FUND FEWER FAILURES. EXECUTE MORE WINNERS. STRATEGIC INTELLIGENCE THAT LEARNS FROM YOUR ORGANIZATION.
Running the Business vs. Changing It
Organizations and executives are experts at running their business.
But strategic initiatives aren't running the business, they're changing it.
And you don't change the business often enough to get good at it
Initiative Due Diligence:
A new solution for persistent problems.
The three problems:
Drawing out what your experts know but haven't said.
Identifying where alignment is lacking—and providing tools to drive resolution.
Surfacing where you risk repeating past mistakes—and providing a stronger path forward.
Why now:
AI makes something possible that wasn't practical before: systematic extraction and comparison across an entire organization. In days. At portfolio scale.
UNIQUE CHALLENGES WITH PORTFOLIO DECISIONS
You've sat in that meeting. The one where leadership approves the digital transformation, the market expansion, the platform migration. Everyone nods. The business case looks solid. The team seems confident. You leave feeling good about the decision.
Six months later, you're in a very different meeting. The one where you discover the timeline was fantasy, capabilities were overestimated, and the risks everyone identified weren't the ones that actually mattered. Somehow, despite all the planning, all the reviews, all the documentation, nobody caught it.
This isn't random bad luck. It's systematic.
Teams present initiatives using inconsistent frameworks that make meaningful comparison impossible. Smart people interpret the same strategic direction differently, creating an illusion of alignment that unravels during execution. Assumptions hide inside confident projections because there's no structured way to surface them. Organizational capability gaps go unexamined because nobody's asking whether the company can actually execute what's being proposed.
The post-mortems always reach the same conclusion: "We should have seen this coming."
You should have. And you could have, if the decision process forced the hard questions before commitment instead of discovering the answers after failure.
WHY I BUILT THIS
I've spent my career in leadership roles introducing new technologies to market, product launches, system implementations, market expansions. And across decades, across multiple companies and industries, I kept watching the same failure patterns play out.
The Pattern I Couldn't Escape
Leadership would make a decision, launch an adjacent product, enter a new market, upgrade a core system, expand into enterprise. Everyone would nod. Everyone thought they understood. The initiative would get approved, timelines would be set, teams would be assigned.
Then months into execution, the same problems would surface: everyone had walked away from that decision with completely different understandings of what we'd committed to. Engineering thought we were doing X. Product thought we were building Y. Operations had planned for Z. Nobody had defined in concrete terms what the strategic decision actually meant for implementation.
Infrastructure issues we'd assumed were simple turned out to be major blockers. Staffing requirements we thought were adequate weren't, we'd never properly scoped what skills were actually needed. Performance concerns we knew about from customer feedback didn't get taken seriously because we'd relied on anecdotal evidence instead of rigorous analysis.
And here's what made it so frustrating: these weren't isolated incidents. This happened repeatedly. Smart, experienced professionals reasonably interpreting the same strategic direction differently because we'd never forced the critical details into the open.
The Aha Moment
I started studying how humans actually behave in corporations, how decisions get made, how information flows, how expertise stays trapped in people's heads. The patterns were consistent across industries, across types of initiatives. There were universal questions that needed answering, regardless of whether you were launching software or manufacturing products.
Then I realized: AI was exceptionally good at exactly what organizations were terrible at. Understanding goals. Probing assumptions. Synthesizing large, disparate sets of information into coherent analysis. Making tacit knowledge explicit.
The pieces clicked: if I could structure the right questions based on how humans actually execute complex work, AI could systematically capture strategic intelligence that had never been accessible before, then turn it into the decision-ready business cases and risk analyses leadership actually needs.
Building What Should Have Existed
That's why GreenlightIQ exists: to create the knowledge architecture organizations need to capture strategic intelligence systematically.
It's like the technology approach used to analyze supply chains, financial networks, and intelligence data, applied to the strategic decisions that shape your portfolio. Universal questions grounded in human behavior. AI that probes deeper, synthesizes completely, and produces execution-ready content.
So we stop wasting months discovering problems that were knowable from day one.
Steve Tyrrell, Founder & CEO, GreenlightIQ
WHAT CHANGES WITH GreenlightIQ
The pattern that keeps repeating: Leadership approves an initiative. The business case looks solid. Everyone nods. Six months later: the team didn't have the capabilities they claimed, critical knowledge stayed in experts' heads, teams were working toward different interpretations, and the real risks weren't the ones anyone flagged. The gap wasn't execution. It was validation.
What GreenlightIQ validates before commitment:
Organizational Capability Match
Before: Nobody asks whether your team can actually execute what they're proposing. A scaling company commits to enterprise-level work. Teams claim capabilities they don't have.
After: We assess whether your current capabilities match what the initiative demands. Capability gaps get flagged explicitly during planning, not discovered during execution.
Deep Expert Knowledge Extraction
Before: Experts struggle to articulate what they know. "We can handle this" sounds confident but hides critical constraints, dependencies, and assumptions. Knowledge stays tacit.
After: Structured processes draw out what experts know but haven't said, the assumptions, constraints, and dependencies they take for granted. Plans get built on actual expertise, not confident claims.
Conflict Detection & Resolution
Before: Engineering says "6 months," Finance says "12 months", but nobody realizes the disconnect until execution. Teams are aligned in words, divided in understanding.
After: Cross-functional conflicts surface immediately with the reasoning behind each view. Teams resolve fundamental disagreements during planning, establishing genuine common understanding.
Strategic Risk Prioritization
Before: Risk registers list 40 items without distinguishing strategic threats from operational noise. Equal energy goes to everything because there's no way to prioritize what actually matters.
After: Multidimensional assessment distinguishes capability gaps (can't execute), strategic misalignment (shouldn't execute), and operational concerns (manage during execution). Focus goes where it matters.
The Result
Deeply researched, conflict-resolved, capability-validated initiatives with strategic risk clarity, before commitment, when it matters.
WHAT'S AT STAKE? YOUR ROI IS!
PMI research shows only 50% of strategic initiatives meet their objectives European CEO, and McKinsey found that mismanaged execution costs companies up to 10% of annual revenue The Strategy Institute.
This is very idealized and simply meant to demonstrate that failures, delays and missed opportunities are probably costing your company millions of dollars.
For a typical $500M company with a $50M strategic portfolio, this translates to $15-20M in annual losses from failed initiatives, execution waste, and capability mismatches, plus lost revenue from missed market opportunities.
What if you could prevent just 20-30% of these failures?
That's $3-6M in savings, plus accelerated time-to-value on initiatives that do succeed.
Investment in GreenlightIQ: $150K
Simple calculation shown:
$3M savings ÷ $150K = 20X ROI
$6M savings ÷ $150K = 40X ROI
OUR SOLUTION
The Strategic Intelligence Problem
Strategic planning demands something very difficult: systematic evaluation of incomplete information, under time pressure, across multiple dimensions, while maintaining human accountability.
We built an architecture that makes this possible, combining human judgment with AI's systematic capabilities in ways neither can achieve alone.
Human-AI Architecture for Strategic Intelligence
GreenlightIQ combines human judgment with AI's systematic evaluation capabilities in ways neither can achieve alone.
What humans provide:
Situational knowledge, expert judgment, nuanced context, and accountability for every decision.
What AI provides:
Relentless systematic questioning, multi-dimensional completeness evaluation, cross-initiative pattern recognition, and synthesis at scale.
The architecture:
During initiative evaluation, AI functions as an expert interrogator, not generating your analysis, but challenging your thinking with structured questions that draw out tacit knowledge, surface hidden assumptions, and force distinction between verified facts and hopeful projections. You provide all content. You own every claim. The AI evaluates quality, identifies gaps, and refuses to synthesize until the foundation is solid.
Only after rigorous human input does AI do what it genuinely excels at: integrating your organizational capability baseline with initiative details, synthesizing across functional perspectives to resolve conflicts, identifying compound risks humans miss, and creating portfolio-level intelligence that reveals patterns across dozens of initiatives.
The result: Consultant-grade strategic intelligence, at software speed, with continuous learning, and human accountability throughout.
Why This Matters: Compounding Organizational Intelligence
Every initiative you evaluate makes the system smarter about your organization.
Traditional tools treat each decision in isolation. GreenlightIQ builds a living model of your organizational DNA, what you're genuinely good at, where you consistently struggle, which risks actually manifest in your environment, how your capabilities evolve over time.
After 50 initiatives, the system knows your organization better than most executives do, not through generic benchmarks, but through validated patterns from your actual execution history. It can predict which initiatives will succeed with confidence, identify capability gaps before they cause failures, and surface asymmetric advantages you're underutilizing.
This is decision intelligence infrastructure that gets more valuable the longer you use it—impossible to replicate, increasingly indispensable.
Technical Innovation: Structured Knowledge Extraction at Scale
The breakthrough isn't in AI capability, it's in the architecture that makes AI useful for strategic decisions.
We solve three problems simultaneously:
Knowledge extraction: Multi-functional intake processes that systematically draw out expert knowledge, using AI-guided questioning to surface what experts know but struggle to articulate.
Quality validation: Multi-dimensional evaluation frameworks that assess completeness before synthesis, ensuring AI works from verified inputs rather than fabricating to fill gaps.
Cross-initiative learning: Pattern recognition across your portfolio that identifies organizational strengths, capability constraints, and predictive failure signatures, intelligence that emerges from aggregate data, invisible in individual initiatives.
The technical architecture enables something unprecedented: strategic planning that learns from your organization's actual performance, improving its guidance with every initiative while maintaining human accountability for every decision.
HOW IT WORKS
1. Baseline Your Organization (One Time)
Complete our Enterprise Capability Survey to establish how your organization actually functions, your processes, systems, talent, and capacity. This becomes your readiness baseline, used to assess every future initiative against reality, not hope.
2. Capture Initiative Intelligence (Per Initiative)
For each initiative, answer our strategic questions designed from decades of studying how humans execute complex work. AI probes deeper based on your responses, systematically capturing what you know, what you assume, and what's still uncertain.
3. AI Analysis Against Reality
Your initiative intelligence meets your organizational baseline. AI analyzes the match: Is your organization actually ready? Where are the gaps? What's being underestimated? Every claim is evaluated against both your stated plans and your proven capabilities.
4. Decision-Ready Output
AI generates your complete business case and risk analysis, what's strong, what's weak, what's ready, what's not. Fully documented, grounded in your organization's actual capability, comparable across initiatives. Delivered in days, not weeks.
WHO THIS IS FOR
Built for Organizations that Intend to Learn From Failure
You'll succeed with GreenlightIQ if:
Post-mortems often conclude "we weren't organizationally ready" or "the risks were visible early but not surfaced"
Leadership asks "what are we missing?" not just "will this work?"
You value preventing bad investments over preserving team optimism
Culture treats intellectual honesty as strength, not weakness
You're willing to change how decisions get made, not just how documents look
This isn't the right fit if:
Admitting capability gaps is culturally threatening
Surfacing uncertainty is interpreted as lack of commitment
Political dynamics require appearance of certainty regardless of reality
Speed-to-decision always trumps quality-of-decision
You need better templates, not better thinking
Beta launches January 2026. Limited design partner spots available.
We're selecting organizations ready to change how strategic decisions get made, not just how they're documented.