Add That to the List of Things I Need to Get Better At

One of the fun things you get to do at my job is have casual conversations with the CEO. He doesn’t have enough time in a day to spend with everyone, so he started organizing meetings with groups of staff to get to know everybody better. My turn took place earlier this week and it was an enlightening session.

He shared about the company, how we got our current office, what the industry and our competitors are up to and several anecdotes over an hour. But what left an impression on me was how he ended the session. He said (I paraphrase), “If you were me for a day, what would you do?”

My mind blanked. I had no clue what to say. “I’d give George a lot of money!” I blurted out. Not the answer he was looking for. So the question was directed to my colleagues until it was my turn again. “I don’t know what to say,” I confessed. “But if I think of something, I’ll send you a message.”

“Sure”, he replied.

At first, I didn’t think much of it. It was a casual question, right? For fun, get to know the staff, and see what they would do if we were in his shoes.

But then I started to overanalyze it, like I always do. What if this was some sort of test?

After some quick research, it turned out that it’s a pretty common question people ask when they want to see how others think strategically. Upon learning that, I was like, “Ohhhhhhh.” Guess I bombed the test.

Not that it mattered, I was unprepared, and if you know me, I’m not great at answering questions on the spot. Especially if it’s about something I’m unfamiliar with. Running a company? I don’t even know where to begin.

Okay, that’s not true. I know a little bit. You see, before I became a book purchaser at Big Bad Wolf, I was brought on to help set up and run a charity organization. I’ll spare you the details, but basically, it never took off due to some issues. Eventually, I was asked to join Big Bad Wolf and since I was already working with the people there, I agreed.

But during those six months, I helped set up the charity as a company. I had to get the company name registered, open a bank account, and do a whole bunch of miscellaneous things that I don’t remember anymore. So I did have some related knowledge. But I digress.

Like I was saying; I’m terrible at answering questions on the spot. Especially, if I’m unprepared. Which was something I told my boss during my 1:1 last year. He mentioned that I seemed to freeze whenever he questioned me. I replied, “slow brain.” He asked if I was serious, I told him no but I asked to be informed of questions ahead of time so I could prepare.

I’m not witty. Thinking of dubious nicknames for people, I can do (alliterations are awesome) but when it comes to work-related queries that matter? Struggle city. It’s one of my weaknesses that I want to work on. The other is procrastination – but that’s a story for another day.

Taking my time to think of things to say is one of the pros of online dating. You can spend as long as you want thinking of a good response. There’s no need to answer quickly (until you go out, but by then, hopefully, you have your ducks in a row). Unfortunately, not every situation in life gives you time to formulate an answer.

Like those times I applied to be an air steward, back in 2008. I was stumped during the first round of the interview process. All the tryouts were gathered in a room and were asked a question to proceed to the next stage. In both interviews, I failed the first round.

In the first interview, I was asked, “What’s more important to you – money or power?” In the second interview, I was asked who was my favorite actor and why. Stupid, irrelevant questions to me back then, because I didn’t know their true purpose (you could tell, I didn’t prepare). But I left both interviews feeling puzzled and confused.

Turns out they were testing my critical thinking skills and personality based on how I answered. Which brings me back to my chat with the CEO. If I were him for a day, what would I do?

Honestly, I wouldn’t change anything. Even if we did, there’s no guarantee it would improve the company’s position. With every change, we could be facing new problems instead. I’m confident about the company’s direction and leadership. Even if we don’t make a triumphant exit, that’s okay. I’ve learned a lot in the past two years. It’s been a fantastic ride.

Is it challenging? Yes. Time consuming? Yes. But that’s how most jobs are. I’m just grateful to have the opportunity to be part of this journey.

Sure, it sounds like a cop-out answer and exposes my lack of ambition or vision, but I genuinely know I don’t know enough to take the wheel for a second. Sometimes I’d rather not say anything at all. I know my limits.

Things can be better — but they can always be better. That’s life. It’s human nature to never be truly satisfied.

Am I overthinking what was meant to be a casual closing statement? Maybe. But I’m glad it gave me something to write about.

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