SaaStrAI

The Top 15 Questions to Ask a VP of Sales During an Interview (Updated for 2026) (opens in new tab)

One of the classic original SaaStr posts was on the Top 10+ Questions to Ask a VP of Sales Candidate. I updated it in 2025. I’m updating it again for 2026, because the world has changed even more. We’re now in a world where AI agents handle a meaningful chunk of the pipeline. Where reps...

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