If it is considered a security in Florida, I'm told that a Transfer on Death document can be recorded in the land records of the jurisdiction where the DST property is located to ensure that the interest will not pass through probate even if it is not held in a living trust.

@Cheryl A Perna- thanks ...the proeprty will need to be a condo as there are no SFRs in the downtown area you mention ...condo market in seattle  is  much softer  than the  SFR market right now ...its a buyers  market with many units for sale ...the price ranges are still high and if you want to try to break even with renting it part time - it may be tough to do   especially  when factoring HOA dues into it  . 

Even using bank statements from your business is an alternative. 

(Need to commute to midtown w/o a car and for it to be safe enough for my girlfriend to be comfortable walking alone in the evening)I’ve thought about D4D/direct marketing but I don’t know how effective it would be in the NYC area?

I think a VA buyer can now pay for termite inspection and even some repair if needed if the termite inspection is required.

Hello Ingrid.I assist in the management of about 150 properties and allow our tenants to use both gas and charcoal grills at our single family rentals.

On the flip side, having more choice in location with an existing product could be advantageous to both his personal life and the earnings potential; add in the second unit having the potential of being a STR/MTR and location becomes even more important.The contract/permit side CAN be challenging location by location; assuming he's working with someone who knows what they're doing, Raleigh makes it easier to get permits for these larger "small scale" projects than Durham.

I don't think it's necessarily a bad investment even if your costs exceed your income in the year you're starting out.

I am satisfied with the rent amount that I am receiving, but I hear that you should bump rent up a little each year even if it's only $5.

Oakland is another story Not sure you can compare to Sf the crime there is pretty nasty I used to work in downtown Oakland and it was fine in the 80s  Now I wont even go there..