you're tired of all the so-called gurus who are all talk and no substance. Get ready to celebrate because |
| 0:40.7 | Kevin Bup has spent 14 years successfully making it happen. This is the real estate investing for |
| 0:47.2 | cash flow podcast. Now, here's Kevin Bup. Hey guys and gals, Kevin Bup here. |
| 0:55.5 | I've got some very exciting news I'd like to share with before we jump into today's show. |
| 0:59.7 | Now, after closing on Fund 4's first acquisition of a $50 million institutional-grade mobile |
| 1:04.9 | home park, we're adding a second irreplaceable piece of real estate to the portfolio, |
| 1:09.4 | and it's coming into the fund with over |
| 1:11.3 | one and a half million dollars of built-in equity for our investors day one now when i say irreplaceable |
| 1:16.6 | i really do mean it i mean this is an affordable yet high-end waterfront mobile home park located |
| 1:21.7 | in the columbus ohio market quite literally every single mobile home on this property is right on the lake, each with |
| 1:29.1 | its very own personal boat dock, meaning a very high demand for affordable weekend getaway |
| 1:33.5 | options, as well as year-round housing for working Americans. This is a true unicorn of a |
| 1:39.1 | property, and you will not see another one like this come around again. It really is |
| 1:43.0 | one-of-a- kind. A few other aspects |
| 1:45.0 | worth noting. This park is producing stable and predictable cash flow day one. We're acquiring |
... |
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