Insights

Second-order thinking for durable competitive advantage. We share frameworks, case studies, and operational playbooks for building infrastructure-level AI businesses that compound returns over time.

All Insights

Feb 4, 2026
8 min read

Digital Human vs AI Tools: Why Terminology Defines Strategy

The language we use to describe AI deployment reveals strategic intent. Why 'digital human' vs 'AI tools' isn't semantic—it's structural.

StrategyDigital HumanAI Infrastructure
Jan 27, 2026
5 min

Infrastructure Moats: The Playbook

Most moats are temporary. Product features get copied. First-mover advantage fades. Here's our playbook for building infrastructure moats that compound.

Investment Thesisinfrastructuremoats
Jan 28, 2026
4 min

The EBITDA Venture Capital Mandate

We're building Second Order Ventures Fund I for investors who are tired of 'Growth-at-all-Costs.' Here's our disciplined approach to infrastructure-level AI.

LP UpdatesEBITDAventure-capital
Jan 29, 2026
5 min

The AI Transformation Flywheel: Digital + Physical Integration

We didn't just invest in an AI platform and a physical asset company. We engineered a flywheel that creates compounding advantages.

Case StudiesAItransformation
Jan 30, 2026
5 min

The Coordination Tax: Stop Paying, Start Owning

Every growing company pays a hidden 'Coordination Tax.' Most firms try to manage it with more software. That's a first-order mistake.

Operational Playbookscoordinationinfrastructure
Jan 31, 2026
5 min

The 12-Month Rule: Why We Shut Down Unprofitable Companies

Capital is a tool for amplification, not discovery. Our incubation strategy is 'Rare by Design' with a strict EBITDA mandate.

Investment ThesisdisciplineEBITDA
Feb 3, 2026
5 min

Governance as Second-Order Thinking

Most firms discover compliance risk after it becomes a crisis. We engineer governance systems that prevent the failures that destroy multiples.

Operational Playbooksgovernancecompliance