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"Relationships and outcomes – that's what they want and that's what they'll pay for."

What happens when you sell a business that's become your identity? Steve Rupp, a 25-year real estate veteran who built one of Indianapolis' highest-producing teams, takes us deep into the psychological landscape of career transitions.
"I feel like I lost my identity," Steve confesses, describing the moment after selling his successful real estate business. His journey through banking, entrepreneurship, and promotional products created the perfect, though unplanned, foundation for his eventual real estate empire.
The most fascinating aspect of Steve's story isn't just his success but his ability to do what most real estate professionals never accomplish – monetize his business through a structured buyout. "Real estate agents work so hard... and then they just turn off the lights, shut the door, and walk away," Steve laments. His solution? Building systems and models that create transferable value, allowing him to sell his business when the passion faded.
Steve's father offered wisdom that resonates far beyond real estate: "Always retire TO something, not FROM something." People who retire from things without purpose often decline quickly, while those with new missions thrive. This philosophy guided Steve's transition into coaching, though not without challenges. "Am I a real estate agent? I'm not a coach yet," he recalls thinking during the awkward identity shift.
Perhaps most surprising is Steve's revelation about client priorities. Despite being one of the most formally educated agents in the world with 18 designations, he discovered clients don't actually care about credentials.

About Steve Rupp:

Steve Rupp is a 25-year real estate industry veteran who grew up in real estate and led one of the highest-producing teams in the city. He is known as one of the most highly educated real estate agents in the world having earned 18 designations and certifications.
Steve is married to his wife Brigid and has a daughter Anastasia who is a sophomore at IU and Natalia who is a freshman at Westfield High School and is a competitive cheerleader. When not working, Steve enjoys traveling to Europe.
Www.SteveRuppCoaching.com

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Disclaimer: The information provided in this podcast is for general informational purposes only and is not intended as a substitute for professional medical advice, diagnosis, or treatment. The co-hosts of this podcast are not medical professionals. Always seek the advice of your physician or other qualified health provider with any questions you may have regarding a medical condition. Never disregard professional medical advice or delay in seeking it because of something you have heard on this podcast. Reliance on any information provided by the podcast hosts or guests is solely at your own risk.
Pamela Cass is a licensed broker with Kentwood Real Estate
Natalie Davis is a licensed broker with Keller Williams Realty Downtown, LLC