Why "Bigger Questions"
Elevating strategic advantage by reading about smarter questions, not just newsletter answers
In my new Product Coalition series, I surface under-explored strategic challenges, enlist advanced AI to generate multi-angle responses, and then expose both the questions and the answers to rigorous, public critique.
In a market where AI can replicate conventional “how-to” content in seconds, advantage now belongs to those who frame the sharpest questions. The outcome is a disciplined framework for second-order thinking—exactly the level of analysis the board expects but seldom receives.
I recognise that collective intelligence reliably outperforms individual expertise. By fusing AI breadth with the diverse experience of our global membership, I minimise blind spots, uncover hidden risks, and spotlight opportunities earlier in the decision cycle. Each edition becomes a living, auditable record of how senior product leaders refine their strategic enquiry.
Subscribe for direct access to this iterative process, benchmark your own assumptions, and keep your organisation ahead of fast-moving market dynamics.
Newsletters alone are not enough
Broader pattern-recognition. AI canvasses vast datasets and current research in seconds, so you see signals emerging across industries, not just one person’s niche.
Bias buffering. My public critique plus community feedback exposes blind spots early. You get a “cleaned” insight stream instead of one writer’s mental model.
Question-first framing. Each edition starts with a hard, under-asked question. That upstream focus clarifies strategy and avoids the rabbit holes of tactics-only content.
Transparent thinking trail. Every step; the prompt, the AI output, the critique—is visible. You can audit the logic, reuse the prompts, and adapt the framework inside your own organisation.
Faster learning loop. Collective input turns weekly issues into living documents that improve with each iteration, so insight compounds rather than expiring after one read.
Actionable artefacts. You leave each issue with refined questions, ready-to-use prompts, and a checklist of pitfalls—all immediately deployable in road-mapping sessions or board decks.
Time leverage. Instead of trawling half a dozen newsletters for viewpoints, you get a curated synthesis—saving hours while raising the quality of decision-making fodder.
Why it’s worth a paid subscription
Strategic ROI, not storytelling. You’re buying the questions that unlock new revenue levers and de-risk million-pound bets. Far cheaper than a consulting sprint or a missed quarter.
My track record, your shortcut. Twenty years steering nine-figure e-commerce P&Ls means I know which questions move the margin needle and which are board-meeting noise. I do the filtering; you keep the upside.
Numbers over noise. Each edition includes metrics, prompts, and ready-to-use checklists you can drop straight into roadmap reviews—saving your team hours and sharpening executive confidence.
Collective intelligence, expertly curated. I harness AI breadth and a 700k-strong product community, then stress-test the output with commercial rigour. You get bias-buffered insights without drowning in chatter.
Ongoing advantage. Subscription funds the deep work that some generic newsletters skip. The questions improve every cycle, compounding value well beyond the cover price.