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OuterEdge Insights

Strategic perspectives on AI transformation, implementation, and building what's next.

10 articles

ImplementationJanuary 13, 202612 min readFeatured

Before You Deploy: Why AI Evaluations Are the Difference Between the 95% That Fail and the 5% That Succeed

With 95% of AI projects failing and $67.4B lost to hallucinations in 2024, pre-deployment evaluations are the critical differentiator between success and expensive failure.

Ryan Lynn

Ryan Lynn

Founder, OuterEdge

Case AnalysisJanuary 8, 202614 min readFeatured

From 10 SDRs to 1: Inside Vercel's AI Agent Transformation

Vercel reduced their inbound SDR team from 10 to 1 in six weeks—with conversion rates matching their best human performers. Inside the development process, architecture, and GTM transformation playbook.

Ryan Lynn

Ryan Lynn

Founder, OuterEdge

AI StrategyJanuary 8, 202614 min readFeatured

The Question That Separates AI Agents That Deliver From Those That Don't

Enterprise apps with AI agents will surge from 5% to 40% by 2026. The key differentiator isn't the technology—it's whether you can verify the agent's work. A framework from Anthropic's internal practices.

Ryan Lynn

Ryan Lynn

Founder, OuterEdge

AI StrategyJanuary 5, 202610 min readFeatured

The Era of Context: Why Your Data Becomes Your Moat in the Age of AI Agents

Box CEO Aaron Levie argues that in a world where everyone has access to the same AI intelligence, context—your proprietary data, processes, and knowledge—becomes the ultimate competitive advantage.

Ryan Lynn

Ryan Lynn

Founder, OuterEdge

ImplementationDecember 31, 202515 min readFeatured

The Complete Guide to Hosting AI Agents in Production

AI agents need more than an API call—they need a persistent environment with tools, state, and security. A first-principles guide to the four hosting patterns that enterprise teams must understand.

Ryan Lynn

Ryan Lynn

Founder, OuterEdge

AI StrategyDecember 26, 202512 min readFeatured

The Enterprise AI Playbook: McKinsey's Former AI Chief on What It Takes to Succeed in 2026

Matt Fitzpatrick spent a decade leading AI at McKinsey. Now as CEO of Invisible Technologies, he reveals what separates companies that transform with AI from those stuck in experimentation—and why 2026 is the year that gap becomes insurmountable.

Ryan Lynn

Ryan Lynn

Founder, OuterEdge

AI StrategyDecember 22, 202514 min readFeatured

The $37 Billion Inflection Point: What 2025 Enterprise AI Reports Reveal About the Future of Business

Enterprise AI spending surged 22x in two years. New reports from OpenAI, Menlo Ventures, and a16z reveal who's winning, where the money is going, and what separates leaders from laggards.

Ryan Lynn

Ryan Lynn

Founder, OuterEdge

AI StrategyDecember 18, 202512 min readFeatured

The Box Blueprint: How to Move from AI Experimentation to Strategic Execution

Box ideated 100+ AI agents, then focused on 15-25 big bets that transformed how 2,800 employees work. Their governance model offers a blueprint for enterprise AI transformation.

Ryan Lynn

Ryan Lynn

Founder, OuterEdge

ImplementationDecember 12, 202514 min readFeatured

From Pilot to Production: A Practical Framework for Enterprise AI Implementation

Most organizations know what AI high performers do. The challenge is execution. A proven 5-phase framework for moving from AI experimentation to enterprise-wide transformation.

Ryan Lynn

Ryan Lynn

Founder, OuterEdge

AI StrategyDecember 12, 202512 min readFeatured

The 6% Problem: What McKinsey's 2025 State of AI Report Reveals About Enterprise Transformation

Nearly nine out of ten organizations now use AI. But only 6% are capturing meaningful enterprise value. McKinsey's latest research reveals what separates the leaders from the rest.

Ryan Lynn

Ryan Lynn

Founder, OuterEdge

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