Finance Is Where Dreams Go to Die

For years, I assumed “working with someone” meant helping them succeed. It wasn’t until a joke from a former VP of Finance that I realized many people saw the role very differently.

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That Wasn’t How I Saw My Role

For the first several years of my career in finance, I didn’t realize there were two very different ways to interpret the job.

When someone asked me to work with them, I assumed they meant exactly that. They wanted another person helping move the idea forward. My role was to understand what they were trying to accomplish and help them build the strongest version of the idea possible.

Years later, a former Vice President of Finance made a joke that has stayed with me ever since.

Finance is where dreams go to die.

Everyone laughed.

I laughed too.

But I also remember realizing something I hadn’t understood before.

Many people genuinely believed that was the role.

Until then, it had never occurred to me that finance was often viewed as the group responsible for deciding whether ideas lived or died. Bring finance an idea, and finance would determine whether it deserved to move forward.

That wasn’t how I had been approaching the work.

I had never started with the question, Should this happen?

I started with a different one.

What would have to be true for this to work?

As a relatively new analyst working with directors and vice presidents, I didn’t feel like I had the authority to simply tell people no. More importantly, it never occurred to me that “working with someone” meant deciding whether their idea deserved approval.

I assumed I had been invited into the conversation because I could help strengthen the idea before it reached the next decision maker.

That usually meant asking questions.

Not to poke holes in the proposal, but to find the holes before someone else did.

Over time, I also began to understand why finance had earned the reputation behind that joke.

People often waited until an idea was nearly complete before involving finance. By then, they had already invested time, socialized the proposal, and become attached to a particular solution.

Questions that might have felt collaborative at the beginning could now feel like obstacles.

Looking back, I think the timing was often the problem as much as the questions themselves.

One experience early in my career reinforced that lesson.

I remember sitting in meetings where operations repeatedly described a problem they experienced every day while leadership looked at the same reports and reached almost the opposite conclusion.

The enterprise reporting suggested one answer.

The people closest to the work were convinced the real problem was something else entirely.

Neither side was ignoring the facts.

Neither side misunderstood the business.

They were simply looking at the same system from different altitudes.

Leadership could see the enterprise.

Operations could see the individual obstacles.

The role of analysis wasn’t deciding who was right.

It was helping each side understand what the other was seeing.

That experience changed the way I thought about the value finance could bring.

The best work wasn’t evaluating ideas after they were finished.

It was helping people ask better questions while there was still time to improve them.

Sometimes that process revealed an idea wasn’t ready.

Sometimes it uncovered assumptions no one had considered.

Sometimes it changed the proposal entirely.

I never saw those outcomes as failures.

If anything, they were evidence that the conversation happened early enough to matter.

Years after hearing that joke, I understand it much better.

Finance does have the responsibility to recommend stopping ideas that aren’t supported by the evidence. Sometimes that’s exactly the right decision.

But learning that never changed the way I approached the work.

When someone asks me to work with them, I still don’t begin by deciding whether their idea deserves to survive.

I begin by trying to understand what they’re really trying to accomplish.

Then I ask what would have to be true for it to succeed.

Sometimes the original idea doesn’t survive those conversations.

More often, a better version emerges.

Looking back, I think that’s a much more interesting role than simply deciding whether the answer is yes or no.