This post, my boss is having an affair with our assistant — and I’m friends with his wife , was originally published by Alison Green on Ask a Manager.
It’s the Thursday “ask the readers” question. A reader writes:
I work as a project manager at a small business (~25 employees) and have been in this role for more than six years. I was referred to the position through Katie, a friend from a hobby club I belong to. She learned I’d been laid off from my last position and offered to introduce me to her husband (John) who owns a consulting firm in my field. After a standard interview process, I was hired and have been here ever since.
About 18 months ago, we were looking for a new administrative assistant for the business. Instead of advertising the position like we normally would, John hired Tammy, the “daughter of a family friend.” She was supposedly a recent grad, very eager, would need some training, but would be a great addition to the team. From her first day, it was clear that she was not the right fit for the position. Her computer and communication skills were quite poor, she took forever to do basic tasks, was dressed inappropriately for an office, and played on her phone frequently. She was also coming in late or leaving early every day. Every attempt to provide her with instruction or feedback was met with confusion or eye rolling. Another manager asked her for help in stuffing envelopes for a promotional event, and she laughed in his face!
I went to John and asked him what exactly Tammy’s role was supposed to be since she was refusing to do much of anything. He said not to worry, he would have a word with her. The next day he told me he would be managing her directly from then on and if I needed something that fell under the assistant’s umbrella, I could email him and he would see to it that it was done. He had never taken over management of an assistant before this, and it felt like something was amiss.
Within a few weeks, it seemed clear that John is having an affair with Tammy. John has never admitted it to me, but they drive in together every day, have hours-long meetings in his locked office every afternoon, and whenever she is at her desk, she is shopping online or browsing social media. If anyone asks Tammy to do something for their team, she goes straight to John’s office and a few minutes later he sends a message that someone else will need to do that task. My emails to John regarding my team’s administrative needs just get ignored, and I wind up doing those tasks myself or handing it off to one of my team members (who have enough on their plate as it is). I’ve tried to talk to John about how this is impacting our workflow and how we really need a true assistant, but he snaps that these tasks are not so urgent that we can’t handle them ourselves within our own teams. John’s reliability as our CEO and decision-maker has plummeted as well, and morale is low.
I’ve been quietly trying to find another job since early 2020. Covid threw a wrench in those plans, and I have very few prospects at this time. My dilemma is what to do about Katie (my friend/John’s wife). I am very confident that they don’t have an open marriage. She truly thinks Tammy is an assistant at our workplace. I have not told her about the affair, partly because it’s not my business and partly because I need to protect my job. I am the only person at work who would possibly tip her off about this, and it would be obvious it was me if I were to tell her. I feel absolutely awful keeping this secret. I feel so guilty when she earnestly asks me how work is at our hobby group. What do I do?
Readers, what’s your advice?

























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