Even with the discount, the investor will be a life style investor who wants to own in PR more than optimize return.  

Focus on optimizing the current fourplexes (improving rents, reducing expenses).

I'll focus on maintaining the property and optimizing rent increases to ensure consistent returns over the years.

As the founder of HomeRoom, I can't even tell you how many days and nights I've spent trying to develop the optimal experience for our roommates.

I’d love to hear more about how you approach finding these under-$2M properties and what strategies you’re implementing for operations optimization.

You would assume that sellers know that they should optimize NOI before listing, but most don't and STILL want you to pay a price based on what NOI could be.

I am also looking for tax optimization as the business will require cash reserves and is a high risk business from a liability perspective.

On the financial side, work with a CPA who understands real estate to optimize your tax strategy, especially for deductions like depreciation and expense write-offs.

Even in the off-season - you can optimize visibility by setting competitive pricing, using high-quality photos, and enabling Instant Book with flexible policies.For older listings, try adjusting prices with dynamic tools, highlighting upgrades, and regularly updating your title, photos, or descriptions to stay fresh in search results.These tweaks can make a big difference!

Smart investors first focus on finding quality properties—such as those in thriving areas of Brooklyn or potential neighborhoods around Manhattan—and then reverse engineer the process by improving management, optimizing rental structures, or enhancing facilities to make it worthwhile.