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  1. Infinite Loops
  2. Jeff Bussgang — The Experimentation Machine (EP.285)
Jeff Bussgang — The Experimentation Machine (EP.285)

Jeff Bussgang — The Experimentation Machine (EP.285)

Infinite Loops · Oct 9, 2025

In the age of AI, startups must operate as 'experimentation machines,' where 10x founders leverage AI to compress learning cycles and win on velocity.

Execution Velocity Is the New Defensible Moat in the AI Era

With AI commoditizing technology, the sustainable advantage for startups is the speed and discipline of their experimentation. Founders who leverage AI to operate 10x faster will outcompete those with static tech advantages, as execution velocity is far harder to replicate than a feature.

Jeff Bussgang — The Experimentation Machine (EP.285) thumbnail

Jeff Bussgang — The Experimentation Machine (EP.285)

Infinite Loops·4 months ago

Tech Disruption Creates Win-Win Markets, Not Zero-Sum Games

The narrative of startups "destroying" incumbents is often wrong. As shown by MongoDB coexisting with Oracle and HubSpot with Salesforce, disruptive companies can create massive value by expanding the total market, allowing both new and old players to grow simultaneously.

Jeff Bussgang — The Experimentation Machine (EP.285) thumbnail

Jeff Bussgang — The Experimentation Machine (EP.285)

Infinite Loops·4 months ago

VCs Now Prioritize a Team's Execution Velocity Over Its Technology Moat

In the AI era, technology moats are shrinking as tools become commoditized. Consequently, early-stage investors increasingly prioritize the founding team itself, specifically their execution velocity and ability to leverage AI, over any specific technical advantage.

Jeff Bussgang — The Experimentation Machine (EP.285) thumbnail

Jeff Bussgang — The Experimentation Machine (EP.285)

Infinite Loops·4 months ago

Build AI Personas to Run Customer Discovery Before Talking to Humans

Instead of immediately seeking interviews, founders can build an AI persona of their ideal customer. By feeding it documents and archetypes, they can rapidly query the persona to test value propositions, pricing, and features, compressing months of traditional customer discovery work into days.

Jeff Bussgang — The Experimentation Machine (EP.285) thumbnail

Jeff Bussgang — The Experimentation Machine (EP.285)

Infinite Loops·4 months ago

Red Team Your Own Pitch With an Adversarial Investment Memo AI

To preempt investor objections, founders should use AI to generate a critical investment memo on their own company. Prompting the AI to identify potential reasons for failure reveals weaknesses in the business plan and pitch, allowing founders to address them proactively before the meeting.

Jeff Bussgang — The Experimentation Machine (EP.285) thumbnail

Jeff Bussgang — The Experimentation Machine (EP.285)

Infinite Loops·4 months ago

'10x Joiners' Build Hyper-Lean Startups by Bringing AI Agents, Not Human Teams

The most valuable startup employees ("10x joiners") leverage AI to execute at the level of a full team. Instead of looking to hire direct reports, they bring a suite of AI agents and workflows, enabling companies to achieve massive scale with tiny headcounts.

Jeff Bussgang — The Experimentation Machine (EP.285) thumbnail

Jeff Bussgang — The Experimentation Machine (EP.285)

Infinite Loops·4 months ago

Hire for AI Readiness by Replacing Resumes With Portfolios of AI-Driven Work

To build an AI-native team, shift the hiring process from reviewing resumes to evaluating portfolios of work. Ask candidates to demonstrate what they've built with AI, their favorite prompt techniques, and apps they wish they could create. This reveals practical skill over credentialism.

Jeff Bussgang — The Experimentation Machine (EP.285) thumbnail

Jeff Bussgang — The Experimentation Machine (EP.285)

Infinite Loops·4 months ago

Combine Timeless Business Principles With Timely AI Tools for Best Results

AI doesn't replace business fundamentals; it accelerates them. The most successful founders apply timeless frameworks for building valuable companies—like achieving product-market fit—but use modern AI tools to run experiments and learn at a massively compressed time and cost.

Jeff Bussgang — The Experimentation Machine (EP.285) thumbnail

Jeff Bussgang — The Experimentation Machine (EP.285)

Infinite Loops·4 months ago

ClassPass's Early Failures Show the Danger of Not Testing Your Core Hypothesis First

Startups often fail by running experiments on peripheral issues instead of the most critical business model question. ClassPass nearly died by building full products (a search engine, a passport) before running simple tests to validate the core user and supplier value propositions.

Jeff Bussgang — The Experimentation Machine (EP.285) thumbnail

Jeff Bussgang — The Experimentation Machine (EP.285)

Infinite Loops·4 months ago

Prompt AI Models to Be Brutally Honest to Get Actionable Feedback

AI models are trained to be agreeable, often providing uselessly positive feedback. To get real insights, you must explicitly prompt them to be rigorous and critical. Use phrases like "my standards of excellence are very high and you won't hurt my feelings" to bypass their people-pleasing nature.

Jeff Bussgang — The Experimentation Machine (EP.285) thumbnail

Jeff Bussgang — The Experimentation Machine (EP.285)

Infinite Loops·4 months ago

Transitioning from Product-Led to Sales-Led Growth Is a Full Company Rebuild

The "PLG Trap" occurs when founders assume moving upmarket is just a pricing change. In reality, shifting from PLG to enterprise sales requires a difficult, company-wide transition across product (e.g., SOC 2 compliance), organization (e.g., sales engineers), and culture.

Jeff Bussgang — The Experimentation Machine (EP.285) thumbnail

Jeff Bussgang — The Experimentation Machine (EP.285)

Infinite Loops·4 months ago