Rule No. 2 📔 Fall in love with the problem (not your solution).

Executive insights 👥 Tell us how this Rule played out in your company.

Was there a turning point in your company where reframing the problem changed everything?

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the Rules matter.

Your insights will appear here, along with your name, title, company. Be the first to add your insights to Rule No. 2 Fall in love with the problem.

“You’re not trying to convince them to buy. You’re trying to understand their world.” —Rob Fitzpatrick

Fargo, ND | Josh Christy, Founder, Codelation shares insights on The Mom Test


Josh was a founder, a leader, a dear friend and our earliest supporter of The Executives Institute. Although it didn’t have a name back in 2010, Josh and I spent a good deal of time talking about “a way to collect and share the wisdom of entrepreneurs across the country” and what would eventually become this project. Sadly, Josh passed away in 2025, before we were able to make this idea a reality. A business mentor in the Fargo-Moorhead startup community, Mr. Josh Christy is missed by many.

Now that you’ve created your Core Problem Statement in Week 1 and come up with a solution to fix it, don’t get so attached to your idea that you stop listening to the people you’re trying to help. It’s easy for a founder to fall in love with their idea and spend years trying to make it work. But if nobody really needs it; if it’s not solving the real problem, all that work is for nothing.

  • Stay focused on the root problem
  • Never reject honest feedback
  • Be willing to change your solution until you land on what truly works.

Falling in love with our solution is a trap that a lot of founders fall into. Usually, the smarter the founder, the more dangerous the trap. Smart people are good at building a compelling argument. They can rationalize a product with logic that makes perfect sense, explain why the market desperately needs what they’ve built, and find evidence to support almost any conclusion they’ve already reached. We’ve all either been guilty of this, or listened to another founder doing this.

A) If you could (or had to) start over today, with no product or existing way of doing things, what would you learn about the problem earlier in the process than you did?

B) When was the last time a customer conversation changed your mind about what problem you should be solving?

C) Describe a time when you observed a customer struggling with the problem you claim to solve?

D) What, specifically, do you do at your company to stay focused on the problem; to stay customer-centered?

🥊 challenge the Rules | contrarian view for a healthy debate

Don’t fall in love with the problem. Fall in love with solving it. A business can spend too much time studying a problem and never build anything. Customers don’t always know what they need, and asking them enough questions can create the illusion of progress. Good entrepreneurs often see a problem others don’t see, trust their instincts, build a solution, and let the market decide.

Let’s go around the table:

  1. When does understanding the problem become overthinking the problem?
  2. Is extensive customer feedback good discipline that keeps you from building the wrong thing? Or can it become you excuse for not making a decision or making a bold move?

A quick word, before we go…

Too many of us fall in love with what we’ve built and spend our time convincing people they need it. We mistake compliments for demand and a ton of activity for progress. But the market doesn’t reward us for how hard we’ve worked on our idea. It rewards the value we deliver. Customers don’t owe you their attention, your product doesn’t deserve their loyalty, and your great idea doesn’t mean a thing if it doesn’t solve a problem that matters.

Remember this…as business owners, we don’t get paid for being right about our ideas, we get paid for solving problems that matter. First, you commit to solving something real. Then you guard yourself against ego. Rule No. 2 is here to keep you customer-centered, meaning it forces you to keep listening, keep validating, and stay willing to change course (we resisted saying pivot), no matter how much you’ve already invested. Remember, solutions will change, but the problem worth solving usually does not.

Sit down and listen to your customers. Take what you’ve learned back to the office.

Start-up advice & How to talk to customers with Rob Fitzpatrick, The Mom Test

Now, let’s take a deeper dive into this Rule.

  • When to Apply | Red Flags
  • Rule Overview
  • Ask the Right Questions
  • Contrarian View
  • Actionable Strategies
  • Real World Scenarios
  • Leadership Team Discussion
  • Rules to Results Workshop
  • The Right Track | Green Flags
  • Key Terms
  • Book Summary
  • Author Links
  • Executive Insights
  • Worth Watching
  • Related Reading

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Look for these red flags 🚩 that your business, your team, or you might be drifting away from this principle.

You may have lost sight of the real problem if…

🚩 You haven’t talked to a real customer in weeks, or ever. —It’s easy to get isolated. Get out of the office.

🚩 You hear “we just need better marketing” —If your not gaining traction, your instinct is to blame brand awareness, but you might be selling something the market doesn’t want.

🚩 Customers aren’t complaining, but they’re not engaging either. —Apathy is often louder than complaints. If users are quiet, your solution may be irrelevant.

🚩 Internal conversations revolve around the product, not the customer. —When team meetings focus more on features than the end user’s actual struggles, it’s time to re-center around the problem.

🚩 You’re filtering feedback to fit your original idea. —If you’re dismissing negative feedback or interpreting vague interest as validation, confirmation bias is likely in play.

in progress…

Now that you’ve identified your customer’s real problem, let me challenge you with a question that requires and little ego check. Ask yourself…

Are we defending our solution…or are we actually solving our customer’s real need?

— The Trap Smart Founders Fall Into

The smarter the founder, the more dangerous the trap.

Intelligent people are excellent at building compelling arguments. They can rationalize a product direction with logic that sounds airtight. They can explain why the market needs what they’ve built. They can find evidence to support almost any conclusion they’ve already reached.

This is exactly the problem.

I’ve been there. You invest capital. You commit payroll. You rally your team. And once you do, it’s human nature to protect what you’ve built. But protecting your idea and solving the right problem aren’t the same thing. If you find yourself explaining to your team why customers should care, instead of proving that they already do, that’s a warning sign.

In his book, The Mom Test, Rob Fitzpatrick wrote clearly about what happens when entrepreneurs ask the wrong questions. They talk to potential customers and hear what they want to hear. The customer is polite. The founder is encouraged. And the product gets built on a foundation of misread signals.

“Your idea is amazing. Your customer just doesn’t care.”

The discipline is to stay attached to the problem, not the solution you’ve already invented. That means asking customers about their lives, their frustrations, their workarounds — not about whether they’d buy what you’re about to pitch them.

One of our core principles at The Executives Institute reflects this directly: Fall in love with the problem, not the solution. It is deceptively simple advice. It is also among the hardest to actually practice.

The solution will change. The problem, if it’s real, won’t.

🔍 Additional Executive Questions about discovering real customer needs

1. What evidence would force us to abandon or rethink our current solution?

If there’s no clear answer, you’re not actually open to discovering the truth.

2. When was the last time you personally observed a customer struggling with the problem you claim to solve?

If the answer is vague or second-hand, discovery has likely been delegated too far away from decision-makers.

3. What do customers consistently complain about—even when it has nothing to do with your product?

Real needs often surface in frustration, not feature requests.

4. What customer behavior surprised you in the last 90 days?

If nothing comes to mind, you may be relying on assumptions instead of observation.

5. Which customer insight caused you to change course—not just refine execution?

If insights never lead to meaningful change, they’re probably not real insights.

6. What problem do customers solve without you today?

This reveals both competition and the true priority of the problem.

7. Whose job is it to challenge whether we’re solving the right problem—and how often do they do it?

If no one owns this role, solution attachment is likely running the show.


Contrarian View (for healthy debate)

“At what point does staying ‘in love with the problem’ become an excuse for avoiding commitment to a solution—and costing the business time, momentum, and results?”


Here’s a scenario…

A SaaS founder spent months building a sleek scheduling app. Investors liked the interface, and early testers praised the features. But user adoption was flat. When the team finally sat down with potential customers—without pitching—they uncovered a deeper issue: their target users didn’t struggle with scheduling, but with coordinating follow-up. The real pain wasn’t the calendar; it was the workflow after the meeting.

The company pivoted, building lightweight automation for post-meeting tasks. Adoption took off—because now, they were solving the real problem.

THE LESSON: The market doesn’t care how clever your solution is.

It cares whether you’ve solved something painful.

Listen more. Build less. Validate always.

Rule No. 2 —Fall in love with the problem, not the solution.

WEEK 2 | Action Step —

Commit to having two customer or prospect conversations. Don’t pitch—just ask questions. Then, list three ways your current solution could fail, and rethink from the problem backward.

🔁 Actionable Strategies

🗂 Implement “Problem Reviews” instead of just Product Reviews
In your leadership meetings or sprint kickoffs, dedicate time to reviewing what problem you’re solving, for whom, and how you know it still matters. Track this the same way you would KPIs.

🗂 Ban solution-first thinking in early-stage brainstorming
For the first half of ideation sessions, only allow team members to bring up customer problems, not solutions. It forces deeper empathy and widens your field of view.

🗂 Set a “3 Alternatives” Challenge
Anytime a new solution is proposed, require the team to list three other ways to solve the same problem. This exposes assumptions and encourages creative, problem-first thinking.

🗂 Create a Problem Validation Scorecard
Before investing in a new initiative, score it across criteria such as problem urgency, frequency, financial impact, and customer behavior. Don’t move forward without a high score.

🗂 Assign a “Problem Owner” for each product or initiative
While product managers focus on delivery, the Problem Owner ensures the team remains grounded in the actual user challenge. They are responsible for continuous validation and redefinition.

🗂 Regularly revisit and reframe the problem statement
Every 30–60 days, require teams to restate the core problem they’re solving in one sentence. If it’s changed—or unclear—that’s your cue to pause or pivot.

🗂 Use job-shadowing or direct observation, not just surveys
Encourage your teams to sit with customers, observe workflows, or join customer support calls. Real problems often reveal themselves in behavior, not answers.

🗂 Reward internal red-flag raising
Create psychological safety by praising team members who question whether a solution is still solving the right problem. It builds a culture of intellectual honesty.

📘 Book Summary

The Mom Test by Rob Fitzpatrick is a short, tactical guide to asking better questions and getting honest, useful feedback when talking to customers. The central premise is simple: you can’t trust people—especially your mom—to tell you the truth if your questions are flawed.

Fitzpatrick teaches entrepreneurs how to avoid biased feedback by asking about past behaviors rather than opinions or hypotheticals. Instead of asking, “Would you use this?”, you learn to ask, “How have you solved this in the past?” The goal is to uncover real pain points, not polite compliments.

This book is a must-read for anyone building products, launching a business, or trying to truly understand their audience. It emphasizes listening over pitching and relentlessly testing assumptions.

Key Executive Takeaway

Never trust compliments, guesses, or hypotheticals in customer conversations. Instead, focus relentlessly on uncovering real problems, real priorities, and real behavior. Great businesses aren’t built by pitching ideas and hoping for validation—they’re built by listening, testing, and solving problems that matter.

Key Terms for Rule no.2

Problem-Market Fit
The degree to which a real, pressing problem exists in the market—and how well it’s understood. Achieving this comes before product-market fit and determines whether a solution is even worth building.

Confirmation Bias
The tendency to seek, interpret, or remember information in a way that confirms preexisting beliefs—often causing teams to hear what they want to hear from customers, rather than what’s actually being said.

Customer Discovery
A process of interviewing and observing potential users to deeply understand their problems, behaviors, and needs—without pitching a solution.

Solution Attachment
An emotional or cognitive bias toward a specific idea or product, making it hard to pivot even when the evidence suggests it’s not working.

The Mom Test
A concept and shorthand for asking better, unbiased customer questions—ones that don’t invite compliments, vague affirmations, or false positives. Named after the idea that “even your mom will lie to you if you ask the wrong way.”

Each Rules to Results Workshop

is built for your leadership team to dissect one rule, debate the insights, and walk out with clarity—not just theory.

Fall in Love With The Problem Workshop

⏱️Duration: 45 minutes
Objective: Help business leaders re-center teams, initiatives, and strategies around the real customer problem—before committing to a solution that may miss the mark.

🛠️Workshop Agenda

5 min. | Welcome & Framing the Rule

  • Briefly introduce Rule No. 2 and why it matters across all business stages.
  • Emphasize: Solutions change. Problems endure. Fall in love with the right one.

10 min. | Discussion Prompt + Executive Reflection

“Think of one major initiative, product, or strategy currently in motion.”
Ask participants to individually reflect and write:

  • What problem is this solving—and for whom?
  • What evidence do we have that this is a real, urgent problem?
  • If this solution didn’t exist, what other ways could we attack the same issue?

Facilitator Tip: Encourage brutal honesty and remind them: vagueness is a red flag.


10 min. | Group Share & Pattern Spotting

  • In pairs or small groups, share insights from the reflection.
  • Prompt: “Where are we clearly problem-focused? Where are we solution-attached?”
  • Identify themes or blind spots. Capture a few examples on a whiteboard or shared doc.

10 min. | Action Strategy: The Problem Validation Scorecard

Introduce a simplified Problem Validation Scorecard:

  • Score your idea/initiative 1–5 on:
    • Urgency of the problem
    • Frequency the customer experiences it
    • Financial or emotional cost of the problem
    • Customer willingness to change or pay
  • Discuss results. Does the initiative earn the right to move forward?

5 min. | Real-Life Insight + Group Takeaways

  • Think of a relevant local business example focused on the solution.
  • Prompt: “What did they do right? What did they do early enough?”
  • Ask: “What would this mindset shift change in your own business today?”

5 min. | Wrap-Up & Commitment

Ask each leader to write down one conversation they’ll have this week to validate a problem before investing more in a solution.

Revisit the quote: “You’re not allowed to tell them what their problem is. They have to tell you.” — Rob Fitzpatrick

Congratulations —you’re already doing what most leaders avoid—stepping back to challenge your assumptions. That’s the real work. Falling in love with the problem, not your solution, requires humility, curiosity, and discipline. It’s not easy—but it’s what separates reactive businesses from resilient ones.

The best leaders never stop listening. They ask better questions. They walk away from pet ideas. And they keep their teams grounded in what actually matters to the people they serve.

By engaging with this Rule, you’re not just building smarter solutions. You’re building a better business.

Note from The Executives’ Institute:

You may notice that some of our Business Rules overlap, echo similar themes, or even repeat certain language, such as Rule No. 1 and Rule No. 2. That’s not a mistake—it’s intentional. Great businesses aren’t built on one-time insights, but on fundamental principles reinforced again and again in different contexts.

At The Institute, we believe repetition is a feature, not a flaw. It’s how important ideas take root. When multiple rules point toward the same truth from different angles, it means you’re onto something worth paying attention to.

 This Rule isn’t finished—and it never will be. Business changes, leaders learn, and our Members keep sharpening the edges with real stories and hard-won lessons. What you see here is today’s version. Tomorrow’s will be better, clearer, and backed by even more field-tested experience.