One mistake or big unexpected expense could ruin you if you only have one or two rentals that are not cash flowing.That said, especially in the current environment, if you are coming from a very strong financial position then there may be times where it may fit your goals to invest in a highly appreciating area with no or negative cash flow.

Hey,If "building class designation" is the same as zoning, then this seems like it can definitely be appraised as a two family, with both the legal and actual designation as a two family.Depending where in NYC, that may not help your valuation, as primary residences sometimes sell for more than investment properties, so check that out before challenging the appraisal and definitely before paying for another one.Double check all this with your lender/broker as well.Best of luck!

There's definitely challenges, but there's definitely tons of demand for Section 8 in the Cleveland market, especially for single family properties. 

.● Management Company Challenges.

Disputing taxes for a rental property was more challenging than owner occupied. 

There are also some challenges here as well to navigate but with the right systems and processes, section 8 rentals could be a nice avenue for you to explore.

Challenges?

Its essentially in the longterm best interest of the property owner to ensure there is a non-compete clause in all leases; merely for the benefit of securing longterm relationships with the tenants.A diverse tenant mix can attract a wider audience and contribute to a more vibrant environment.

Other group homes for abused, veterans, and mental challenged usually have less opposition. 

Challenges?