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E

Eeke de Milliano

Head of Product

Retool

Execution (1)🎯 Product Strategy (1)👥 Team & Culture (1)

Key Takeaways

  • 1.Treat process as a variance reduction tool: use it to raise the floor, but provide escape hatches so you don't lower the ceiling for high performers.
  • 2.Implement a 'Crazy Ideas' annual ritual where the prompt is specifically for ideas that have a 90% chance of failing but a 10x-100x return if they succeed.
  • 3.Utilize the 70/20/10 resource allocation model: 70% core product (including maintenance), 20% strategic non-core initiatives, and 10% pure speculative bets.
  • 4.When building MVPs, 'build the scooter, not the axle.' Ensure the smallest version is functional end-to-end rather than a component of a larger dream.
  • 5.Stop hiring in your own image; audit your team every six months to identify gaps in your 'Talent Portfolio' (e.g., visionaries vs. executors) and hire specifically for those missing traits.
  • 6.Use the 'Trapdoor' decision framework: Pricing is rarely a trapdoor (you can grandfather users), but titles are (hard to revoke).
  • 7.For technical products, build for your best user first, not your worst user. Don't let fear of abuse cripple the initial product definition.

Methodologies(3)

Execution

A philosophical approach to process implementation that acknowledges process reduces variance (both bad and good). It aims to standardize the average while allowing high performers to bypass strictures to achieve exceptional results.

Core Principles

  • 1.Acknowledge the trade-off: Process raises the floor but lowers the ceiling; use it only when variance reduction is the priority.
  • 2.Embed 'Escape Hatches' in templates: Explicitly state at the top of documents (PRDs, specs) that if the template doesn't fit the problem, the author should break the format.
  • 3.Empower managers as gatekeepers: Managers must identify high performers who don't need the process and provide them organizational air cover to bypass it.
  • +1 more...

"Process, by definition, is variance reducing... The cost of that is obviously, while you are reducing the standard and bringing folks up to the average, you're also bringing other folks down to the average."

#minimum#viable#process
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The Crazy Ideas Pipeline

by Eeke de Milliano

🎯 Product Strategy

A structured mechanism to solicit, fund, and incubate non-obvious ideas that would typically be killed by standard prioritization frameworks. It treats the company as a VC and product teams as startups.

Core Principles

  • 1.The 10% Probability Prompt: Create a specific document for ideas that have a 90% chance of making no sense, but a 10% chance of 10x-100x impact.
  • 2.VC-Style Funding: Fund selected ideas with minimal resources (e.g., 1 PM + 1 Eng) for a specific period to prove value before scaling.
  • 3.Organizational Separation: Keep incubation teams separate from the core reporting structure initially to prevent them from getting bogged down in 'keeping the lights on' work.
  • +1 more...

"Crazy ideas are ideas that we shouldn't, obviously, do. There's a 90% chance that they make no sense. But in the 10% chance that they do, they will make a 10x to 100x difference."

#crazy#ideas#pipeline
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👥 Team & Culture

A hiring strategy that treats the team composition like an investment portfolio, seeking a balance of complementary assets rather than uniform excellence in one specific trait.

Core Principles

  • 1.The 6-Month Audit: Every six months, chart the current team to list collective strengths and collective weaknesses.
  • 2.Hire for the Gap: Write job descriptions specifically targeting the identified team weaknesses, not just a generic 'Good PM' profile.
  • 3.Balance Homegrown vs. External: Mix 'Homegrown' PMs (culture carriers, deep product knowledge, non-traditional backgrounds) with 'External' hires (traditional rigor, best practices from other top companies).
  • +1 more...

"I really think that a lot of product management can sometimes be reduced to funnels and portfolios... Instead of having a bunch of PMs who all spike in one particular area, figure out how you can create complimentary skillsets."

#product#talent#portfolio
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