Innerspace: Deep, Meaningful Conversations with Brett Kaufman podcast

Steve Rozenberg: When Your Identity Keeps You Small

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Steve Rozenberg is a Boeing 777 pilot for a major international airline, with nearly thirty years of airline experience. He built, owned, and scaled the fastest-growing property management company in the state of Texas, taking it past a thousand properties in seven years before exiting to venture capital, all while still flying. Today he brings aviation’s discipline of systems, processes, and checklists into the business world, and helps owners build teams and businesses that don’t rely on them for every decision

Steve grew up near East Los Angeles in a family where nobody handed you anything, and he bought his first two shares of stock when he was eight. He pushed so hard to become a pilot that he was hired at twenty-one, the second youngest person his airline had brought on at the time. Then the industry collapsed, and he was furloughed and escorted out of the building with no badge, no books, and no uniform. Pilot had been his whole identity. In his words, “I had to kill off my past.” He got a library card and read a book a week. He put a $10,000 real estate coach on credit cards, and thirty days later he walked out of a title company with a check for $20,000.

Brett and Steve talk about the emergency training pilots use to make decisions under pressure, why “information is just entertainment without execution,” and how Steve ran 60% of his company with virtual assistants in Mexico. They also cover why it’s better to end a chapter on a good note than wait for it to end badly, the lie entrepreneurs tell when they say they’re doing it all for their family, and why the real work is deciding who you need to become.

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