Jim Pfeifer

Panel: Inside the Mind of a Passive Investor

A Session by Jim Pfeifer (Co-Founder of Left Field Investors)

+2 Panelists

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About this Session

Want to know how seasoned real estate investors decide where to put their money — and why?

In this candid panel, you’ll hear directly from experienced passive investors who have reviewed and invested in hundreds of deals. They’ll share what drives their decision-making, the biggest lessons they’ve learned, and the two key factors they always evaluate before saying yes to an opportunity.

You’ll get insight into:

  • How experienced investors think about diversification
  • What red flags they watch for in sponsors and deals
  • Where they find their best investment opportunities
  • The mistakes that shaped their strategies — so you don’t make the same ones


Meet Your Panelists:

Jim Pfeifer – Co-founder of Left Field Investors, Jim has invested in over 100 passive deals and helps educate a community of thousands on how to build wealth through real estate without active management.

Jeremy Roll – Founder of Roll Investment Group, Jeremy is a full-time passive investor with two decades of experience. He’s known for his detailed due diligence process and has built a portfolio across real estate and business opportunities.

Aleksey Chernobelskiy – A sophisticated investor with a background in finance and deep experience across various real estate asset classes. Aleksey brings a sharp eye for underwriting and a methodical approach to evaluating passive investments.

June 06, 2025, 06:15 PM

06:15 PM - 07:15 PM

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About The Speaker

Jim Pfeifer

Jim Pfeifer

Co-Founder of Left Field Investors

About The Panelists

Aleksey Chernobelskiy

Aleksey Chernobelskiy

7k Investor Newsletter


Jeremy Roll

Jeremy Roll

Manages a Network of 1,500+ Investors

Break of Day Capital

We help busy professionals build generational wealth through multifamily passive investments without the hassle of being a landlord.

Main Sponsor

DLD Accountancy LLP

We are a global firm that specializes in providing outstanding service to a select group of discerning clients.

Main Sponsor

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