From my understanding, if its passive income, just a room-by-room rental, it would go on your schedule E just like any other rental. if its active, like a short term rental situation or mid-term, something like an airbnb or bed and breakfast where you're actively including extras, it would be filed on a schedule C. disclaimer, im not a tax person, so double check this with your tax pro. when you go to qualify for your next purchase, whether that's for primary or inv., using a full-doc loan... if its schedule C, you would need to do a 2 year average of this income in order to use it. its looked at as a business, and self employment income. if its schedule E, theoretically you could use the schedule E income calculations just like any other rental even after the first filing.

I am a big vote for a realtor who is a very good active flipper.

Do your best to mitigate issue before they crop up and annoy residents.Maybe create a free service, for those that are not using your management services, to come and review their STRs for safety, procedures for help etc.

Think of it like the escrows you likely pay your mortgage servicer for Insurance and Taxes, or your estimated taxes to IRS.  

I definitely will be targeting areas that have other activities to offer during the non-ski seasons in addition to having top-rated ski resorts.

You can also access this apartment from the main entrance that has stairs going down to the apt; so it has a front and back entrance.https://www.nyc.gov/site/hpd/services-and-information/basement-and-cellar.pageMy father is getting older and he just doesn't want to deal with the house anymore, and will be passing it down to me.

You have 12 months from death of reverse borrower or you need to write to servicer of the loan for an extension which gets you 24 months. 

You can buy a pre-sale hotel-condominium with resort like services and property management features for 100-150k.

In my experience as a CPA I find that the tax prep firms have bookkeepers but their primary service is tax preparation.

Rainier NP)Port Angeles, WA (Olympic NP)Pacific Beach/Moclips, WA (Coastal, near Seabrook which is super cute but very expensive)Rockaway Beach, OR (Coastal, centrally located for Oregon Coast activities)Long Beach, WA (Coastal)Lake Cushman/Hoodsport, WA (Olympic Penninsula)