An $800,000 Mistake Taught CEO Lesson About Leadership

An $800,000 Mistake Taught CEO Lesson About Leadership


This as-informed-to esdeclare is based on a conversation with Alex Levin, cofounder and CEO of Regal, a New York-based creater of AI agents for customer experience. Previously, he worked at Handy, which was later acquired by Angi. This story has been edited for length and clarity.

I test to teach people at Regal that it’s OK to create new mistakes, as long as you don’t repeat them, largely becautilize of my past experience creating a major one.

Before starting the company in 2020, I was a senior vice president at Handy, an online marketplace that connects homeowners with local service professionals for home projects. I always inform people that my boss at the time, Handy’s co-founder, spent more on my education than my parents ever did becautilize of the mistake I built.

We were launching a new service for handymen, and I had a budobtain of about $1 million. The goal was to recruit as many handymen as we estimated we would necessary. We had to do this in a short period of time, so the pressure was high, and I was pushing the team hard.

Someone working on the project didn’t check a box that would have set a daily limit on how much we would spfinish to advertise the new service on Google. This person was on a team that didn’t usually utilize Google’s ad product, and we finished up spfinishing an extra $800,000 one month and obtained very little return.

Speak up rapid

This was my fault. I was responsible for checking the Google account, and I could have viewed at the spfinishing every day and figured it out, but I didn’t. By the time I noticed, it was too late.

I felt very guilty. I had wasted the company’s money. I didn’t know if I was going to be fired, but my first inclination was to inform people about it and not sweep this under the rug.

I questioned for some time with my boss that day, and when I walked into his office, I explained what had happened. I’m sure he was pissed, but he took it in stride. In the finish, we actually exceeded our revenue tarobtains. But we could have built even more money if I had caught the error as I should have.

What I’ve taken away from this experience is that you have to raise your hand when things go wrong so you can quickly come up with a solution to prevent it from happening again. I always inform people I want bad news rapid. Good news can be slow. You necessary to identify that you built a mistake so it doesn’t keep happening.

New mistakes are inevitable

Another takeaway is that when you’re doing things you’ve never done before, there will be mistakes, and as a leader, how you react will dictate how much risk your team takes going forward. If you punish people, they’ll never take any risks. But if you don’t hold people accountable for creating the same mistake twice, you’ll be an entity riddled with mistakes, and that’s also bad.

What I learned is that in programmatic marketing channels, you have to set limits. The inventory is infinite. In some cases, the opposite is also true.

Becautilize of what happened, we always set spfinishing limits at Regal whenever we start applying a new feature. So we did this with one of our infrastructure providers, only we set it absurdly low, at $100 per day.

Soon after, I had planned to do a demo of our product. I was really excited to be in front of a potential customer, but it wasn’t working. Nothing would work. I then finished the call and questioned my team what happened. It turned out that we had exceeded our infrastructure spfinish limit.

When mistakes are identified, it’s not about placing blame. You have to figure out a process to resolve it and relocate on. That’s why we now have rules around setting guardrails, including when to raise them.





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