Tag Archives: life

The Questions That Were Never Asked

I could tell something was wrong the moment my friend picked up the phone. She had just spent a “ton of money” paying someone to rewrite her LinkedIn profile and they had done a terrible job. A bad, no good, horrible job whose only use would be as kindling for a fire (I’m paraphrasing here).

I was surprised since she had used a professional. Let me take a look, I said. Maybe I could help.

The package included a resume, executive bio, and a LinkedIn profile with instructions about how to populate the site. I read it all and thought… it was perfectly okay. It was professional and well written, easy to read, full of the buzzy keywords. I started to wonder what the real problem was.

I decided it was an issue of misaligned goals. I asked my friend some questions to find out.

Questions like: What is the main purpose of this profile? What do you want people to take away when looking at it? What kind of tone do you want to convey? Who is your main audience? Besides company names and titles, what do you want to communicate about your career?

She was surprised by the questions because her LinkedIn profile writer never asked them. But more importantly, she herself had not thought about them. She asked for a couple of days to sit with it.

Once she came back with answers, I had the clarity I needed to do a rewrite. I sent it to her a few days later, and she loved it. This was finally what she wanted. What she wanted all along.

She thanked me for all my hard work. What she didn’t know was how little work I had done. I pretty much changed the point of view and did some surgical rewrites, but overall, the foundation was the same package she had paid for.

This made me think about how many projects and pieces of work get tossed every day because we don’t ask simple questions about the end goal at the beginning. About how we discard good work just because it doesn’t match the fuzzy picture we have in our minds.

The professional who helped my friend never asked about the ultimate goal. She assumed it was the same as everyone’s: maximize recruiter engagement. And she delivered exactly that. A well-put-together yet generic result.

My friend failed to see the potential in what she already had. A few strategic questions and a few precise rewrites were all it took to get to the desired outcome.

Good work gets thrown away every day. Not because it’s wrong, but because nobody asks what “right” is supposed to look like.

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Fire 30% and Call It Innovation

The interview was going well until it wasn’t.

I was sitting across from a VP who was clearly proud of the company’s multi-year financial transformation project. They were upgrading the ERP (Enterprise Resource Planning) system and adding new tools, including some with AI functionality. It all sounded exciting, and I told her so.

This is when the tone of the conversation changed.

She said that the downside of it all was that six months after go-live, whoever got this position (I was interviewing for a Controller position) was going to have to let go of 30% of the accounting department. I asked where these metrics came from.

A 30% layoff in six months seemed extreme to me.

From her response, it became clear that there was nothing behind the number, just the familiar logic that technology should always mean fewer people. She assumed six months was enough time to work out all the bugs after implementation, and that 30% seemed like a big, round number that would show a nice return on the project investment.

I pushed back. In my experience, automation implementations don’t lead to less work. Yes, the simple repetitive tasks go away, but they get replaced with review and control work. Plus, accounting always has a long list of “nice to haves” that can now be addressed.

The VP didn’t seem to like being challenged. She argued that even if the work didn’t go away, I would still have to fire people and replace them with others who had the “right skill sets.”

I challenged her again: “Why don’t we simply upskill the current staff?” It would be easier, and cheaper, since those people already understood the business and the workflows.

She didn’t have a response and quickly changed the subject. She got off the Zoom shortly after, and I knew I was not going to get this job.

And I was okay with it. This was clearly not a company run by executives who value their people.

To quote Ethan Mollick, almost no one is showing any ‘imagination’ when it comes to what AI could actually build.

Business leaders are almost exclusively focused on how AI can help them lower costs by replacing humans. Reducing headcount is the oldest and most basic way to make your numbers look better for a few quarters. But it doesn’t create a foundation for growth.

Why aren’t leaders focused on doing more? Going into new businesses. Creating entirely new categories. Helping their people become capable of work that didn’t exist two years ago. The VP I interviewed with had a chance to build something. She had a team that already knew the business. She could have invested in them. She chose to cut instead.

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I’ve Seen Stuff

And just like that, we are in 2026.

After grad school I started this blog to organize my thoughts and share them with the world. I’ve always had so much in my head that it just made sense.

But then life got busy. I started my career, sometimes working two jobs. Suddenly, there were fewer and fewer hours in the day, so I decided to pause writing. The entire time, I was planning to come back once things calmed down. Well, it is now 2026, 14 years since my last post.

So what have I been doing for 14 years? I got my CPA and built a career in corporate accounting. I’ve worked inside companies whose names you’d recognize, alongside people whose personalities matched the size of the brands. I survived a global pandemic. And recently, I spent a year in a CFO Executive program at Columbia that changed my perspective on a lot of things.

As I told someone at a job interview the other day, “I’ve seen stuff.”

My new goal is to post consistently for the next year. Start with a goal, build a habit.

Still, as I revisit my old posts, I realize that my thoughts have not changed much. I have more nuanced opinions on a couple of things, but overall, I still stand by everything I wrote back in the day.

I don’t know if that is good or bad. On one side, it shows conviction and consistency. On the other, it might show inflexibility. After everything I’ve done, you would think my thinking would have evolved more. Adam Grant, author of Think Again and a big proponent of rethinking your assumptions, would probably disapprove. But I’d rather be honest about where I stand than pretend 14 years turned me into a different person.

Let’s restart this journey and see where it takes us.

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