Matthew Whitaker, CEO of Evernest, shares the driving vision behind his rapidly growing property management company. He discusses setting ambitious goals, like managing 250,000 homes by 2030, and how a strong company culture fuels scalability. Matthew reveals innovative strategies such as gamifying staff incentives and refining acquisition tactics. He emphasizes the importance of clear communication and aligning individual contributions to collective ambitions, making leadership development a priority for lasting success.
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insights INSIGHT
Vision Enables Better Decisions
A clear, shared vision allows every team member to make better decisions autonomously.
Matthew Whitaker emphasizes decentralizing decision-making as the organization grows past 700 people.
question_answer ANECDOTE
Origin Story of Evernest
Matthew Whitaker started property management as a side business to keep his real estate deals afloat during the Great Financial Crisis.
Initially, managing homes was just a support function to sell properties to investors rather than a primary business goal.
volunteer_activism ADVICE
Set Big 10-Year Vision
Set a 10-year vision to increase the likelihood of success versus short-term goals.
Longer-term visions help navigate market volatility by focusing on consistent progress toward a bigger target.
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June 4 2025
In this episode, host Pete Neubig sits down with Matthew Whitaker, CEO of Evernest, to explore the driving forces behind one of the fastest-growing property management companies in the U.S. Matthew shares how casting a long-term vision, like Evernest’s ambitious goal to manage 250,000 homes by 2030, guides every business decision. He discusses how EOS (Traction), hiring for culture, and investing in leadership development have shaped their path to scale. From gamifying staff incentives to refining their acquisition strategy, Matthew offers real-world insights for founders looking to build a company that lasts.
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