Chicago Investors: What’s Your Mindset When Sourcing Off-Market Deals?

[Nicole Laba]

I work with investors in Chicago who are actively buying off-market properties, and Ive noticed that everyone has a different approach when it comes to sourcing deals. Some focus purely on numbers, while others look at long-term value, location trends, or creative financing strategies.

For those of you investing in Chicago (or similar markets), whats your mindset when evaluating off-market opportunities? Are you primarily looking for cash-flowing properties, distressed deals, or value-add opportunities?

Would love to hear your perspective and how you approach your decision-making process!

Looking forward to the discussion.