Keep in mind that your mortgage terms and insurance premiums will probably be less favorable in an LLC.

Are you vendor direct could be a lot cheaper on countertops, and could save you money..

He's essentially lost $150K.Run the numbers if he was renting it for 5 years (minus mortgage, property taxes, repairs, etc). 

Most banks allow you to export the full year of activity to excel.If you are not comfortable using excel - you should reach out to your accountant if he/she has a bookkeeper on staff and how much it would cost them to do your books.It may be cheaper overall for your accountant to do it if you just need the books to be done once a year instead of on a monthly basis.Furthermore, this saves you from having to pay for the software.

Hi Lenny,Probably I would wait until you have a steady income source to make it easier to get a mortgage.

@Chris Kay beleive you can do DSR loans without a job as they qualify the property, not the borrower.You'd still need 20-25% down though.That's where you have a decision:- Pay down the mortgage, setting yourself up for a future refinance to free up your VA Entitlement.OR- Save up for your next acquisition.Only YOU can make that decision as you have to be comfortable with the increasing debt-load risk and the additional time to manage everything.

My metro STR is much cheaper(180-280 nightly) and in the “burbs” which tends to be working class clientele, which is okay.

Unfortunately as was pointed out in a forum post about a week ago there is no option on this calculator to include a second or third mortgage.

It earns more risk-free in money markets than your mortgage rate probably. 

The cheaper price point often comes with older housing stock that needs more work.Not saying Cleveland/Akron are bad markets - plenty of investors do well there!