Jamil Damji has turned real estate wholesaling into both a business empire and a television career. As co-founder of KeyGlee, one of the largest wholesale real estate companies in the country, and a cast member on A&E's Triple Digit Flip, Damji has built a name teaching investors how to flip properties without ever putting up their own cash. He joined Sean Kelly on the Digital Social Hour to talk about the business he's built and the moment that nearly ended it all.
The conversation covers the mechanics of a triple-digit flip, but it also turns personal, with Damji opening up about a near-death experience that reshaped how he thinks about the empire he's spent nearly two decades building.
About Jamil Damji
Before real estate, Jamil Damji worked as a stand-up comedian, a background he has credited with sharpening the communication skills that later made him a natural teacher and television presence. He has spent 18 years in real estate wholesaling, building KeyGlee into a company with dozens of franchises completing thousands of transactions.
Damji made his television debut on A&E's Triple Digit Flip in 2021, showing viewers how wholesalers find six-figure profit in competitive markets like Phoenix. Through his mentorship program, AstroFlipping, Jamil Damji has also built a platform for teaching new investors the strategies behind his own real estate empire.
What Jamil Damji and Sean Kelly Talked About
- Jamil Damji's path from stand-up comedy to building a real estate wholesaling empire
- How KeyGlee grew into one of the largest wholesale real estate companies in the country
- What a triple-digit flip actually looks like from the inside
- His account of a near-death experience and how it changed his approach to business
- Why he built AstroFlipping to teach other investors the wholesaling model
- The skills from his comedy background that carried over into teaching and television
- His take on what separates wholesalers who scale from those who stall out
- Lessons from taking a real estate strategy from a side hustle to a TV show
Why This Conversation Matters
Jamil Damji's conversation with Sean Kelly is a look at what it takes to build a real estate business large enough to land its own television show — and what it took, personally, to keep building after a moment that could have ended everything. For anyone curious about wholesaling or resilience in business, his story delivers both.
▶ Watch the full episode on YouTube
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About Sean Kelly & the Digital Social Hour
Sean Kelly is an entrepreneur and the host of the Digital Social Hour, one of the fastest-growing interview podcasts in the world, where he sits down with entrepreneurs, athletes, creators, and cultural voices for candid, long-form conversations. The show draws over 100 million views a month across platforms. Explore more guest features on SeanKelly.io.
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