The Management Pretzel đ„š
The cost of trying too hard to make someone successful or happy
I was talking to a leader recently who was doing everything in her power to keep someone on her team. She was considering a re-org, creating a vertical for this person to own, changing titles, and more.
At some point, I had to ask her, âWould you do any of this if this person wasnât here?â
The answer was no.
âDo you want to do this stuff regardless? Is it the right thing for the business?â
The answer was unclear.
âDo you sort of feel yourself contortingâturning yourself into a pretzelâfor this person?â
Yes. Thatâs exactly what it feels like.
Welcome to the management pretzel đ„š.
There are these moments in management when you are trying really hard to make something work. Trying to boost up a low performer. Trying to make the right space for a high performer. And somewhere along the way, you stop asking, âWhatâs the right thing for the business?â or âWhat would I do if this person quit tomorrow or wasnât here?â Instead, youâre asking and answering a very person-specific question: How do I make this person successful here?
If youâre asking that question, youâre a good manager. So, pats on the back. But sometimes, good managers can do too much.
The cause of the management pretzel is usually genuine care as a manager curdling into over-responsibility for someoneâs performance or happiness. You love working with the person and donât want them to leave. You care about the person, and theyâre struggling, so you think that if you just help them a little more or spend a little more time with them, it might get fixed. Good intentions can lead to contortion.
To be clear, changing things for people isnât inherently bad management. Great managers do it all the time. You redesign roles around exceptional strengths. You give someone extra support when theyâre struggling. You fight to keep great people.
The warning sign is when you stop being able to separate what you want for the person from what you believe is right for the business. Youâre creating a role because youâre scared theyâll leave. Youâre avoiding a performance conversation because you really want them to succeed. Youâre reorganizing everyone else around one personâs needs. At that point, youâre probably in a pretzel.
Itâs basically a symptom of the article I wrote about management as a potluck. You risk the pretzel when you believe your job is to make the people on your team successful. Your job is to create the conditions for success; itâs their job to meet those conditions.
Pretzeling is expensive. It consumes a disproportionate amount of management time and, more importantly, distorts your judgment. Instead of asking what the team or business needs, you start solving around one person.
And it can be surprisingly hard to notice while youâre doing it. Thereâs a fine line between supporting and coaching someone and pretzeling for them. Often the clearest signal comes when the situation resolves itselfâsomeone quits, you finally make a change, or someone else points out whatâs happeningâand you feel an enormous sense of relief.
So how do you catch yourself before youâre all the way bent?
There are three questions I ask myself, or ask the leaders I work with.
Would I do this if this person werenât here?
Not âwould I miss them?â Would I actually build this thing, create this title, or add this new reporting line regardless of who was sitting in the seat?
This is a particularly useful question when youâre trying to retain someone. Sometimes the answer is yes! Maybe their potential departure has forced you to confront an organizational change you should have made anyway. Great. But if the answer is no, pay attention to that.
Taking the people out of it, whatâs the right thing for the business?
As an exercise, write the job description for the role as if you were hiring for it tomorrow. Design the org chart without the names in the boxes. What does the business actually need?
Obviously you shouldnât design organizations without considering the strengths of the humans inside them. But temporarily taking the existing people out of the equation can make it much easier to see when youâve started designing around one particular person.
If a friend came and explained the situation to you, what would you tell them?
We are so much better at solving other peopleâs problems than we are at solving our own. As a friend of mine put it: âYour problems are fun! Mine suck.â
So pretend itâs your friend. Explain the situation to yourself as if it were happening to someone else. Sometimes the answer gets obvious.
Anything you can do to take a step back and see whatâs happening more clearly can help you figure out whether youâre genuinely supporting someone or whether youâve started pretzeling for them.
In the case of the leader I mentioned at the beginning, the person she was trying so hard to retain ended up leaving. She expected to be devastated. Instead, she immediately felt relieved.
That feeling told her that she had been carrying responsibility for making a situation work that probably didnât work anymore.
You donât have to wait for someone to quit to find that out. If you find yourself redesigning roles, lowering expectations, making exceptions, or spending a wildly disproportionate amount of time trying to make one person successful, ask yourself: What would I do if this person werenât here?
Sometimes the answer will confirm that you should keep fighting for them. And often youâll realize just how far youâve bent.
What else?
If this resonates with you, here are things you can do next:
Subscribe to Lessons to get new posts. I post at least 2X per month for all, and paid subscribers also get access to video courses and the full library of content.
Listen to the WorkLife podcast, where I talk to brilliant leaders and builders to untangle the messy, human side of work.
Follow me on LinkedIn, where I share more tools, thoughts, and a little of the day-to-day chaos.
And if youâre a leader looking for a community of peers to lean on and learn from, come find out more about Glue Club over here.

