The sequence broke at property two, so I sold property one at a loss
Writing this up because everything I read about live-in-then-rent describes the accumulation and almost nothing describes the qualification wall.
Property one: 268k, 3.5 percent down FHA, PITI 1,890 including MIP. Lived in it 13 months. Leased it at 2,050, which was market for the street. Spread of 160 on paper.
Started the application on property two at month 14. The problem showed up in the first underwriting pass. The lender counted 75 percent of the 2,050, so 1,537, against the 1,890 payment. That's a 353 monthly negative added straight to my debt side. Add 411 of student loan payment and a 340 car and I was at 51 percent DTI on the new purchase before we even talked about reserves. Denied. Second lender, same math, also declined. Third wanted 12 months of reserves on both properties, which was 26k I did not have because I'd put everything into the down payment and the move.
So I was stuck holding one rental, renting an apartment myself at 1,610, and unable to advance. Then my job moved 300 miles in month 19. I could have kept property one and managed it remotely and I decided I didn't want a first rental I couldn't drive to while starting a new role. Sold at 279k. After 5.5 percent commission and closing and the fact that I'd only paid down about 4,600 of principal, I walked away 6,100 under what I'd put in, counting the 9,400 down payment and closing costs.
The loss wasn't the 6,100. It was two years of the plan producing nothing.
What I'd do differently: I'd have taken a full underwrite for property two to a lender before I moved out of property one, with the projected lease in hand, and made them show me the DTI calculation with the 25 percent haircut applied. That one document would have told me the strategy was blocked at step two and I'd have spent year two killing the student loan instead of shopping for houses. And I'd have kept 15k instead of a marginally lower payment.