SaaStr's Lemkin: 90% of VP candidates fail one question
# SaaStr's Lemkin: 90% of VP candidates fail one question Jason Lemkin, founder of SaaStr and investor in nearly $90m of B2B software deals, has a straightforward executive hiring filter. After a VP+ candidate completes 8 to 10 interviews with the team, Lemkin asks: 'Tell me what you've learned.' More than 90% cannot answer it well. They can repeat the pitch deck. They say the company is exciting. They liked the CEO. But they cannot articulate the real risks, the unit economics, the burn rate, or the retention numbers. After 10 meetings, they have vibes. Not knowledge. 'If you're not curious enough to learn the business in 10 interviews, how will you run it?' Lemkin wrote. ## What the question filters for The best candidates reverse-engineer the revenue model from the pricing page. They ask about churn in every conversation. They talk to customers unprompted. They figure out where the org chart has gaps. They brief Lemkin on the state of the company. That is maybe 1 in 10. Lemkin's view reflects a broader SaaS hiring standard: executive candidates must demonstrate market insight, risk awareness, and commercial judgment, not just enthusiasm. The question is not trivia. It tests whether a candidate digs past the sell job to understand the business they are betting their career on. ## The training programme story Early at one fast-growing startup, a candidate kept mentioning a 'really extensive training programme.' Lemkin asked if the candidate knew what the programme looked like at a six-person company. The candidate did not know. There was no training programme. That candidate had done 10 interviews without surfacing the most basic operational reality. 'A VP or CRO who joins without having seen the board pack, without knowing the real retention numbers, without understanding the actual stage of the company... that tells you how they'll operate once they're in the seat,' Lemkin said. ## Why it matters for ANZ sales teams Lemkin's philosophy aligns with his broader view that a VP Sales should join after a repeatable sales process exists, not before. The role should scale a working machine, not invent one. For ANZ sales leaders evaluating VP+ candidates, the implication is clear: curiosity is the filter. If they are not asking hard questions as a candidate, they will not ask hard questions as an executive. Lemkin's advice: be the last interview when you can. Ask what they have learned. You will know in 90 seconds whether you are talking to someone genuinely curious about the business, or someone who is just interviewing well.