July 25, 2025

Founders Who Can’t Interview Shouldn’t Be Founders

Three years ago, I hired someone who said all the right things. Polite, confident, came from a big-name company. I trusted the vibe.

 

Two months in, deadlines slipped. Communication dropped. And then, complete silence.

 

That hire cost us weeks of progress, four burned-out teammates, and a tough conversation with a client. I didn’t make a hiring mistake. I made a founder mistake. I didn’t know how to interview, like a strong founder would.

 

But wait. What does that even mean?

 

What the hell is a strong founder interview?

 

Is there a guidebook? A checklist?

 

Do you wear a black turtleneck and ask them to sell you a pen?

 

No. A strong founder doesn’t interview for answers.

They interview for the truth.

 

For patterns. For friction. For clarity.

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The truth most founders avoid

If you cannot read people, you should not be building a team. And if you cannot build the right team, your product, pitch, and strategy won’t matter. Hiring is not an admin or HR or talent acquisition task only. It is not something you delegate too early. In the early stage, hiring is survival.

What I had to unlearn about hiring

Look for patterns, not polished answers

Everyone has rehearsed the perfect response. Thanks AI. What actually matters is what they repeat. Listen to how they speak about ownership, failure, and team dynamics. You are not looking for keywords. You are spotting patterns.

Ask questions they cannot prepare for

I call it the “RFA Check”.

It stands for Regret, Friction, Accountability

Ask questions that tap into these three zones and you will learn more about a person than any CV or referral ever could.

Here are the three questions that changed how I interviewed and brought me amazing results.

  1. What is something you failed at that still stings a little?
  2. When did you last make someone uncomfortable for the right reason?
  3. Who would never want to work with you again, and why?

You will learn more from how they pause, reflect, and respond than from any impressive bullet point on their resume.

Confidence is not capability

I once rejected someone for being too soft spoken. A month later, she was hired elsewhere. Today, she leads a product team and mentors ten engineers. That experience taught me something most founders forget. Some of your best hires will not be loud. They will not impress you in the first three minutes. But they will show up when it counts.

So, what matters to you? Results or visibility?

A few years later, I took a chance on a quiet candidate who showed deep clarity in just three questions. She now leads two teams and built the most reliable system we run today.

Hiring is the lever behind everything else

See Founders, hiring is not just another task on your list, and please do not treat it like one. It is the quiet lever behind every loud success. If you are still winging interviews or outsourcing them too early, you are not scaling. You are gambling. And not the fun kind with chips and free drinks. The kind where you bet your company’s momentum on someone you barely know. And in this game, the wrong hire does not just cost money. It costs momentum, the one you have worked so hard to create. I see some of you already gulping, remembering those wrong hires.

So here’s the takeaway

Treat every interview like a turning point. Because it is.

The wrong person sets you back, and the right one unlocks the next stage of your business.

Bonus: The Founder’s Quick Interview Filter

Before you say yes, ask yourself

  • Did they take ownership in at least one story they shared
  • Did they speak about failure without blaming someone else
  • Did their values align with how your team works under pressure
  • Did they show curiosity when they didn’t have all the answers
  • Will your team learn from them or lose energy around them

No matter how polished their answers are or how well AI has coached them, the human element always shows up.

Watch how they pause, reflect, and react.

That is where the real hire reveals themselves.

Let’s build a better hiring playbook

Got a favorite interview question? Drop it below.

The best ones often come from founders who have made a few painful mistakes and learned from them.

Regards,
Rupesh