Sitemaps
Assume Everyone Will Leave in Year One
Stop Listening to Investors
Was Mortgaging My Life Worth it?
What's My Startup Worth in an Acquisition?
When Our Ambition is Our Enemy
Are Startups in a "Silent Recession"?
The 5 Types of Startup Funding
What Is Startup Funding?
Do Founders Deserve Their Profit?
Michelle Glauser on Diversity and Inclusion
The Utter STUPIDITY of "Risking it All"
Committees Are Where Progress Goes to Die
More Money (Really Means) More Problems
Why Most Founders Don't Get Rich
Investors will be Obsolete
Why is a Founder so Hard to Replace?
We Can't Grow by Saying "No"
Do People Really Want Me to Succeed?
Is the Problem the Player or the Coach?
Will Investors Bail Me Out?
The Value of Actually Getting Paid
Why do Founders Suck at Asking for Help?
Wait a Minute before Giving Away Equity
You Only Think You Work Hard
SMALL is the New Big — Embracing Efficiency in the Age of AI
The 9 Best Growth Agencies for Startups
This is BOOTSTRAPPED — 3 Strategies to Build Your Startup Without Funding
Never Share Your Net Worth
A Steady Hand in the Middle of the Storm
Risk it All vs Steady Paycheck
How About a Startup that Just Makes Money?
How to Recruit a Rockstar Advisor
Why Having Zero Experience is a Huge Asset
My Competitor Got Funded — Am I Screwed?
The Hidden Treasure of Failed Startups
If It Makes Money, It Makes Sense
Why do VCs Keep Giving Failed Founders Money?
$10K Per Month isn't Just Revenue — It's Life Support
The Ridiculous Spectrum of Investor Feedback
Startup CEOs Aren't Really CEOs
Series A, B, C, D, and E Funding: How It Works
Best Pitch Decks Ever: The Most Successful Fundraising Pitches You Need to Know
When to Raise Funds
Why Aren't Investors Responding to Me?
Should I Regret Not Raising Capital?
Unemployment Cases — Why I LOOOOOVE To Win Them So Much.
How Much to Pay Yourself
Heat-Seeking Missile: WePay’s Journey to Product-Market Fit — Interview with Rich Aberman, Co-Founder of Wepay
The R&D technique for startups: Rip off & Duplicate
Why Some Startups Win.
Chapter #1: First Steps To Validate Your Business Idea
Product Users, Not Ideas, Will Determine Your Startup’s Fate
Drop Your Free Tier
Your Advisors Are Probably Wrong
Growth Isn't Always Good
How to Shut Down Gracefully
How Does My Startup Get Acquired?
Can Entrepreneurship Be Taught?
How to Pick the Wrong Co-Founder
Staying Small While Going Big
Investors are NOT on Our Side of the Table
Who am I Really Competing Against?
Why Can't Founders Replace Themselves?
Actually, We Have Plenty of Time
Quitting vs Letting Go
How Startups Actually Get Bought
What if I'm Building the Wrong Product?
Are Founders Driven by Fear or Greed?
Why I'm Either Working or Feeling Guilty
Startup Financial Assumptions
Why Every Kid Should be a Startup Founder
We Only Have to be Right Once
If a Startup Sinks, Founders Go Down With it
Founder Success: We Need a Strict Definition of Personal Success
Is Quiet Quitting a Problem at Startup Companies?
Founder Exits are Hard Work and Good Fortune, Not "Good Luck"
Finalizing Startup Projections
All Founders are Beloved In Good Times
Our Startup Culture of Entitlement
The Bullshit Case for Raising Capital
How do We Manage Our Founder Flaws?
What If my plan for retirement is "never retire"?
Startup Failure is just One Chapter in Founder Life
6 Similarities between Startup Founders and Pro Athletes
All Founders Make Bad Decisions — and That's OK
Startup Board Negotiations: How do I tell the board I need a new deal?
Founder Sacrifice — At What Point Have I Gone Too Far?
Youth Entrepreneurship: Can Middle Schoolers be Founders?
Living the Founder Legend Isn't so Fun
Why Do VC Funded Startups Love "Fake Growth?"
How Should I Share My Wealth with Family?
How Many Deaths Can a Startup Survive?
This is Probably Your Last Success
Why Do We Still Have Full-Time Employees?
The Case Against Full Transparency
Should I Feel Guilty for Failing?
Always Take Money off the Table
Founder Impostor Syndrome Never Goes Away
When is Founder Ego Too Much?
The Invention of the 20-Something-Year-Old Founder

Your Worst User Isn’t Who You Think It Is

Judd Schoenholtz

Your Worst User Isn’t Who You Think It Is

Out of the hundreds of thousands of people using my company Open Listings to shop for and buy homes, I thought I knew who our worst users were — even by name.

There was Sarah* in San Diego who went on 134 home tours before finally buying one. Then, there’s Dan in San Francisco who’s asked our in-house agent team questions about nearly 1,000 properties but hasn’t submitted an offer on a home yet. And, there was Chris, who tried to negotiate our already low fee down to zero by blackmailing us with negative online reviews.

As CEO, I cared deeply about all users and every shred of feedback. I read every review, internalized problems, and prioritized solutions. I felt confident that we were super customer-centric and solving the most important problems.

Then, I had lunch with an investor who told me a story about a friend he had referred to our company a couple months back. This buyer had gone on a tour of a home but disliked the showing agent who toured with him so much, he decided not to use us to buy a home and never returned.

Unhappy customer

At first, I was defensive. He must be mistaken. We follow up with every bad review. Imperfectly rated showing agents are phased out of the platform. We race to fix any issues we hear. Our NPS score was over 80 last month!

The investor shrugged. His friend didn’t bother to rate the showing agent. They went dark, chose another solution, and barely thought about our company again.

That’s When I Realized: That Person is Our Worst User

All of a sudden, the people who I had thought were our worst users turned out to be some of the best. They at least ‘cared’ enough to use the product and be vocal about it.

For an early-stage company, insight is more valuable than incremental revenue. Their early criticism actually helped us in the long-run because we could grow from it.

In contrast, our worst users never returned and gave us nothing.

These detractors who leave silently, giving our team no issues to fix or negative feedback to unpack are the hardest to understand and to segment. And, they make up the majority of the users we don’t retain.

OK, I get that these users are the worst. What do I do about it?

Hunt down silent churners, and get their feedback.

David Cancel, the CEO of Drift says:

“In today’s world, helping is the new selling and customer experience is the new marketing.”

Helping our users becomes easier and customer experiences get better if we strengthen our commitment to both our best and worst customers, and most importantly, take the time to find and listen to them.

Hustle, cold call, survey, install HappyOrNots — do whatever it takes to get to the bottom of a user’s frustrations.

If we spend the time to seek out and truly listen to the customers who didn’t even bother leaving negative feedback, it has the potential to turn all of our “worst customers” into our best.

1. Stop “Drinking the Soylent”

As a startup begins to scale, it’s easy for group-think to take over internally.

Potential problems and negativity can be overlooked, swept under the rug, or flat out ignored as everyone hitches themselves to the rocket ship. But, it’s extremely dangerous to stop asking questions and taking contrarian viewpoints.

At the end of the day, the best startups solve problems. If you dismiss problems, you are really dismissing your opportunity to be great.

Matt Bloze Tweet: Drinking the Soylent

2. Ensure you are focusing on the right user segments

Early adopters are a great audience for early-stage startups because they’re willing to try anything and they tend to be vocal about what they like and don’t like.

But, what if your most vocal detractors aren’t actually your target users?

Instead of just listening to existing feedback or seeking out more of it, it’s crucial that you also understand and segment your users correctly.

Only then can you prioritize the feedback and solutions that are right for your current business.

3. Understand retention = growth

Often, when we think about growth it’s easy to fall into the trap of only considering new users.

However, acquiring a new customer can be 5 to 25 times more expensive compared to retaining an existing customer. Even when a startup is in growth and scaling mode, it’s important to remain focused on retention.

If you’re taking a hard look at product and process improvements that reduce churn, you give displeased users a voice, even if you aren’t able to capture their feedback before they leave.

Turning your worst users into your best

Giving a voice to previously unheard users is the easy part. But, it also means you need to listen intently, design the right solutions, and test-and-learn from the improvements you launch.

Getting to the truth about your product, warts and all, will help your business iterate faster and build the experience users won’t want to ignore.

*Note: Names have been changed to protect the innocent


Also worth a read:

  1. How To Reach Your Target Customer: Getting Up Close and Personal
  2. 5 Tips To Improve Customer Experience
  3. How to Create a Customer Service Culture on People Power

No comments yet.

Upgrade to join the discussion.

Already a member? Login

Upgrade to Unlock