The Nassau/Suffolk market is definitely unique in the sense that although there are great SFH options available, multifamily options to househack are not super common - unless you find something with an accessory dwelling unit (ADU) or at least can pull permits for ADU.

Per IRS instructions on how to depreciate property:"A dwelling unit is a house or apartment used to provide living accommodations in a building or structure.

That's just one example, but you get the idea.Here is the basics of how it works: the carrier orders a dwelling evaluation, with overall photos of the house and any detached structures, including close-up photos of all hazards, liabilities and conditions, as well as the roof.

I'm 32, I currently hold 5 rental units (1 true duplex, 1 SFR zoned with multiple dwelling units that I currently house hack with wife and I living in smaller unit mortgage free, and 1 SFR) and flipped 1 SFR sold mid-COVID for a small profit. 

A large deductible to me starts at $50,000, anything less is a small deductible (again I understand a BP'er is going to have a smaller deductible mindset).With that said it seems like many BP'ers are stuck in the rental dwelling insurance purchase.  

Episodes 25, 26, and 78 feature house hacks, and he has a 9-episode series on in-law suites/accessory dwelling units.

In my town I am working on the concept of "accessory dwelling units" (already did one) and tiny houses.

Once I learn the ins and outs of this business, I will have enough capital and experience to transform those abandoned "eyesores" into suitable and habitable dwellings for the less fortunate.

Most typical dwelling policies have low limits, like $200-500K.

My preferred avenue of investment is to find run down properties that need extensive renovation and then add even more value to the deal by adding square footage to the primary home or by adding an Additional Dwelling Unit on the property.