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Enter the League: Design AI-native systems with taste. Ship products that scale.

AI Strategy League is a builder league for founders and cross-functional operators who move beyond pilots to design and ship AI-native products in the real world.

Enter the League →

Benefits

What You’re Entering

The League is a structured AI-native system builder environment where you:

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Design and build AI-native systems end-to-end

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Integrate product, engineering, design, and go-to-market into one operating model

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Build feedback loops for adoption, incentives, and outcomes

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Ship something real, not a prototype, not a deck

Design for 

Who the AI-Native System Is For

Built for operators who ship under real constraints and care more about outcomes than ideas: You're already be comfortable building, willing to operate under constraints, and more interested in outcomes than ideas.

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Founders

You’re building AI-native products and are accountable not just for vision, but for shipping systems that people actually use, trust, and pay for in the real world.

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Senior Product, Growth & AI Leaders

You own execution across product, growth, and AI, measured by outcomes, adoption, and impact, not decks, demos, or disconnected roadmaps.

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Cross-Functional Builders

You work across product, engineering, design, and go-to-market to turn AI intent into reliable, scalable systems, not one-off experiments or technical novelty.

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Design & Engineering Leaders

You design systems, not just interfaces or models, optimizing for behavior, incentives, reliability, and scale, not isolated screens or proofs of concept.

Why Apply to Enter

Why Enter the League

If you’re ready to stop experimenting in isolation and start building systems that hold up in reality, the League is where that work begins to help you build AI-native systems that work and keep working as they scale.

Systems and Adoptions 

We are building a system that produces products, outcomes, and insight. You design AI-native systems that hold together under real-world use, not just stacks or isolated workflows.

Adoption & taste by design

What you build is shaped by real user behavior, incentives, and judgment. 

Outcomes that compound

Progress is measured by what ships, what gets used, and what continues to work as it scales.

What is an AI-Native System

An AI-native system is a system where intelligence is the core operating layer, not an add-on.

An AI-native system: 

✅ Is shipped in production, adopted by real users, and produce measurable outcomes

✅ Uses AI to make or augment decisions, not just generate content

✅ Is designed around real workflows, incentives, and constraints

✅ Improves with usage (feedback, signals, learning loops)

✅ Ships with adoption and accountability built in

✅ Continues working as usage, data, and complexity scale

What it is NOT

❌ Adding an LLM interface on top of a legacy workflow

❌ A chatbot bolted onto an existing product

❌ A collection of prompts or prompt libraries 

❌ A demo, proof-of-concept, or innovation lab project

❌ Prompt engineering without integration into workflows

❌ A feature that depends on manual babysitting "Human-in-the-loop”

AI as cost-cutting theater: Replace humans with AI” mandates

Benefits

What results you can expect

The League is a structured builder environment where you leave with:

A working AI-Native system

Clear execution standards

Artifacts you can reuse, extend, and scale

Enter the League

Let's map out your current performance and friction points in 30 minutes: 
  • identify your true pipeline origination;
  • bridge the gap between your ideal client and your current audience;
  • categorize your audience by their structural bottlenecks;
  • audit and analyze your "scaling seiling", your  growth is currently limited by human bandwidth and manual workflows;
  • evaluate which activities drive exponential growth versus those that cause operational drain.
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How the League Works

The League is designed to help you finish, not just start.

System Framing

You start by defining the real problem space: user intent, constraints, incentives, and success metrics.

System Design

You design an AI-native execution system that spans product logic, workflows, interfaces, and feedback loops.

System Build

You implement and test the system in the real world — with real users, real data, and real tradeoffs.

System Review

You pressure-test what you built: what shipped, what broke, what compounded, what didn’t.

FAQ

Frequently Asked Questions

  • The League is designed for founders and senior operators who are actively building, or responsible for shipping AI-powered products or systems.

    That includes:

    • Founders and startup leaders

    • Product, growth, and AI leads

    • Small cross-functional teams operating under real constraints

    If you’re experimenting casually or looking for inspiration, this isn’t the right fit.
    If you’re accountable for outcomes, it is.

  • No, but you do need decision-making authority or direct influence over what gets built.
    Many participants are not engineers, but they:

    • Own product direction

    • Define workflows and incentives

    • Work closely with technical teams
       

    You’ll design systems, not write production code (unless that’s already your role).

  • You leave with:

    • A designed and shipped AI-native system (or a production-ready version of it)

    • Clear system logic and ownership

    • Adoption and feedback loops built in

    • Artifacts your team can continue to build on

    This is not a deck or roadmap.
    It’s something real your team, and organization can use.

  • ourses teach concepts. Advisory gives opinions. Accelerators optimize pitch and growth narratives.
    The League is about execution. You design and build one system, end to end with guidance, pressure, and peer accountability until it works.

  • Yes, especially if:

    • AI efforts feel fragmented

    • Adoption is lower than expected

    • Systems don’t hold up beyond demos

    • Teams keep switching tools

    The League helps you re-architect or refocus what already exists into a system that actually works.

  • Expect focused, high-leverage involvement over 10–14 days.

    This includes:

    • Async pre-work

    • Live build sessions

    • Hands-on system design and validation

    It’s intense by design, but optimized to replace months of scattered effort.

  • Both.

    Some participants join solo.
    Others join as part of a small team.

    What matters is that someone in the sprint can make decisions and move work forward.

  • Examples include:

    • AI-native product or feature systems

    • AI-driven activation or growth systems

    • Internal AI systems that change how decisions are made

    If the system can’t be adopted, measured, and owned, it’s not a fit.

  • The goal is not perfection, it’s viability.

    By the end of the sprint, your system should:

    • Be usable

    • Be adopted by real users

    • Have clear ownership and next steps

    You’ll know exactly what works and what scales next.

  • We keep cohorts intentionally exclusive and intense.

    Applications help ensure:

    • Participants are aligned in intent and seniority

    • Systems are viable to build within the sprint

    • The cohort remains high-signal

    Not everyone who applies will be accepted.

  • Yes, as long as participants operate within real constraints and have a clear mandate.

    Many systems are designed to:

    • Integrate with existing tools

    • Respect compliance and governance

    • Improve decision quality, not just speed

  • After the sprint, you can:

    • Continue building with your internal team

    • Access the League’s library and resources

    • Explore scaling and growth support if relevant

    There is no obligation to continue beyond the sprint.

  • The League is designed to replace:

    • Months of experimentation

    • Expensive misbuilds

    • Disconnected AI initiatives

    If shipping a working AI-native system would materially change your trajectory, the sprint pays for itself quickly.

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