A practical self-assessment used in real fractional CPO engagements — before any roadmap work begins.
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Most B2B SaaS founders reach a funding conversation, a stalled enterprise deal, or a product team misfire before they realise their roadmap was never truly strategic. This guide is a set of 10 pointed questions designed to surface those gaps before they cost you.
Each question includes a reflection prompt — the same kind I use in the first two weeks of a new fractional CPO engagement. There are no trick questions and no right answers, but there are honest answers, and the gaps between what you think and what you write are exactly where the work begins.
Topics covered include: north star metrics, customer segment focus, churn signals, prioritisation frameworks, 90-day outcome thinking, team alignment, product moats, competitive vulnerability, ruthless prioritisation, and what product-market fit actually looks like for your specific business.