Facing Problems Head-On

Recently, I was discussing a tough interpersonal situation with a friend. As we explored different ways to handle it, I found myself relying on an unexpected source of wisdom—not a business book, not a leadership seminar, but a 1989 children’s book: We’re Going on a Bear Hunt.

For those unfamiliar, the book follows a family of five (plus their dog) as they embark on an adventure to find a bear. Along the way, they encounter all kinds of obstacles—tall grass, a deep river, thick mud, a dark forest, and even a snowstorm. At each challenge, they chant:

"We can’t go over it.
We can’t go under it.
Oh no!
We’ve got to go through it!"

This simple refrain holds a profound truth, one that applies far beyond the pages of a children’s book.

The Hard Conversations We’d Rather Avoid

I like to think of myself as a nice person, and like many nice people, I don’t enjoy conflict. Sometimes, I’d rather avoid a difficult conversation altogether, especially if it means being the “bad guy.”

But the reality is, avoiding problems doesn’t make them go away—it just makes them bigger.

In the world of business, investing, and leadership, progress depends on our ability to tackle difficult situations head-on.

• That tough conversation with a business partner? You can’t ignore it—you have to have it.

• That failing investment that needs a hard decision? You can’t delay it—you have to make the call.

• That employee who isn’t performing? You can’t hope it resolves itself—you have to address it.

The instinct to go around problems—to avoid, delay, or sugarcoat—is strong. But in reality, the only way forward is through.

The Power of Going Through It

Over the years, I’ve learned that problems don’t get easier when left unresolved—they get harder. The sooner you confront them, the more control you have over the outcome.

• Difficult conversations clear the air and create opportunities for real solutions.

• Tough decisions made early prevent bigger losses down the road.

• Uncomfortable moments often lead to the biggest breakthroughs.

This doesn’t mean confrontation is fun or that every problem will resolve perfectly. But it does mean that facing challenges head-on is almost always better than avoiding them.

So, when I find myself hesitating to deal with something uncomfortable, I remind myself:

"I can’t go over it.
I can’t go under it.
Oh no!
I’ve got to go through it!"

And so, I guess I’m going on a bear hunt.