Sometimes paying a premium on a home also guarantees a higher demand in the neighborhood and with that may come a higher demand for a rental as well.  

Yes, it will delay your taxes on this income for another year. 

I had a STR in another market get shut down by zoning, so I put construction workers in there on a 30+day stay over the summer and now have a MTR tenant to keep the lights on through May after which I'll sell since I have no guarantee on having another 30+day contract next summer.

Where I live there are many benefits to the voucher program in addition to guaranteed payments. 

For example when someone wants to have financial freedom and spend more time with family, but then sets a goal by creating a heavy active income stream that involves their personal involvement daily.

Next goal is $250k in income through my real estate and stepping away from the day to day management of the properties.

You need sufficient rental income to cover your expenses, or you bleed money. 

One said the 2nd mortgage has to be assumable and the other said it did not.VA issued Circular #26­24­17 back in August to try and clear up the issue:Assumability: If the secondary borrowing is not assumable, the holder of the VA guaranteed loan should counsel the assumer that this may restrict their ability to sell the property to another creditworthy assumer through an assumption in the future.The lender currently servicing the loan still can decide whether or not they'll allow the 2nd.You could do seller financing for the gap and then refinance just that amount with a Home Equity Loan or Line of Credit at some point down the road. 

It's no guarantee but it's a good place to start.

It's no guarantee but it's a good place to start.