I am a short term rental owner / operator and manage some properties for clients. 

Property management is a tricky business, walking the fine line between renter and owner expectations.

Would you take a cut on the backend assuming a sale of the property after a year and it has been cashflowing? 

Buy a property as soon as you can.

I am looking at a 7 unit multifamly property that has been deconverted into 7 condos with 7 different PINs.

For clarification I actually intend to live in this property for the majority of the year. 

Get rid of this tenant and stop the bleeding.P.S. the money you are losing each year is more than you would pay for a professional property manager.

Should you set aside additional money aside from capital gains to pay for the income tax increase if you make a profit on a property? 

The Handsome Homebuyer podcast is hosted by a L.I. houseflipper and rental property investor.

If there are any NY market stats/comparisons, you'd like to see in the future, post a reply or shoot me a PM.Below is a quick Q3 comparison between this year and '23 for Suffolk County:Summary:- Single Family values continue climbing- Multifamily Properties are selling faster than last year - Market activity (sold properties) has remained steadyMultifamily sale prices have (slightly) dropped despite sales activity remaining similar to Q3 last year.