Turnarounds Made Easy for CTOs

Master the Art of the Turnaround as a New CTO

👋 Hello Technocrats!

Have you noticed that every Product & Engineering leadership job nowadays feels like a giant turnaround effort? It’s absurd how little some companies have their act together. Today I help you navigate 7 types of common company dysfunctions.

Cheers & let’s dive in! 🦈

Bobby

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You’re excited.

The recruiter reached out. The company looks promising. You’ve had some good conversations. The product seems solid. Maybe you’re even deep into the interview process.

But before you sign that offer letter, take a deep breath.

Tech leadership roles are not created equal and what’s presented during interviews doesn’t always reflect reality on the ground.

In fact, many high-growth, high-visibility companies suffer from deep operational dysfunction beneath the surface.

It’s not always visible (no matter how many questions you ask during the interview) until it’s too late.

That’s why every executive — especially CTOs & VPs — needs a checklist of potential red flags to evaluate before joining a new company.

Here are 7 types of organizational dysfunctions you’ll want to spot early — or at least be ready to handle if you choose to proceed.