How to Choose the Right Boss—Not Just the Right Job Title

How to Choose the Right Boss—Not Just the Right Job Title - Photo by Markus Winkler on Unsplash

Let’s talk honestly about certain jobs and how we see them. This isn’t a criticism—just my personal take, and maybe it’ll make you see things differently.

The Executive Assistant: More Than a Fancy Title

Not so long ago, being a secretary was a respectable job. Over time, though, “secretary” has been replaced by “executive assistant.” The title sounds more impressive—after all, “executive” hints at working closely with a director or someone important. But, in reality, the tasks are often very similar. It’s basically an upgraded version of the secretary role, with a few extra responsibilities.

Here’s the thing: most people I know who have worked as executive assistants—including my own sister—haven’t been very happy in the role. Many say they end up running errands like buying coffee or refilling the fruit basket for their boss. At its core, it’s still a support job, and that’s perfectly fine—as long as you accept it for what it is.

But if you really want to enjoy being an executive assistant, you need to admire your boss. Before you even apply for the job, make sure you’re choosing to work for someone you truly respect. When you work closely with someone you admire, the job becomes meaningful. You’re right there, supporting someone who inspires you, and that can feel noble.

On the other hand, if you’re assisting just any director—someone who isn’t particularly inspiring or ambitious—don’t expect the job to lift you up. If your boss is uninspiring, you’ll likely feel stuck too. That’s why it’s so important to be strategic about where—and for whom—you work. The right boss can help you grow; the wrong one can hold you back.

Choose a boss who inspires you, and you’ll find meaning in your work.

— Pierre

The Cleaner: The Value of Where You Work

How to Choose the Right Boss—Not Just the Right Job Title - Photo by Fotos on Unsplash

Let’s look at another job: cleaning. The title has changed over the years, too. What used to be called “cleaner” is now often “surface technician” or “cleaning agent.” It sounds better, more technical, but at the end of the day, it’s still about keeping places clean.

And that’s a beautiful thing. We all need clean spaces, and when someone does this job well, everyone notices and appreciates it. The problem is, it’s rare to find someone who truly excels at cleaning. If you want to be a cleaner—or a “surface technician”—choose your workplace wisely.

For example, being the cleaner for a royal palace or a high-end Airbnb can be much more rewarding than working in a random office. In places where cleanliness is crucial, your work is valued much more. If guests consistently rave about how spotless an Airbnb is, your pay can double or even triple, because your work directly impacts the business’s reputation. The same goes for prestigious places like palaces.

So, once again, it’s not just about the job title. It’s about where you work and the value you bring to that place. Be strategic. Choose places where your work is truly appreciated and rewarded.

It’s not the job title that matters, but the value you bring and where you choose to bring it.

— Pierre

The Real Secret: Who and Where Matter Most

Whether you’re an executive assistant or a cleaner, the key is to be thoughtful about your choices. If you’re going to support someone, make sure it’s someone who lifts you up. If you’re going to clean, do it in a place where your work is noticed and valued. Your happiness and growth depend on these decisions.

Your environment shapes your experience—choose it with care.

— Pierre

Key Takeaways

How to Choose the Right Boss—Not Just the Right Job Title - Photo by Markus Winkler on Unsplash

• Job titles often change, but the core tasks remain similar.
• The real difference comes from who you work for or where you work.
• Admire your boss if you’re an executive assistant—it will make your job meaningful.
• As a cleaner, pick workplaces where your work is valued and rewarded.
• Be strategic about your career choices; they shape your happiness and growth.

Action Steps

• Before applying for a job, research the boss or workplace.
• Ask yourself if you truly respect and admire the person you’ll be supporting.
• If you’re in a support role, aim for environments where your contribution is recognized.
• Don’t let a fancy title fool you—look for real value and satisfaction.

What About You? / Ask Yourself

• Are you choosing your job based on the title, or on the people and places involved?
• Do you admire the person you work for?
• Is your work truly valued where you are?