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Product Pirates

Carlos Oliveira

For senior product leaders hacking through corporate politics, ambiguity, and performative planning. No frameworks. No hype. Just how the job actually gets shipped.

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Substack
PricingOnly free issuesPublishesWeekly
Issues3Founded6 months agoLast Issue5 months ago
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Latest Issues

Stop Talking Like a Product Manager

Last week I came across a very interesting LinkedIn post from Ed Biden, the founder of Hustle Badger and a seasoned product manager. What truly caught my attention was his post’s emphasis on a simple yet transformative concept for product m...

5 months ago
4

5 AI Strategy Traps That Kill Your Pilot And How to Fix It

The CEO came back from a conference and said “we need to be an AI company.” The CTO heard “rebuild everything with LLMs.” The product team heard “add a chatbot.”

Six months later, three pilots are running. None of them are going anywhere....

5 months ago
2

How to Escape AI Pilot Purgatory: The 90-Day Roadmap to Real Value

Your AI roadmap has three problems: Executives think it’s too slow. Engineers think it’s unrealistic. Users don’t care about most of it.

Here’s the uncomfortable truth: the roadmap isn’t failing because your team is misaligned. It’s failin...

6 months ago

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  • Carlos Oliveira

    Senior Product Manager with 10+ years of experience turning business ambition into measurable, real-world impact. Techstars & Harvard Innovation Labs alumni.

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