The Manager Who Followed You on Vacation

The Manager Who Followed You on Vacation

The knife was moving too slowly. That was the primary problem. Secondary to that, the cuts were inconsistent, varying by at least a millimeter, maybe two. A culinary sin. He could feel the inefficiency in the air, a thick, humid presence in the villa’s kitchen, more oppressive than the Caribbean heat outside.

“If you hold the tip down,” he began, stepping into the chef’s personal space, his hand hovering over the man’s knuckles, “and use a rocking motion, you can increase your pace by at least 17 percent. It’s all in the wrist pivot.”

The chef, a man whose entire life had been dedicated to the alchemy of food and fire, paused. He looked from the perfectly good pile of diced onions to the face of his employer. He saw not a man on vacation, but a project manager who had just discovered a flaw in a critical path. Outside, the sound of laughter and splashing came from the pool where a family waited. The sun was perfect. The water was a shade of blue that marketing departments dream of. But here, in the kitchen, a performance review was in session.

This isn’t a hypothetical. It’s a composite sketch of a truth so common it’s almost a cliché among those who cater to the world’s most driven individuals. We build empires on the altar of optimization, we streamline, we delegate, we acquire assets and personnel to liberate our time, only to discover a terrifying truth: we can hire a hand, but we cannot hire a replacement for our own mind. The mental load, that relentless background process of tracking, planning, and correcting, is not a task on a list. It is the operating system itself.

The terrifying truth: we can hire a hand, but we cannot hire a replacement for our own mind. The mental load, that relentless background process of tracking, planning, and correcting, is not a task on a list. It is the operating system itself.

We believe that by paying for a service, we are purchasing the corresponding peace of mind. We buy the five-star resort to buy tranquility. We hire the driver to buy mental space. We employ the chef to buy a release from domestic obligation. But what actually happens? We check the driver’s route on our own app. We critique the hotel’s turndown service. We stand over the chef’s shoulder and teach him how to chop an onion.

I used to think this was purely an ego problem, a simple inability to relinquish control. And it is that, partly. But it’s deeper. The habit of management becomes the texture of our identity. For a person whose entire sense of worth is derived from directing, solving, and improving, the absence of a problem to fix feels like a void. An empty space where their value used to be. Relaxation, in this context, isn’t a peaceful state; it’s an existential threat. It feels like unemployment.

You can’t put ‘being’ on a to-do list.

Learning to Sit

I know a woman, Ella N.S., who trains therapy animals. Specifically, she works with dogs that have been deemed too anxious or difficult by other programs. Her job is fascinating because she cannot simply command a dog to be calm. She can’t create a 7-step plan for emotional regulation and expect a traumatized German Shepherd to follow it. Her entire methodology is about environmental design and trust. She doesn’t do anything to the dog; she creates a space where the dog can undo its own conditioning.

🌱

Environmental Design & Trust

Creating a stable, non-threatening space where internal systems can self-regulate. It’s about ‘undoing’ rather than ‘doing.’

I watched her work once. There was a retriever, a beautiful animal that had been through 7 foster homes because of its crippling separation anxiety. It would tear apart anything it could reach if left alone for more than a few minutes. Ella’s first 47 minutes with the dog involved almost no interaction. She sat on the floor, reading a book, pointedly ignoring the animal. The dog paced. It whined. It nudged her hand. She did nothing. She was not a source of command or even comfort. She was just a stable, non-threatening presence in the room.

Ella’s insight: She could not carry the mental load of the dog’s anxiety for it. She could only build a container so solid that the dog felt safe enough to put its own burden down.

This is what we fail to understand about our own minds. The CEO in the kitchen was trying to command his own relaxation by ensuring every external detail was perfect. He’d paid for one of the most serene Punta Cana villas for rent, a place architected for effortless decompression, yet he’d dragged his internal boardroom into its kitchen. He was trying to manage his vacation into submission. He was treating his own psyche like an underperforming employee.

Personal Reflection: I caught myself cleaning my phone screen for the seventh time in an hour… It was a pathetic, miniature act of control, a proxy war against my own internal disorder.

There’s a contradiction here I can’t escape. I preach letting go while my own fingers are white-knuckling the small things. I once booked a 77-minute session in a sensory deprivation tank, determined to ‘win’ at relaxing. I spent the first 27 minutes cataloging every minor task I had to do for the next week and the next 27 minutes mentally optimizing that list. I spent the final 23 minutes being furious with myself for failing to relax. I had turned an experience designed for pure ‘being’ into a project with a clear failure state. I had tried to outsource my relaxation to a tank of saltwater and ended up just being a manager, in the dark, floating.

The irony of ‘winning’ at relaxing: I ended up just being a manager, in the dark, floating. Turning ‘being’ into a project with a clear failure state.

The Real Work

What Ella knows about dogs is the essential truth for us. You cannot delegate the core function of your own nervous system. You cannot hire a consultant for your soul. The endless search for the perfect system, the perfect assistant, the perfect retreat is often a sophisticated form of procrastination. We are avoiding the real work, which is learning to sit on the floor, metaphorically speaking, and be so reliably and boringly present with ourselves that our own anxiety finally gets tired of pacing.

It’s about building a container, not about managing its contents. The vacation, the villa, the chef, the driver-these things are the container.

They are designed to remove external friction so that you have the space to confront the internal friction that you bring with you everywhere. They do their job by providing a quiet, stable environment. But if you spend your time inspecting the walls of the container, you miss the entire point of the space inside.

🧘♀️

The Greatest Luxury

The greatest luxury is not a service rendered; it’s a quiet mind. And that is a service that no one, for any price, can perform for you.