We thought it would do between $300 & $400 per month, so that didn’t go exactly as planned as we needed to drop the rental amount over time.

Come up with plans on how to deal with these risks if they come up.Connect with local real estate professionals, Airbnb hosts, property managers, and investors to gain insights from their experiences.

At the moment, have plenty of financial glide path, so don't need the equity of the current Investment prop, but had planned to owner finance (extra monthly income flow @7%, fluff... more income not required to eat, clothe, house. ).1) Cursory look indicates 30% max AGI can be deducted if deferred to Charity.

Getting into a property that has negative cash flow can seriously hurt, even if you've thought out a magnificent plan for it.

The REPS-9 election prohibits grouping short-term and long-term rentals, emphasizing the need for careful strategic planning.

No click-bait website cares if you do or don't actually close, they care that you are clicking and generating advertising revenue.

Start with calling the planning dept at the city to define the zoning and allowed density 2.

More money than I care to say out loud to a CPA who takes the piles and piles of reports and documents I generate from all this, plus my W2 and my wife's W2, and turns it into something that the IRS will accept.

Trust me, I've toyed with the idea.Vacant land where it makes sense to build large MFH stock might make sense, but chances are this isn't the land we're talking about here.The reality is most vacant land in Detroit is being repurposed for parks, the Joe Luis Greenway, solar farms, neighborhood gardens, etc.Beyond that, let's say you plan to hold long enough for SFH prices to get high enough where it does make sense to build. 

Be careful what you are getting into.