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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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How did a 21-year-old university student save $50K and jumpstart a real estate empire before even buying his first car?
Johnder Perez sits down with Jelani Smith—real estate investor, RE/MAX Hallmark top producer, and millennial wealth-builder—to unpack his journey from student to seasoned real estate entrepreneur.
Jelani reveals how he leveraged discipline, side hustles, and a sharp investing mindset to break into the housing market early, then scaled his portfolio across the GTA.
Jelani shares practical, step-by-step strategies on saving, investing, building client relationships, and turning leases into long-term wealth.
Listen For:
3:29 How I Saved $50K as a Student
8:06 Flipping Mindsets: From Car Sales to Real Estate
10:09 From First Deal to Chairman’s Club
14:00 Advice to Young Investors in 2025
18:49 The Lease-to-Client Pipeline Strategy
Guest: Jelani Smith, Salesperson at RE/MAX Hallmark® and Founder of Bay Street Blog
Website | Instagram | Linktree |
Connect with Johnder Perez, Directory of Technology and Marketing for RE/MAX Hallmark®
Chapters
1. Tips for Home Ownership in Your 20s (00:00:00)
2. How I Saved $50K as a Student (00:03:29)
3. Flipping Mindsets: From Car Sales to Real Estate (00:08:06)
4. From First Deal to Chairman’s Club (00:10:09)
5. Advice to Young Investors in 2025 (00:14:00)
6. The Lease-to-Client Pipeline Strategy (00:18:49)
24 episodes
