Not every bad boss is a villain. Some of them are just a knot you can't quite untangle, even years later. This one is mine.
She wasn't bad. I want to say that up front, because the easy version of this story would make her a monster, and she wasn't one. She was warm and funny and, in a lot of ways, good to me. She was also a woman who crossed about every professional boundary there is to cross, and the strangest part — the part I've spent a long time sitting with — is that for a while, I let her. I more than let her. Some part of me liked it.
So this is a story about boundaries. But it's also a story about why I didn't defend mine, which turns out to be the more interesting question.
The hair, the rides, and the cheek pinch
Let me just list them, because the list is genuinely a little unhinged when you see it all together.
She asked me to do her hair. As in, style it. At work. Me, a director, with my own team and my own deliverables, standing behind my boss with a round brush.
She asked me for rides. Places that were not on my way, at times that were not convenient, for reasons that were not work. And I gave them, cheerfully, like an unpaid concierge with a graduate degree.
And once — this is my favorite, in the way that something can be your favorite and also make you wince — she pinched my cheek. Pinched it. The way your grandmother does to a four-year-old at Thanksgiving. Ohh, look at this one. I was a grown professional woman and my boss pinched my cheek like I was a cherub in a Renaissance painting.
She also insulted me constantly, though I don't think she meant to. They were accidental, these little cuts — a backhanded compliment here, a "well, you wouldn't understand" there, a comment about my outfit or my age or my approach that landed wrong and that she never seemed to notice landing at all. Death by a thousand papercuts, except the person holding the paper had no idea she was cutting.
And here's the part I have to be honest about: I didn't mind. At the time, I genuinely didn't. In fact, some part of me felt that all of it — the hair, the rides, the cheek, even the little insults — brought us closer. Like I was special. Like I was in. Like the boundary-crossing was a kind of intimacy, and the intimacy was a kind of safety.
It took me a long time to understand what that response actually was.
A short, necessary detour into fawning
There's a stress response most people have never heard of, and once you learn about it, you start seeing it everywhere — especially at work, and especially in women, and especially in high achievers.
Most people know fight or flight. Some people know freeze. Fewer people know about fawn.
Fawning is the stress response where, faced with a threat or a power imbalance or an unpredictable authority figure, you don't fight and you don't flee — you please. You appease. You make yourself useful, agreeable, indispensable, easy. You manage the other person's emotions so that they never have a reason to turn on you. You merge your needs into theirs until you can't quite locate your own anymore.
It's a survival strategy, and it's a smart one. It usually develops early, in childhood homes where keeping a volatile adult happy was the safest way to get through the day. And it follows you into the workplace beautifully, because the workplace rewards it. The fawner is the one who stays late, who never says no, who anticipates the boss's needs before the boss does, who is "so easy to work with," who "never complains." The fawner gets called a team player. The fawner gets called a star.
The fawner is also exhausted, resentful in a way she can't admit to herself, and slowly disappearing.
Here's the thing about fawning that makes it so sneaky: it feels like connection. When I did my boss's hair, when I gave her the rides, when I laughed off the cheek pinch — my nervous system read that as I am safe, I am valued, I am close to the powerful person and therefore I am protected. It didn't feel like a stress response. It felt like friendship. That's the trap. The very thing that's costing you your boundaries registers, internally, as warmth.
So when I tell you I didn't mind doing her hair — I believe that I didn't, consciously. But I also think that the part of me doing the not-minding was a much younger part, a part that learned a long time ago that the way you stay safe around an unpredictable powerful person is to make yourself so pleasant and so useful that they could never want to hurt you.
It worked, too. Right up until it didn't.
The day I showed her up
Here's where the warmth turned, and where I learned what was actually underneath it.
I developed a project. Independently, with a contractor, fully within my scope as a director — this was my job, this was exactly the kind of thing I was there to do. And it was good. I knew it was good. I built it, I shaped it, I brought it to life, and then I presented it to her and to our senior leadership.
It landed. It really landed. The room responded the way you dream about a room responding. I could feel it — that rare, clean feeling of doing the thing you're good at, in front of the people who needed to see it, and having it work.
And I looked at my boss, expecting — what? Pride? Shared joy? The warmth she'd shown me a hundred times over the dumbest things?
Her eyes shot fire.
I want to be precise about this because it was so fast and so unmistakable. For one unguarded second, before she rearranged her face, I watched something flash across it that was not pride. It was something closer to fury. And then she caught herself, and she smiled, and she said how proud she was of me, and then she told me to leave.
"Get out!" she said, laughing, performing delight. "Reward yourself! Take a half day! You've earned it!"
It was framed as generosity. Go on, you deserve it, treat yourself. But I knew, even in the moment, that I was not being rewarded. I was being removed. She could not stand to be in the room with my success for one more minute, and the half-day was the most socially acceptable way she could find to make me disappear.
I took the half day. Of course I did. I was a fawner. I thanked her for it.
Scarcity, jealousy, and the math that wasn't real
What I understand now, that I didn't then, is that my boss was operating from a scarcity mindset so deep it shaped everything.
In her math, my success and her success were on a seesaw. If I went up, she went down. There was only so much room at the top, only so much credit to go around, only so much good available, and every bit of it I earned was a bit she lost. My win wasn't a win for her team or her department or her own leadership — it was a threat. A subtraction. A spotlight swinging away from her and onto me.
This is one of the saddest ways a person can move through the world, and it is everywhere in workplaces, and it does enormous damage. Because a leader with a scarcity mindset cannot let the people under them shine, since every bit of their shine reads as your dimming. They hoard credit. They withhold sponsorship. They feel personally diminished by their own team's excellence. They turn the thing that should be their greatest source of pride — the success of the people they developed — into their greatest source of threat.
And here's the bitter irony, the part that still gets me:
My success forced her success. When I got promoted, the structure required her to be promoted too — you can't have a director reporting to someone who isn't senior enough to manage a director. My rise literally lifted her. But she couldn't see it that way. She experienced her own promotion not as something she'd earned, and not even as a happy side effect of having developed a strong person, but as a kind of consolation prize handed to her because of me. A reward based on my merit, not hers. Which, in her scarcity math, wasn't a reward at all. It was another reminder.
She got promoted and felt smaller. I have genuinely never seen anything sadder in a professional setting.
The line that I think explains everything
There's one more piece, and it's the piece where my anger softens into something more complicated.
Our VP told her — to her face — that the best thing she ever did was hire me.
Ouch.
I want you to sit with how that must have felt for her. Imagine being a leader, with all your own ambitions and insecurities and your whole sense of yourself riding on being seen as good at your job, and having your own boss tell you that your single greatest accomplishment was hiring someone else. Not anything you built. Not anything you did. The best thing you ever did was recognize that someone else was good.
That is a devastating thing to hear. And while it confirmed everything I knew about my own value, it also — and I mean this honestly — it also broke my heart for her a little. Because I think that sentence probably landed on a wound that was already there long before I ever showed up. I think she'd spent her whole career afraid of exactly that, and then someone said it out loud.
It doesn't excuse how she treated me. The fire in her eyes was real, and so was the harm, and so was the slow erosion of being managed by someone who needed me small to feel okay. But it does let me hold her with some compassion now, from a safe distance, years later. Hurt people guard their territory like it's the last territory on earth. She was guarding. She'd probably been guarding her whole life.
What I'd tell myself, and maybe you
If I could go back, I wouldn't tell my younger self to confront her. That's not the lesson. The lesson is gentler and harder than that.
I'd tell her: you can be warm without doing her hair. You can be kind without being available at all hours for rides that aren't your job. You can be close to someone without dissolving your own edges into theirs. The closeness you're feeling when you fawn isn't actually closeness — it's a deal you're making with your own nervous system, and the price is yourself, and you don't have to keep paying it.
And I'd tell her this, which took me the longest to learn: her reaction to your success was never information about your success. When her eyes shot fire, that wasn't a sign you'd done something wrong. It was a sign you'd done something right, in front of someone who couldn't bear it. Don't let a jealous person's discomfort become your internal evidence that you should shine less. That's how the small stay small and make sure you join them.
I presented an amazing project that day. It was good. It was mine. I built it.
And the half-day she sent me home with? I think about it differently now. She meant it as a way to get me out of the room.
I think I'll keep it as a victory lap.