Lost a sandwich option on a Memphis triplex because I built in 14 months and the seller's payoff was 22.
I was collecting $2,940 a month from three tenants, paying $2,400 to the seller, and holding a $540 spread. Option fee was $6,000 out of pocket. The seller had a balloon I didn't know about when we signed, and when it hit month 14 he had to sell outright to satisfy it. My option was real but his ability to honor it at month 22 wasn't. The title company said my option survived the sale in theory, but the new buyer paid cash and my attorney said fighting it in court would cost more than the $6,000 and 14 months of spread I'd made. I walked. Total in my pocket from the deal: $13,560 spread plus the $6k fee never came back. The alternative I'm comparing this to is gap funding a flipper in the same market at 12 points for a six-month note, which on a $120k loan would have been $7,200 with no tenant drama and no title fight. I ran the lease option because the monthly cash flow felt safer. It wasn't. The thing I missed was not the option language, it was that I never pulled the seller's loan docs before we signed, and a 22-month balloon was sitting right there.