I’ve been spending some time learning more about portfolio acquisitions (buying multiple properties in a single transaction) and how they compare to picking up individual deals over time.

For those who have experience with this—especially in Florida markets—I’d really appreciate your perspective on a few things:

• What are the biggest due diligence surprises you’ve encountered when reviewing a portfolio?
• How do you evaluate operational efficiency across scattered-site properties?
• Are there any Florida-specific risks (insurance, taxes, tenant laws, etc.) that have significantly impacted performance?
• How do you typically structure financing for a portfolio versus a single asset?
• At what point does it make more sense to acquire a portfolio instead of continuing to buy one property at a time?
• When acquiring a portfolio, do you usually plan to hold long-term as a package or exit by breaking it up?

Just trying to better understand how more experienced investors approach these types of opportunities. Appreciate any insight you’re willing to share.