
GTM & Strategy
Great interviewing is hard — but not impossible
20/10/25, 00:00
Who is it for?
Founders and GTM leaders at B2B tech start-ups aligning long-term strategy with quarterly execution.
When to use?
When quarterly goals and long-term direction aren’t connected, and execution feels noisy or misaligned.
Hiring is one of the most important things we do in business.
Hiring is one of the most important things we do in business.
Too often, especially in go-to-market teams, we hire people who sound great in interviews… but don’t deliver once they join. That’s because we value people who can tell a strong story — and that’s fine. It’s a skill we need.
But we also need substance underneath the story.
Here’s how to interview with more clarity and consistency 👇
1️⃣ Decide the purpose of the interview. What are you assessing? -> Are you checking their ability to navigate complex deals? -> Coachability? -> Ad campaign skills? Each interview should have a single, clear goal.
2️⃣ Use consistent, experiential questions. Ask the same key questions to every candidate. Focus on real experiences rather than theory. Use prompts like: -> “Tell me about a time when you…” Then follow up with: -> “What did you learn from that?” -> “Why didn’t you try X?” Avoid “How do you approach…” — it invites textbook answers, not real stories.
3️⃣ Double up on the obvious questions. If you ask: -> “What’s a deal you’re proud of closing?” Follow with: -> “Great — can you share another one?” Most people prepare one polished story. Few have two.
4️⃣ Write your notes right away. -> Don’t wait 24 hours. -> Don’t read your colleagues’ notes first. -> And if AI summarizes the interview, double-check it carefully. Make sure your write-up reflects YOUR personal view and the goal of that interview.
5️⃣ Always test for AI familiarity. In 2025, a lack of curiosity about AI is a red flag.
Across a full set of interviews, you should cover every key area — with consistent structure and evidence-based insights.
You’ll learn how candidates actually operate, not just how they say they operate.