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July 1, 2025 20 mins

The $25 Million Perfect Presentation

Picture this: You're in a conference room with 23 executives, everyone has perfect PowerPoint presentations, engineering milestones are ahead of schedule, and you're about to sign off on a $25 million bet that feels like a sure thing.

That was the scene at HP when we were developing the Envy 133—the world's first 100% carbon fiber laptop. Everything looked perfect: engineering was ahead of schedule, we projected a $2 billion market opportunity, and the presentations were flawless.

Six weeks after launch, Apple shifted the entire thin-and-light laptop market, and our "sure thing" became a $25 million cautionary tale about decision-making.

The Information Filter Problem

Here's what I discovered: Your people aren't lying to you—they're protecting you. Every layer of management unconsciously filters out inconvenient truths. We had two massive blind spots:

  1. Competitive intelligence about Apple's roadmap had been sanitized before reaching decision-makers
  2. Manufacturing complexity of carbon fiber production was presented as routine when it required entirely new processes

Information in organizations goes through more filters than an Instagram photo. Each management layer edits out inconvenient truths—not from malice, but from basic human psychology. People want to be helpful, to be problem-solvers, to avoid being bearers of bad news.

The Three Information Temperature Checks

I started treating information like a scientist treats data, using three temperature checks:

  1. Emotional Temperature: Real market insights carry emotional weight. If presentations feel sanitized and emotionally flat, you're getting processed information.
  2. Granularity Temperature: Can people provide specific names, exact dates, and direct customer quotes? "Several customers" should become "Show me the Austin focus group transcript."
  3. Contradiction Temperature: Market reality is messy. If everything points in one direction, someone edited out the complexity.

Five Battle-Tested Truth-Telling Techniques

Technique 1: Pre-Mortem Confessions

Anonymous submission of biggest fears before major decisions. Read aloud without attribution to remove personal risk and stress-test plans against criticisms.

Technique 2: Messenger Reward System

Formally reward people who bring bad news, not just problem-solvers. Recognition in leadership meetings and promotion consideration. Within six months, intelligence quality improved dramatically.

Technique 3: Devil's Advocate Rotation

Assign someone to formally challenge assumptions in every major presentation. Rotate among team members to institutionalize dissent and make doubt safe to express.

Technique 4: Customer Voice Channel

Spend 25% of time with direct customer contact. This included executive briefings but also weekends in retail stores watching real customer behavior. The gap between what customers wanted and what product teams assumed was staggering.

Technique 5: Failure Story Requirement

Every presentation must include one failure story—not dwelling on failures, but incorporating lessons from setbacks into decision-making.

The Truth-Telling Scorecard

I developed a six-factor scorecard (1-5 scale) to measure information quality:

  • Signal Clarity: Specific details vs. high-level summaries
  • Emotional Authenticity: Genuine weight vs. sanitized presentations
  • Contradiction Comfort: Acknowledging messy reality vs. clean narratives
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