Strategic Intelligence Ecosystem

Clarity for leaders navigating uncertainty

Three intelligence publications. One scenario planning platform. A community of senior leaders. Built for boards and risk executives who need to see around corners.

Explore the Ecosystem

How It Works

An intelligence flywheel,
not a collection of newsletters

Each component of DeepStrategy.ai reinforces the others. Weekly signals feed scenario models. Unpriced risks become stress tests. Governance implications become board-ready intelligence. The result is a strategic ecosystem that no single publication, platform, or advisory firm can replicate alone.

SW
ScenarioWatch identifies strategic signals across six intelligence categories
P
The Paranoidist surfaces the unpriced risks nobody else is mapping
SP
ScenarioPlan transforms signals and risks into actionable scenario models
BR
BoardroomRadar translates it all into governance-ready intelligence
HM
Human Masterminds bring peer accountability and collective judgment

BoardroomRadar

For Board Directors

Governance intelligence that cuts through the noise. Each weekly issue delivers one deep analysis, five signals worth tracking, and the one question every director should be raising at their next meeting.

In-depth governance analysis with actionable board-level questions
Five signals with specific data points and governance implications
Regulatory watch with compliance deadlines
Published weekly on Wednesdays via Beehiiv
Subscribe to BoardroomRadar →

Recent Issue

Your Board Uses AI. Can It Govern AI?

Most boards have adopted AI tools faster than they have developed frameworks to oversee them. The governance gap is widening, and regulators are starting to notice.

Issue #2 · February 11, 2026

ScenarioWatch

For Strategy & Risk Leaders

Strategic intelligence through a dual lens. Every signal analyzed for both the opportunity it creates and the risk it carries. Built on a proprietary six-category, eighteen-indicator scanning framework that connects macro-economic shifts to workforce disruption and everything between.

18 indicators across 6 strategic categories, updated weekly
Dual-lens analysis: opportunity and risk for every signal
Monthly Focus deep dives on high-impact convergences
Weekly Radar published Wednesdays; Focus published monthly
Subscribe to ScenarioWatch →

The 6 Intelligence Categories

Macro-Economic & Geoeconomic · Geopolitical & Sovereign Security · Technology & Compute · Cybersecurity & Systemic Resilience · Regulatory, Trade & Compliance · Workforce & Human Capital

Each category carries three indicators. Each signal is analyzed through both opportunity and risk lenses. Convergence points across categories are identified and flagged.

Framework refined across every issue since launch

The Paranoidist

For Strategic Decision-Makers

The risks nobody is pricing. Each issue identifies a convergence of forces that is structurally difficult to fix, assesses whether it is reflected in markets, risk models, or insurance, and maps what boards, risk leaders, and insurers should do about it now.

Original thesis-driven analysis, not aggregation
Productive paranoia: threat assessment, not panic
Constituency-specific action items for boards, CROs, and insurers
Published Saturdays via Beehiiv
Subscribe to The Paranoidist →

Recent Issue

When AI Moves Faster Than Human Oversight Can Follow

AI is compressing decision cycles beyond the speed at which governance systems were designed to operate. The oversight gap is not a policy failure. It is a structural one.

Issue #2 · February 2026

Coming 2027

ScenarioPlan.com

AI-Augmented Scenario Planning

The platform that transforms strategic intelligence into action. Upload your strategic context, select scenario drivers from the ScenarioWatch framework, and generate probability-weighted outcomes, decision trees, and board-ready briefings. Available as a self-service platform and through facilitated professional engagements.

A DeepStrategy.ai Company

Community

Human Masterminds

As AI commoditizes analytical work, human sense-making in community becomes the scarcest resource. Human Masterminds brings senior leaders together for peer accountability, pattern recognition, and the kind of high-stakes deliberation that no AI can replicate.

"In this room, you are the intelligence."

A DeepStrategy.ai Program · Coming 2026

PM

Paul Morin

Founder, DeepStrategy.ai

Paul Morin brings more than three decades of experience across entrepreneurship, finance, risk management, and insurance to the DeepStrategy.ai ecosystem. His career has spanned founding and operating businesses, directing the Wharton Small Business Development Center, and working at the intersection of corporate governance, D&O liability, and enterprise risk.

DeepStrategy.ai is the product of a conviction that boards and risk leaders need a new kind of strategic intelligence: one that connects signals across domains, stress-tests assumptions through scenario planning, and delivers analysis with the specificity to be acted upon, not merely read.

30+ Years in Risk & Finance Wharton SBDC D&O / Corporate Governance Enterprise Risk Management Entrepreneurship