Peak Property Performance

Ep. 33 When Underwriting Assumptions Meet On-the-Ground Challenges in Property Performance


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Welcome back to the Peak Property Performance Podcast! In this episode, co-hosts Drew Hall and Bill Douglas sit down with Gregory Lozinak of GJL Real Estate Advisors for a deep dive into where deals really break after the close. Together, they tackle the critical gap between underwriting and operational reality, exploring why so many real estate investments fail to meet expectations once the paperwork is signed.

Gregory Lozinak—whose experience spans capital development, hospitality, and multifamily projects—shares firsthand insights about the challenges and disconnects operators face as the industry shifts from relying on financial engineering to demanding operational excellence. They dissect real-world examples of how aggressive underwriting assumptions, underestimated CapEx timelines, and mismanaged pipelines can sabotage returns. The conversation also explores why true visibility on site is more valuable than sanitized reports, the pitfalls of an unruly tech stack, and how data-driven strategies can unlock income and long-term asset value.

Tune in for candid stories, actionable advice on navigating execution risk, and a look at the culture and mindset shifts operators need to thrive in today’s property landscape.

Today’s guest: https://www.linkedin.com/in/greglozinak123/


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