Decision architect · Executive storyteller · Generalist on purpose

Complex problems rarely fit neatly into one box. Neither do I.

I help leaders turn ambiguity into decisions, decisions into action, and action into results — drawing on more than 20 years across product, innovation, growth, digital and transformation.

Mathieu Lachapelle
Evidence before adjectives

Experience is useful. Results are better.

20+Years across product, strategy, growth & leadership
89%Reduction in student acquisition cost on a redesigned experience
50%Reduction in enterprise customer onboarding time
~$40MAnnual revenue scaled through an eCommerce returns offering
Why Should We exists

Sometimes you need an expert. Sometimes you need someone who sees the whole board.

Should We exists for the second kind of problem — the messy ones that cross departments, disciplines and org charts.

60–90 sec introduction video
Why the name “Should We?”

The hardest question isn't “Can we?” It's “Should we?”

Should We started with a simple observation from years in product leadership: prioritization gets harder — and often less disciplined — as decisions move higher in an organization.

When everyone can build, the real value is knowing what to build — and why. AI has made execution faster and more accessible. It hasn't made judgment, prioritization or trade-offs any easier.

A roadmap forces trade-offs. Executive strategy should too. When everything is a priority, nothing is. The real bridge between strategy and execution is deciding what matters now, what can wait, and what you are deliberately not doing.

Get it right. Make the decision.   Get it done. Give operators clarity and let them execute.

Generalist on purpose

A growth problem becomes a product problem.

A product problem becomes an operations problem.

Operations becomes a people problem.

And none of those problems arrive free of incentives, politics or bias.

I spent 20+ years learning how the pieces fit together — and how to make good decisions work in the real organization, not the imaginary one on the org chart.

Selected work

Problems I've helped solve.

Flagship mandate · Travel

Turning an ambitious growth target into a strategy stakeholders could actually execute.

Executive and cross-functional workshops, prioritization, strategy and requirements — aligning stakeholders with different perspectives around a credible path to growth.

Product & operations
~$40M

Scaling a new eCommerce returns business.

Product leadership, integration, commercial thinking and cross-functional execution in a complex logistics environment.

View all case studies →
Mathieu Lachapelle
Who you're actually hiring

Executive. Entrepreneur. Product leader. Consultant. Speaker.

I've spent more than two decades inside large organizations, small companies and my own ventures. I've built things, fixed things, challenged things and learned that the hardest business problems almost never belong to a single function.

Meet Mathieu
Got a difficult question?

Good. Those are the interesting ones.

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