- Kenzie Notes
- Posts
- Kenzie Notes: On problem obsession, solution addiction, and why the best answers come from better questions
Kenzie Notes: On problem obsession, solution addiction, and why the best answers come from better questions
Why falling in love with problems beats falling in love with your first idea

The Kenzie Note
The answers you get depend on the questions you ask. If you rush to solve problems without asking questions, you can't build the type of understanding you need to find the right solution.
We've all been there—that glorious moment when a fantastic idea strikes, and suddenly, everything seems possible. The solution feels crystal clear. But as Neil deGrasse Tyson once said, "The great challenge in life is knowing enough to think you're right, but not enough to know you're wrong." Having “the” solutions fills us with a sense of accomplishment, a feeling of having cracked the code. But what if that initial spark of excitement is actually holding us back from finding truly groundbreaking solutions?
Through lots of trial and error, I've learned that initial confidence can sometimes mask a critical truth. We might not fully understand the problem we're trying to solve. To create truly innovative solutions, we should challenge our knee-jerk reactions and learn to question those initial ideas. Instead of falling in love with the first thing that comes to mind, we need to cultivate a deep, understanding of the problem we’re trying to solve.
Why Your Best Ideas Might Be Your Worst Enemies
Our brains are wired to seek patterns and crave instant gratification. When that flash of inspiration hits. It’s an amazing "Aha!" moment that gives us a satisfying jolt of dopamine, making us feel smart and capable. It's easy to mistake this rush of positive feeling for having found the perfect solution. But the trap lies in assuming that our first idea, fueled by this initial excitement, is inherently correct.
Early in my career, I fell victim to this all the time. I'd have moments of what felt like the "right" answer, only to discover later through trial and error that the real solution was really somewhere else. This experience highlighted a crucial point: that moment of clarity wasn't a stroke of pure luck. It was the culmination of a process. The synthesis of all the good and bad results I encountered along the way. This perfectly illustrates the danger of clinging to the first idea.
Consider this common scenario: you want to improve your health and decide that the problem is lack of exercise. The solution seems obvious, right? Join a gym and work out more! But what if the true problem isn't just about moving your body? What if it's about stress, poor sleep, or unhealthy dietary choices? Rushing straight into a gym membership could mask these underlying issues, leading to disappointment when results don't materialize.
The Case for Problem Obsession
What if I told you that you had to spend the rest of your life with the very first person you dated? You might be breaking into a cold sweat just thinking about that, but we do this all the time with problems. We "jump to the first solution" without ever giving the problem a second thought.
As professionals, we're instructed, "Don't bring me problems, bring me solutions," because dwelling on problems is considered counterproductive and wasteful. Problems make people uncomfortable, and to reduce this discomfort, we often rush into solutions and avoid asking questions, even if that causes us to solve the wrong problem.
Effective problem solvers don't think this way because they know that when their understanding of the problem continues to evolve, they come up with better solutions. I'm not talking about endless analysis, but rather examining the problem so that you're sure you're solving something worthwhile.
Ask More Questions - It Changes Everything
It seems deceptively simple, but the act of asking "why?" holds the key to unlocking a deeper understanding of any problem. With each successive "why," we chip away at assumptions, uncover hidden motivations, and get closer to the root cause. Instead of frantically searching for answers, shifting our focus to questions can create clarity and reveal entirely new avenues for solutions.
For example, in my experience as a manager, I found that conflict resolution often hinged on asking insightful "why" questions. Understand the "why" behind people's actions by asking questions like:
"Why did the customer choose our product?"
"Why is that important to them?"
These questions allowed for a more empathetic and effective approach to resolving the situation. Similarly, questions like "Why is the employee always late?" could uncover underlying issues that a simple reprimand wouldn't address.
Here's a simple technique you can use, commonly referred to as "The 5 Whys." Start with a problem statement and ask "why" at least five times. For example:
Problem Statement: My sales numbers are down this quarter.
Why? Customers aren't converting on our website.
Why? The website is difficult to navigate.
Why? Our product descriptions are confusing.
Why? We aren't highlighting the key benefits that matter to our customers.
Why? We haven't conducted sufficient market research to understand our audience.
Reframe The Problem - Transform The Solution
Reframing a problem means shifting your perspective to view it from a different angle. It's about breaking away from preconceived notions and challenging the way you've traditionally defined the issue. This simple act of redefining can open up a wealth of unconventional solutions and spark innovative thinking.
When managing employees, I often found that the initial problem was communication, not with the person themselves. When an employee made a mistake, it was tempting to jump to conclusions about laziness or incompetence. But what if the true problem was a lack of clarity in expectations? By reframing the issue and focusing on explaining the "why" behind the task—the stakes, the level of importance, and the precision required—I was able to empower employees and create a path to success.
This reframing approach isn't limited to the workplace. For example, let's revisit the scenario of declining sales numbers. Instead of focusing solely on the website as the problem, what if we reframe the question? Perhaps the issue isn't just about the website's design but about a lack of awareness of your products in the marketplace. This reframing could lead to entirely different solutions: a revamp of your marketing strategy, a focus on influencer partnerships, or rethinking your target audience.
Building Solutions That Evolve With Understanding
As you dig deeper into a problem, your understanding of it will naturally evolve. Therefore, the most effective solutions are those built with an openness to adapt and change. By embracing the idea that your initial attempts may be imperfect, you create the space to refine and improve your approach based on what you learn along the way.
A lot of people think of the agile process only in terms of creating software. The truth is the cycle of defining a subset of work, doing the work, and then reviewing what worked and what didn't is a great iterative, feedback-driven way to make sure you are on the right track and improving the process over time.
The Compound Effect of Better Questions
Here's what I've learned after watching teams solve (and fail to solve) complex problems: the organizations that consistently find breakthrough solutions aren't the ones with the smartest people or the most resources. They're the ones that have developed a different relationship with problems themselves.
Instead of treating problems as obstacles to overcome quickly, they treat them as puzzles worth understanding deeply. Instead of celebrating the first good idea, they celebrate the tenth question that reveals what they didn't know they didn't know.
This shift changes everything. When you stop rushing toward solutions and start investing in understanding, several things happen:
You discover that most "urgent" problems aren't actually the real problem
You find solutions that address root causes instead of symptoms
You build capabilities that help you solve entire categories of future problems
You waste less time implementing solutions that don't work
The next time you're faced with a challenge, resist the dopamine hit of the quick solution. Instead, get curious. Fall in love with understanding the problem so deeply that when the right solution emerges, it feels inevitable rather than clever.
Because here's the truth: in a world full of people rushing toward answers, the real competitive advantage belongs to those who ask better questions.
3 Ways To Build Better
I
The Problem Audit: Before proposing any solution, spend 15 minutes writing down everything you think you know about the problem. Then ask yourself: "What assumptions am I making? What don't I actually know for certain?" This simple exercise reveals how much of your "understanding" is actually assumption and opens space for better questions.
II
The Multiple Futures Exercise: For any problem you're trying to solve, imagine three completely different successful outcomes. How would each scenario change your approach to the problem itself? This forces you to think beyond your first instinct and often reveals aspects of the problem you hadn't considered.
III
The Essence Question: When facing any challenge, ask: "If I had to explain this problem to someone who knows nothing about our industry/company/situation, what would I say?" This strips away jargon and assumptions, helping you identify what the problem actually is versus what you think it should be.
2 Questions That Matter
I
"What if this problem is actually a symptom of something else entirely?" This question forces you to look beyond surface issues and consider whether you're treating symptoms instead of causes. It's particularly powerful when you feel confident about your understanding of a situation.
II
"How would our approach change if we had to live with this problem for a year before solving it?" This shifts you from solution-seeking to problem-understanding mode. It forces deeper investigation and often reveals insights that quick-fix thinking misses entirely.
1 Big Idea
The most innovative solutions don't come from having better answers—they come from falling in love with better questions. When you stop rushing to solve and start investing in understanding, you often discover that the real problem is more interesting and solvable than what you originally thought.