Most underperformance is quiet. Your manager is not going to email you and say the units are turning slowly and the last three statements had errors. You find out by looking. Here are the signals I watch for, and the escalation path I run before I decide to make a change.
The red flags
These are the ones that have actually cost me money over the years.
Slow response time. If it takes more than about 48 business hours to get an answer from anyone at the company, something is broken. Either they are understaffed or they are not paying attention to your account.
You cannot get a hold of them at all. No answer by phone, text, or email. Or you ask three questions and get two answers, with the inconvenient one skipped.
Decisions made without you. A manager who lists a unit and signs a new lease without first proposing the rent and marketing to you is telling you they do not see you as a partner.
Units that sit. Make-ready work should start within about a week of a tenant moving out. A unit should lease within about two weeks of hitting the market. Longer than that and you have a systems breakdown, a pricing problem, or a photos problem. I give a little grace in the slow winter months, but not much.
Excessive or padded maintenance. This is where the money leaks. I once had a manager keep sending techs to repair a ten-year-old AC unit. They ran up more than $1,500 in repairs in about sixty days on a unit I could have replaced for around $2,000. I called and told them to stop the service calls and just replace it.
Accounting errors. This is the big one. In the worst case I have seen, a manager was categorizing excessive expenses as repairs and effectively skimming. I gave them multiple chances to fix it. They told me they did not care.
You are managing the manager. If you feel like you have to be involved in every decision, or stay on top of them constantly for them to do their job, that is a huge red flag on its own.
Catch it in the statement
Review your property management statement every single month for errors. Not most months. Every month. I find errors about a quarter of the time. A lot of them are honest mistakes, but if you are not looking, you are leaving money on the table and you will never know.
The same discipline catches padded repair bills. Keep your own records of every capital expense. A year after I paid roughly $5,000 to seal the brick on an apartment building, a manager brought me a $1,500 bid from a different vendor for water intrusion on the same wall. I pulled the original invoice and sent it back to the first vendor under warranty. That saved me $1,500 I would otherwise have paid twice.
The escalation path
One red flag is usually a conversation, not a firing. Here is how I work through it.
Address it directly. When a manager charged me $1,200 for a four-post fence repair a landscaper botched, I laid out exactly what went wrong: it broke my approval threshold, it was done poorly, it was overpriced, and they should have talked to the neighbor who shared the fence. They admitted fault and covered the $1,200. You do not get that outcome if you stay quiet.
Have the expectations conversation. For most single issues, I go back to the expectations we set at hiring and ask them to meet them. Give a genuine chance to correct.
Watch for the pattern. One month of a reconciliation coming up short is a mistake. Three months in a row is a red flag. When the same problem keeps repeating, the manager is telling you who they are.
Document everything. Keep the emails, the invoices, and the statements. If you do decide to replace them, you want a clean record.
If the red flags are stacking up, the manager will not fix mistakes once caught, or dealing with them is a constant source of stress, it is time to make a change. How to do that without torching your operation is covered in How to Fire a Property Manager. And if you want the full oversight framework so you catch problems before they compound, see The Asset Manager's Playbook.

