Tenant stayed in a 38,000 sf building eight months past lease expiration, paid rent the whole time, then signed a new five-year term at $1.10 over the old rate.
The instinct in that situation is to push the new lease hard, get the paper signed, close the uncertainty. What actually produced the better outcome was doing almost nothing: rent kept coming in, the tenant had no urgency to move, and the longer the holdover ran the clearer it became that they had nowhere obvious to go. The market had tightened enough that comparable space in the same submarket was either smaller or $1.40 higher, and they knew it before I did. By the time formal negotiation started, the conversation opened on their side at $1.05 and landed at $1.10 without a TI dollar spent, because eight months of holdover had done the work that a broker push at month one would have undone. The risk of that approach is real: a tenant in holdover on a month-to-month can exit with thirty days notice and leave you with a vacancy you thought was covered. The question I keep sitting with is how much of that result depended on the submarket tightening during the holdover period, and how much would have held if conditions had gone flat instead. What did you do the last time a tenant stayed past expiration, did you push for the new lease immediately or let it run?