The 2025 Playbook: Best Debt Investment Strategies for High Returns

In this episode, Andrew Cushman discusses best practices for evaluating multifamily deals and operators as a passive investor. He outlines several red flags to watch out for, such as sponsors only providing one return metric or making assumptions above market trends. Plus the importance of assessing the sponsor’s track record, focus, and reputation in the market. 

In this episode, Andrew Cushman discusses best practices for evaluating multifamily deals and operators as a passive investor. He outlines several red flags to watch out for, such as sponsors only providing one return metric or making assumptions above market trends. Plus the importance of assessing the sponsor’s track record, focus, and reputation in the market. 

In this episode, Andrew Cushman discusses best practices for evaluating multifamily deals and operators as a passive investor. He outlines several red flags to watch out for, such as sponsors only providing one return metric or making assumptions above market trends. Plus the importance of assessing the sponsor’s track record, focus, and reputation in the market. 

In this episode, Andrew Cushman discusses best practices for evaluating multifamily deals and operators as a passive investor. He outlines several red flags to watch out for, such as sponsors only providing one return metric or making assumptions above market trends. Plus the importance of assessing the sponsor’s track record, focus, and reputation in the market. 

  • Key red flags to watch out for in sponsors and deals: unrealistic assumptions, lack of transparency, and only providing one return metric.
  • The importance of evaluating a sponsor’s track record, focus, and reputation in the local market.
  • How to structure multifamily debt and investments to provide flexibility for different economic scenarios, such as rising or steady interest rates.

In this episode, Andrew Cushman discusses best practices for evaluating multifamily deals and operators as a passive investor. He outlines several red flags to watch out for, such as sponsors only providing one return metric or making assumptions above market trends. Plus the importance of assessing the sponsor’s track record, focus, and reputation in the market. 

Timestamps:

00:40 – Introduction to Andrew Cushman’s background and experience

02:07 – Current state of the multifamily market and acquisition challenges  

02:48 – Importance of doing good deals and maintaining a positive culture

05:43 – Keeping an acquisition team motivated during difficult markets

12:19 – Outlook on the current real estate cycle and when to invest

16:16 – Non-negotiables Andrew looks for in multifamily deals

23:54 – Transitioning asset focus and risk mitigation strategies

25:20 – Challenges of different property classes and locations

30:06 – Evaluating return metrics and red flags in sponsor projections  

35:43 – Importance of a sponsor’s track record and local market expertise

43:25 – Structuring debt for flexibility under different scenarios

47:44 – Key considerations for passive investors in deal evaluation

53:46 – Sources for meeting new investors and staying connected

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