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What does it really take to rise from homelessness to the executive suite—and then risk it all to reinvent yourself again? Jemila Winsey’s story is proof that true power comes from intentionality, relentless hustle, and the courage to pivot.
As a Nigerian immigrant, Jemila overcame early hardships to build one of North America’s largest brokerages, later stepping into a national leadership role with Real Brokerage. She breaks down the pivotal mindset shifts behind her success—why focusing on your “why” matters more than money, how to blend old-school consistency with modern tech, and why helping others win is the real prize. Jemila opens up about burnout, starting over, and leading fearlessly as the only Black executive in her company.
Whether you’re growing a business or seeking purpose in your next chapter, Jemila’s blueprint is a lesson in building legacy, staying humble, and moving your feet—no matter how many times you start again.
Resources:
Connect with Our Hosts
Emerick Peace:
Daniel Dixon:
Julia Lashay:
Bo Menkiti
Produced by NOVA
Any text or materials generated by artificial intelligence (AI) should be reviewed for accuracy and reliability as there may be errors, omissions, or inaccuracies.
This podcast is for general informational purposes only. The views, thoughts, and opinions of the guest represent those of the guest and not Keller Williams Realty, LLC and its affiliates, and should not be construed as financial, economic, legal, tax, or other advice. This podcast is provided without any warranty, or guarantee of its accuracy, completeness, timeliness, or results from using the information.
4.9
2727 ratings
What does it really take to rise from homelessness to the executive suite—and then risk it all to reinvent yourself again? Jemila Winsey’s story is proof that true power comes from intentionality, relentless hustle, and the courage to pivot.
As a Nigerian immigrant, Jemila overcame early hardships to build one of North America’s largest brokerages, later stepping into a national leadership role with Real Brokerage. She breaks down the pivotal mindset shifts behind her success—why focusing on your “why” matters more than money, how to blend old-school consistency with modern tech, and why helping others win is the real prize. Jemila opens up about burnout, starting over, and leading fearlessly as the only Black executive in her company.
Whether you’re growing a business or seeking purpose in your next chapter, Jemila’s blueprint is a lesson in building legacy, staying humble, and moving your feet—no matter how many times you start again.
Resources:
Connect with Our Hosts
Emerick Peace:
Daniel Dixon:
Julia Lashay:
Bo Menkiti
Produced by NOVA
Any text or materials generated by artificial intelligence (AI) should be reviewed for accuracy and reliability as there may be errors, omissions, or inaccuracies.
This podcast is for general informational purposes only. The views, thoughts, and opinions of the guest represent those of the guest and not Keller Williams Realty, LLC and its affiliates, and should not be construed as financial, economic, legal, tax, or other advice. This podcast is provided without any warranty, or guarantee of its accuracy, completeness, timeliness, or results from using the information.
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