#3 - The Secret to Building a Business That Runs ITSELF w/ Steve Rozenberg episode artwork

EPISODE · Apr 10, 2026 · 48 MIN

#3 - The Secret to Building a Business That Runs ITSELF w/ Steve Rozenberg

from The Contractor’s Edge Podcast - Build Better Businesses · host Better Boss

Nick interviews Steve Rozenberg, an international Boeing 777 pilot and entrepreneur, about building businesses through systems, clarity, and humility. Rosenberg recounts becoming a major-airline pilot at 25, being furloughed after 9/11, and reinventing himself through intense self-education and real estate mentorship. After costly mistakes with a large Houston rental portfolio, he and a partner built a property management company, hired a coach for seven years, scaled to 1,000+ properties in three Texas cities, and sold to a venture-capital-backed firm where he became a VP—applying airline-style standardization to operations. He contrasts “ego vs economics,” explains why owners struggle with SOPs without clear outcomes, emphasizes vision, org charts, and core values for hiring/firing and retention, and closes with a personal lesson from losing his 19-year-old son: don’t postpone time with family and memories.   -- Steve's Links --  https://www.instagram.com/rozenbergsteve/ https://rozenberggroup.com/ Book | https://amzn.to/4c4GZI0 🔥 Book Your FREE Growth Audit → https://cal.com/mybetterboss.ai/jobtr... 📞 CONNECT WITH BETTER BOSS: 🌐 Website: https://better-boss.ai 📧 Brittney: [email protected] 📞 Phone: (720) 636-9500 📍 Highlands Ranch, Colorado ⚡ We only take limited clients per month. Every single one has given us 5 stars. You didn't start your business to be stuck in the day-to-day. You started for freedom, for family, and for something better. Better starts now. 🔔 SUBSCRIBE for weekly videos on building systems that actually work for contractors. Better Boss | JobTread Certified Implementation Partner Highlands Ranch, Colorado https://better-boss.ai

Nick interviews Steve Rozenberg, an international Boeing 777 pilot and entrepreneur, about building businesses through systems, clarity, and humility. Rosenberg recounts becoming a major-airline pilot at 25, being furloughed after 9/11, and reinventing himself through intense self-education and real estate mentorship. After costly mistakes with a large Houston rental portfolio, he and a partner built a property management company, hired a coach for seven years, scaled to 1,000+ properties in three Texas cities, and sold to a venture-capital-backed firm where he became a VP—applying airline-style standardization to operations. He contrasts “ego vs economics,” explains why owners struggle with SOPs without clear outcomes, emphasizes vision, org charts, and core values for hiring/firing and retention, and closes with a personal lesson from losing his 19-year-old son: don’t postpone time with family and memories.   -- Steve's Links -- https://www.instagram.com/rozenbergsteve/https://rozenberggroup.com/Book | https://amzn.to/4c4GZI0 🔥 Book Your FREE Growth Audit → https://cal.com/mybetterboss.ai/jobtr... 📞 CONNECT WITH BETTER BOSS: 🌐 Website: https://better-boss.ai📧 Brittney: [email protected]📞 Phone: (720) 636-9500📍 Highlands Ranch, Colorado ⚡ We only take limited clients per month. Every single one has given us 5 stars. You didn't start your business to be stuck in the day-to-day. You started for freedom, for family, and for something better. Better starts now. 🔔 SUBSCRIBE for weekly videos on building systems that actually work for contractors. Better Boss | JobTread Certified Implementation PartnerHighlands Ranch, Coloradohttps://better-boss.ai

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#3 - The Secret to Building a Business That Runs ITSELF w/ Steve Rozenberg

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This episode is 48 minutes long.

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This episode was published on April 10, 2026.

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Nick interviews Steve Rozenberg, an international Boeing 777 pilot and entrepreneur, about building businesses through systems, clarity, and humility. Rosenberg recounts becoming a major-airline pilot at 25, being furloughed after 9/11, and...

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