undefined - The FDE Playbook for AI Startups with Bob McGrew

The FDE Playbook for AI Startups with Bob McGrew

Bob McGrew helped build some of the most influential technologies of the past two decades. Bob was an early engineer at PayPal, an early executive at Palantir and was recently Chief Research Officer at OpenAI - where he led the development of ChatGPT, GPT-4 and the o1 reasoning model. During his time at Palantir he was a pioneer of the Forward Deployed Engineer (FDE) model, a strategy that is at the heart of the AI boom today. On this episode of The Lightcone, he explains how FDEs became central to today's startups, why 'doing things that don't scale at scale' works, and where he sees the biggest opportunities for founders working in AI.

September 8, 202550:42

Table of Contents

0:29-7:59
8:06-15:54
16:00-23:58
24:03-31:56
32:01-39:57
40:04-50:26

🚀 What is the Forward Deployed Engineer model that's taking Silicon Valley by storm?

The Revolutionary Approach Transforming AI Startups

A Forward Deployed Engineer (FDE) is a technical engineer who sits directly at the customer site and bridges the gap between what your product currently does and what the customer actually needs.

How FDEs Work in Practice:

  1. Customer Engagement - You approach a new customer with a problem you've never solved before
  2. Gap Analysis - The FDE identifies the disconnect between your product capabilities and customer requirements
  3. Custom Solution Building - Working with the product team, the FDE figures out how to deliver the specific outcome the customer needs
  4. Value Creation - This process delivers extremely valuable results that wouldn't be possible with a standard product approach

Why This Model is Exploding Now:

  • Massive Adoption: Over 100 YC startups are currently hiring FDEs (up from basically zero 3 years ago)
  • AI Agent Focus: This has become the dominant organizational model for AI agent companies
  • Startup Obsession: AI founders are more interested in learning the FDE strategy than discussing breakthrough AI technologies

The Core Philosophy:

Instead of treating customization as a burden to minimize, FDEs flip this around to make customization a competitive advantage and source of product discovery.

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🕵️ How did Palantir accidentally invent the FDE model while building software for spies?

The Origin Story of Silicon Valley's Hottest Strategy

Palantir's FDE model emerged from a unique challenge: building software for the intelligence community when you don't actually know any spies.

The Initial Problem:

  • Target Market: Intelligence community and spies
  • Customer Access: Impossible to find or interview actual users
  • Information Barrier: Even if you found spies, they wouldn't tell you what they do

The Breakthrough Approach:

  1. Demo-First Strategy - Built a demo without deep customer knowledge
  2. Direct Customer Feedback - Stefan Cohen (Palantir founder) showed the demo to potential intelligence customers
  3. Iterative Improvement - When customers said "this is terrible," he asked how they wanted it different
  4. Real-Time Adaptation - Sat there writing down all requested changes during meetings

Why This Was Revolutionary:

This approach was happening in the mid-2000s, years before "get out of the building" and "make something people want" became standard startup advice. As Bob notes: "I spent years mastering this technique and Paul Graham just tweeted it out for everybody."

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🔄 Why did Palantir reject the traditional "scale and distance" approach after finding product-market fit?

Breaking the Conventional Wisdom of Startup Growth

Most startups follow a predictable pattern: do things that don't scale early on, find product-market fit, then embrace distance from customers and focus purely on scaling. Palantir discovered this approach didn't work for their business.

The Traditional Post-PMF Playbook:

  • Embrace Distance: Stop staying deep with customers
  • Standardization Focus: Treat all customers exactly the same
  • Scale Obsession: Focus solely on selling more units
  • Minimize Customization: Reduce work per customer

Why Palantir Couldn't Follow This Path:

  • Customer Uniqueness: Every customer needed a slightly different product
  • Complex Requirements: Moving from one customer to the next revealed new, unique needs
  • Platform Necessity: Instead of building separate products, they needed a customizable platform

The FDE Innovation by Shyam Sankar:

Rather than viewing customization as a burden to minimize, Shyam Sankar (early employee, now President and CTO) flipped the model:

  • Services as Strategy: Made customization work valuable rather than something to avoid
  • Product Discovery: FDEs became the mechanism for understanding what customers actually need
  • Systematic Approach: Created a repeatable process for handling customer uniqueness

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🛤️ How do FDEs build "gravel roads" that become "paved superhighways" for future customers?

The Product Discovery and Generalization Process

The FDE model creates a systematic way to transform one-off customer solutions into scalable product features through a two-stage process.

Stage 1: The "Gravel Road" (FDE Work)

  • Site Deployment: FDE goes directly to the customer site
  • Gap Bridging: Takes the existing product and fills the gap between what it does and what users need
  • Custom Solution: Builds specific functionality for that particular customer's workflow
  • Rapid Implementation: Creates a working solution quickly, even if not perfectly scalable

Stage 2: The "Paved Superhighway" (Product Team Work)

  • Pattern Recognition: Product and engineering teams analyze the FDE's custom work
  • Generalization: Figure out how the solution should work for the next 5-10 customers
  • Platform Integration: Turn the custom solution into a scalable product feature
  • Infrastructure Building: Create the robust, maintainable version for widespread use

The Strategic Advantage:

This approach allows companies to:

  • Learn Faster: Get real customer feedback on actual solutions, not just ideas
  • Reduce Risk: Test concepts with real customers before major product investments
  • Scale Intelligently: Build features that work for multiple customers, not just one
  • Maintain Agility: Respond to market needs without over-engineering upfront

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👔 Why did Palantir choose engineers over experienced government salespeople for customer-facing roles?

Rejecting Traditional Sales Wisdom for Technical Expertise

When selling into government and defense markets, the conventional wisdom suggests hiring experienced salespeople with government connections. Palantir took a radically different approach.

The Traditional Government Sales Approach:

  • Experienced Sales Reps: Hire people with history selling to government
  • Relationship Focus: Find someone like "Don Draper" who wears suits and has DoD connections
  • Networking Strategy: Takes generals out to steak dinners and leverages existing relationships
  • Industry Credibility: Work with people who understand government procurement processes

Why Traditional Salespeople Rejected Palantir:

When Palantir approached experienced government sales professionals, they consistently heard: "Why the hell would I work with a Silicon Valley company when I could work with a big five defense prime?"

The Technical Alternative:

Instead of traditional sales approaches, Palantir deployed engineers directly to customer sites because:

  • Product Complexity: The software required deep technical understanding to implement effectively
  • Custom Solutions: Each deployment needed significant technical customization
  • Real-Time Problem Solving: Engineers could adapt and build solutions on the spot
  • Credibility Through Competence: Technical expertise became more valuable than traditional sales relationships

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💎 Summary from [0:29-7:59]

Essential Insights:

  1. FDE Definition - Forward Deployed Engineers are technical professionals who sit at customer sites to bridge the gap between product capabilities and customer needs
  2. Market Explosion - Over 100 YC startups now hire FDEs (up from zero 3 years ago), making it the dominant model for AI agent companies
  3. Origin Story - Palantir invented FDEs out of necessity when building software for spies they couldn't interview or understand

Actionable Insights:

  • Platform Over Product: Build customizable platforms rather than rigid products when customers have unique needs
  • Engineers as Discovery: Use technical people for customer-facing roles when product complexity requires deep technical understanding
  • Gravel to Superhighway: Create a systematic process where FDEs build custom solutions that product teams then generalize for broader use
  • Reject Traditional Scaling: Don't automatically embrace customer distance after finding product-market fit if your market requires ongoing customization

Strategic Framework:

  • Stage 1: FDEs create "gravel road" custom solutions at customer sites
  • Stage 2: Product teams analyze patterns and build "paved superhighway" scalable features
  • Result: Systematic product discovery that scales learning while maintaining customer intimacy

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📚 References from [0:29-7:59]

People Mentioned:

  • Stefan Cohen - Palantir founder who pioneered the demo-first approach with intelligence community customers
  • Shyam Sankar - Early Palantir employee, now President and CTO, who invented the FDE strategy
  • Paul Graham - Y Combinator founder referenced for popularizing "get out of the building" startup advice

Companies & Products:

  • Palantir - The company where the Forward Deployed Engineer model was invented and perfected
  • PayPal - Bob McGrew's early career experience as an engineer
  • OpenAI - Where Bob served as Chief Research Officer, leading development of ChatGPT, GPT-4, and o1 reasoning model
  • Y Combinator - Startup accelerator with over 100 portfolio companies now hiring FDEs

Books & Publications:

  • Crossing the Chasm - Referenced as classic startup scaling advice that doesn't apply to FDE model

Concepts & Frameworks:

  • Forward Deployed Engineer (FDE) Model - Strategy where technical engineers work on-site with customers to bridge product-need gaps
  • "Gravel Road to Paved Superhighway" - Metaphor for how custom FDE solutions become generalized product features
  • "Doing Things That Don't Scale at Scale" - Philosophy of maintaining customer intimacy even during growth phases

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🎯 What is the difference between sales-led and FDE product discovery?

Product Discovery Approaches

Sales-Led Product Discovery:

  • External perspective - Talking to people from the outside
  • Important early on - Useful for initial market validation
  • Limited effectiveness - Less effective than FDE approach
  • Traditional scope - Start with something close to existing product

FDE Product Discovery:

  • Internal problem-solving - Solving problems from the inside
  • CEO priority alignment - Must address top 5 CEO priorities
  • Persistence required - Leadership energy needed for challenging implementation
  • Land and expand model - Switches from selling same thing to each customer

Key Success Factors:

  1. Leadership buy-in - If not solving CEO's top priorities, likely to fail
  2. Product insight discovery - Identify valuable problems not obviously solvable
  3. Strategic expansion - Move from initial problem to broader organizational challenges

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🏗️ How does the FDE team structure work at Palantir?

Two-Team Framework

Echo Team (Embedded Analysts):

  • Customer site presence - Go directly to customer locations
  • User interaction - Speak directly with end users
  • Use case identification - Figure out relevant demos and applications
  • Problem discovery - Identify key solvable problems
  • Account management - Manage customer relationships

Delta Team (Deployed Engineers):

  • Software engineering focus - Excellent at writing code quickly
  • High pain tolerance - "Eating a lot of pain" as core skill
  • Rapid prototyping - Build working solutions, not just prototypes
  • Real-world deployment - Actually deploy solutions for customers

Timeline and Process:

  1. Initial setup - Go in with preliminary idea
  2. Short development cycle - Few months to leadership presentation
  3. Progress demonstration - Show results to leadership
  4. Organization-wide deployment - Scale if presentation goes well

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👥 What profiles make ideal Echo and Delta team members?

Echo Team Profile Requirements

Domain Expertise:

  • Industry background - Former army officer or healthcare professional
  • Deep domain knowledge - Understand current industry practices
  • Rebel mindset - Must be "heretics" who see current systems as insufficient

Critical Characteristics:

  • Recognition of inadequacy - Understand that current methods don't work
  • Change orientation - Capable of identifying step-function improvements
  • 3x-10x thinking - Must envision significant organizational change

Delta Team Profile Requirements

Technical Skills:

  • Rapid prototyping - Excellent at quick code development
  • Outcome delivery - Focus on delivering working software on timeline
  • Rough and ready approach - Write functional code quickly

Wrong Profile for Delta:

  • Craftsman mentality - Those focused on perfect abstractions
  • Long-term maintainability focus - Building for dozen-year sustainability
  • Perfectionist approach - Prioritizing beautiful code over speed

Flexibility Requirements:

  • Iteration readiness - First version may need complete rewrite
  • Adaptability - May hand off to others for second version

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🚀 Why does FDE training create so many startup founders?

Startup Founder Skill Development

Core Similarities:

  • Founding team dynamics - Echo/Delta structure mirrors co-founder relationships
  • Startup founder training - FDE role teaches essential entrepreneurial skills
  • Customer site operations - Each deployment like running a mini-startup

Unique Advantages:

  • Product leverage access - Powerful existing product makes job easier
  • Structured learning environment - Training ground for entrepreneurial skills
  • Multiple customer experiences - Practice founder skills across different environments

Historical Context:

  • Limited founder supply - Early days had fewer available startup founders to hire
  • Palantir spin-off success - Company has generated incredible number of startups
  • Skill transferability - FDE experience directly applicable to founding companies

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💰 Why isn't FDE just consulting disguised as software?

Business Model Differentiation

The Consulting Risk:

  • Real concern - Legitimate risk that FDE could be just consulting
  • Historical criticism - 2015 perception: Palantir as non-scalable consulting business
  • Evil reputation - Also faced criticism about company ethics

Key Business Model Indicators:

Initial Investment Phase:

  • Early losses - May lose money on new customer deployments initially
  • Large team requirements - Need significant on-site presence early

Long-term Value Creation:

  1. Product improvement - Product becomes better suited to customer needs
  2. Team efficiency - Reduced need for large on-site teams
  3. Problem access expansion - Earn right to work on more important problems
  4. Cost-value optimization - Cost per value outcome decreases over time

Profitability Timeline:

  • Negative margins initially - Start with losses
  • Positive margins eventually - Become profitable after 1+ years
  • Value delivery proof - Demonstrate actual software business model

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💎 Summary from [8:06-15:54]

Essential Insights:

  1. FDE vs Sales-Led Discovery - FDE solves problems from inside organizations rather than external conversations, requiring CEO-level priority alignment
  2. Two-Team Structure - Echo teams (embedded analysts with domain expertise) and Delta teams (rapid-prototyping engineers) work together on short cycles
  3. Unique Hiring Profiles - Echo members need domain knowledge plus rebel mindset; Delta members need prototyping skills over perfectionism

Actionable Insights:

  • Target top 5 CEO priorities or risk failure due to insufficient organizational energy
  • Hire domain experts who see current systems as inadequate and can envision 3x-10x improvements
  • Structure teams for rapid iteration with presentation milestones every few months
  • Expect initial losses that convert to profits as product-market fit improves and team efficiency increases

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📚 References from [8:06-15:54]

People Mentioned:

  • Sean Gourley - Referenced regarding "heretics" terminology and "earning the right" to access important problems

Companies & Products:

  • Palantir - Primary company discussed, known for FDE model and data analytics platform
  • Palantir spin-off startups - Multiple companies founded by former FDE team members

Concepts & Frameworks:

  • Forward Deployed Engineer (FDE) Model - Palantir's approach to product discovery and customer implementation
  • Echo Team Structure - Embedded analysts who manage customer relationships and identify use cases
  • Delta Team Structure - Deployed engineers focused on rapid prototyping and solution delivery
  • Land and Expand Strategy - Business model that starts with solving one problem then expands to additional challenges
  • Product Discovery Methodology - Internal problem-solving approach versus external sales-led discovery

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🏗️ How do product teams work with Forward Deployed Engineers at scale?

Product Team Integration with FDE Model

The relationship between product teams and Forward Deployed Engineers creates a unique dynamic that differs significantly from traditional product development approaches.

Key Differences from Traditional Engineering:

  • Engineering role remains familiar: Building new products and doing founder-led discovery
  • Product management transforms completely: Instead of building verticalized products for millions of users, product managers must hold a broader product vision
  • FDE teams face different incentives: Focused on solving specific customer problems in the field

Critical Product Team Responsibilities:

  1. Generalization Vision: When seeing new problems at customer sites, identify the generalizable version that applies to the next 10 customers
  2. Abstraction Level Thinking: Avoid over-specialization for single customers by thinking at higher levels of abstraction
  3. Cross-Customer Pattern Recognition: Determine which solutions can scale across multiple verticals versus those that are customer-specific

Common Failure Modes:

  • Over-specialization: Taking FDE implementations directly into the product without generalization
  • Wrong abstraction level: Building solutions too specific to one customer's workflow
  • Missing the broader problem: Solving the customer's stated problem rather than the underlying generalizable need

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🧠 What is the Palantir ontology and how did it solve generalization?

The Origin Story of Palantir's Famous Ontology

The Palantir ontology emerged as a solution to the fundamental challenge of building products that work across multiple customers while maintaining customization capabilities.

The Original Problem:

  • Database Design Dilemma: Should there be separate database tables for people, money, and other entities?
  • Deployment Challenge: Customer-specific database schemas don't make sense when deploying to multiple organizations
  • Scalability Issue: Specific object types create barriers to cross-customer deployment

The Ontology Solution:

  1. Higher Level of Generalization: Instead of specific object types, create a flexible framework
  2. Customer-Defined Structure: Allow Forward Deployed Engineers to define object types per customer
  3. Universal Database Schema: Extremely general structure with objects, properties, media, and links between objects

How It Works Today:

  • Base Schema: Universal concepts of objects, properties, media, and links
  • Customer Ontology: Encodes specialized information per customer (person, ship, money flow)
  • Flexible Operations: Common operations can be applied to things with similar properties across different object types

The Abstraction Principle:

Instead of saying "for people we do this," the system allows operations on "things that have this property" - where people, ships, or other entities might share properties but money payments do not.

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🎯 Why do traditional product managers struggle with the FDE model?

The Abstraction Challenge in FDE Product Management

Traditional product managers often fail when transitioning to FDE-based companies due to fundamental differences in thinking requirements and problem-solving approaches.

Traditional PM Approach vs. FDE Requirements:

  • Traditional Focus: "This is the flow. This is what it should look like for this customer."
  • FDE Requirement: Think at the ontology level and understand how specialized solutions work across customers
  • Key Difference: Ability to "pop up a level" and think in terms of generalizable abstractions

Hiring Challenges at Palantir:

  1. Delayed PM Hiring: Palantir didn't hire product managers for a long time
  2. Interview Failures: Amazing product managers from other companies couldn't think at the required abstraction level
  3. Wrong Mental Model: Candidates focused on customer-specific flows rather than cross-customer patterns

Required PM Skills for FDE Model:

  • Ontology-Level Thinking: Understanding how to modify the ontology for specialized needs
  • Cross-Customer Vision: Seeing how one customer's solution applies to multiple others
  • Abstraction Ability: Moving beyond specific workflows to identify underlying patterns
  • Generalization Expertise: Transforming customer-specific implementations into scalable products

The Core Problem:

Traditional product management trains people to optimize single flows for large user bases, while FDE product management requires optimizing flexible frameworks for diverse customer needs.

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⚡ How does Palantir manage cultural tension between FDEs and product teams?

Navigating Incentive Conflicts in the FDE Model

The tension between Forward Deployed Engineers and product teams stems from different incentives rather than different skill levels, creating organizational challenges that require careful management.

The Tension Dynamic:

  • FDE Perspective: Focus on solving specific customer problems with the simplest approach
  • Product Team Perspective: Build maintainable, generalizable code that works across customers
  • Root Cause: Environmental incentives, not inherent skill differences

Why Incentives Drive Behavior:

  1. FDE Environment: Faced with one particular problem at customer site
  2. Logical Response: Take the simplest approach to solve that specific problem
  3. Gravel Road Mentality: Build what works immediately for the current customer
  4. Product Team View: Must consider the "paved road" that serves multiple future customers

Palantir's Solution Framework:

  • Skills Transfer: FDEs often transition successfully to product roles after field experience
  • Collaborative Design Process: FDEs participate in generalization discussions back in Palo Alto
  • Multi-Customer Validation: Test generalized features across several customer sites before full product integration
  • Shared Problem-Solving: Include FDEs from multiple customers in feature design discussions

The Balanced Approach:

Instead of viewing FDE specialization as wrong, Palantir recognized that both approaches are necessary - FDEs build the initial gravel road, while product teams create the paved road that scales.

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🔄 What is Palantir's process for turning FDE solutions into scalable products?

The Gravel Road to Paved Road Methodology

Palantir developed a systematic approach to transform customer-specific FDE implementations into generalizable product features that work across multiple customers.

The Standard Feature Development Process:

  1. FDE Discovery: Forward Deployed Engineers build initial solution at one customer site
  2. Product Team Analysis: Bring the solution back to Palo Alto product team
  3. Generalization Discussion: FDEs participate in identifying the right generalized version
  4. Multi-Customer Validation: Identify several other customers where the solution could work
  5. Collaborative Design: Include FDEs from multiple customer sites in feature design
  6. Cross-Customer Testing: Ensure the generalized solution works for original customer plus others

Why This Process Works:

  • Prevents Wrong Assumptions: Product teams alone would build the wrong thing without customer context
  • Ensures Real-World Validation: Solutions are tested against actual customer needs
  • Aligns Incentives: Everyone focuses on solving the same underlying problem
  • Reduces Arguments: Instead of debating general vs. specific, teams collaborate on proven solutions

The Multi-Workflow Approach:

When teams can identify three different workflows that are subtly different but solve the same underlying problem, it eliminates the tension between generalization and specialization - everyone works toward the same goal with concrete examples.

Key Success Factor:

The original FDEs who built the prototype remain involved throughout the generalization process, providing crucial context and validation for the scaled solution.

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🚨 What organizational discipline prevents FDE teams from becoming pure consulting?

Avoiding the Consulting Trap in FDE Operations

Maintaining the FDE model requires constant organizational focus to prevent teams from devolving into consulting services rather than building scalable products.

The Primary Risk:

FDE teams can easily become consulting firms that build whatever the customer asks for, rather than what's actually valuable to them or scalable for the business.

The Deeper Failure Mode:

Building What Customers Ask For vs. What They Need

  • The Problem: Customers often request solutions that are easy for them to ask for rather than truly impactful
  • Customer Complexity: "The customer" is actually a whole organization with different stakeholders
  • Limited Access: FDEs typically interact with CIOs or mid-level sponsors, not CEOs
  • Misaligned Requests: Stakeholders may prefer easy-to-explain problems over business-critical improvements

Organizational Discipline Requirements:

  1. Constant Focus: Leadership must actively prevent consulting drift
  2. Value-Based Validation: Ensure solutions improve the business, not just solve requested problems
  3. Stakeholder Management: Navigate complex customer organizations to identify real needs
  4. Impact Measurement: Focus on business outcomes rather than customer satisfaction with delivered requests

The Strategic Challenge:

FDE teams must balance customer relationship management with product development goals, requiring strong organizational systems to maintain this balance at scale.

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💎 Summary from [16:00-23:58]

Essential Insights:

  1. Product Team Transformation - In FDE models, product managers must think at higher abstraction levels rather than optimizing single flows for millions of users
  2. Generalization Challenge - The key skill is identifying generalizable versions of customer-specific problems that apply to the next 10 customers
  3. Incentive Alignment - Tension between FDEs and product teams stems from different environmental incentives, not skill differences

Actionable Insights:

  • Traditional product managers often fail in FDE environments because they can't think at the required abstraction level
  • Successful feature development requires FDEs to participate in generalization discussions and multi-customer validation
  • Organizations must maintain constant discipline to prevent FDE teams from becoming pure consulting services
  • The "gravel road to paved road" methodology ensures customer-specific solutions scale across multiple customers

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📚 References from [16:00-23:58]

Companies & Products:

  • Palantir - Primary company discussed, known for pioneering the FDE model and ontology-based data platform
  • Airbnb - Used as contrast example for traditional verticalized product development
  • PayPal - Bob McGrew's early career experience mentioned in context

Concepts & Frameworks:

  • Forward Deployed Engineer (FDE) Model - Strategy of embedding engineers at customer sites to build specialized solutions
  • Palantir Ontology - Flexible data modeling framework using objects, properties, media, and links between objects
  • Gravel Road to Paved Road Methodology - Process of transforming customer-specific solutions into generalizable products
  • Founder-Led Discovery - Early-stage product development approach mentioned in engineering context

Technologies & Tools:

  • Database Schema Design - Discussion of generalized vs. specialized database structures
  • Ontology-Based Systems - Framework allowing customer-defined object types and relationships

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🚀 Why Did the Forward Deployed Engineer Model Spread Beyond Palantir?

The Surprising Evolution of FDE Strategy

The Unexpected Transformation:

  1. Initial Skepticism - Bob McGrew's first advice was "don't do this at home" - the FDE model seemed too risky and service-heavy
  2. Market Perception - Previously seen as a one-off strategy unique to Palantir's government work
  3. Current Reality - Now commonplace across AI startups, surprising even its pioneers

Why AI Agents Changed Everything:

  • No Incumbent Products: Unlike SaaS replacing existing solutions, AI agents create entirely new market categories
  • Massive Product Discovery Needed: Building AI agents involves figuring out what they actually are - likely multiple different things
  • Enterprise-Only Discovery: You can only understand these new workflows from inside the enterprise
  • Future Clarity: In five years, "AI agents" may not even be recognized as a single category

The Core Difference from Traditional SaaS:

  • Traditional SaaS: Replace one way of doing something with a better way
  • AI Agents: Create completely new ways of working with no existing comparison points
  • Market Segmentation: Extreme heterogeneity requires custom solutions for each segment

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🎯 How Does Palantir's Market Segmentation Strategy Work?

Understanding the Multi-Segment Approach

Market Reality at Palantir:

  1. Not One Coherent Market - Working across national intelligence, law enforcement, and military
  2. Workflow Differences - Counterproliferation vs. counterterrorism require completely different approaches
  3. Segment-Specific Solutions - Each segment needs custom technology development

The Crossing Chasm Pattern:

  • Initial Struggle: Nothing seems to work at first
  • Product-Market Fit: Find success in one specific segment
  • Limited Expansion: Deploy to similar workflows with minimal customization
  • Natural Limits: Each segment has boundaries requiring new technology

Scalable Non-Scaling Strategy:

  • Core Concept: "Doing things that don't scale but doing it scalably over and over again"
  • Application: For every new market segment entered
  • Customer Definition: In enterprise/government, one customer can mean tens of thousands of users
  • Segment vs. Customer: Segments exist within large enterprise customers

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🔄 What Makes AI Agents Similar to Early Palantir Products?

The New Product Category Challenge

Palantir's Revolutionary Shift:

  1. User Perspective - Small change: from PowerPoint-like analysis tools to collaborative database editing
  2. Enterprise Reality - Massive transformation: completely different market category
  3. Workflow Evolution - From sending files back and forth to shared real-time database collaboration

AI Agents Follow the Same Pattern:

  • Completely New Market Category - No direct predecessors or incumbent products to replace
  • Unknown Territory - What constitutes "AI agents" is still being discovered
  • Multiple Definitions - Likely represents several different product categories we haven't identified yet
  • Enterprise-Centric Discovery - Can only be understood through direct enterprise implementation

Why Traditional SaaS Approaches Fail:

  • Clear Replacement Model - SaaS typically replaces existing solutions (e.g., better bill payment systems)
  • Understood Markets - Everyone knows what the market category represents
  • Limited Segmentation - Less product discovery required
  • Scalable Solutions - Can build better versions of known products

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⚠️ What Are Common Mistakes When Implementing the FDE Model?

Critical Success Factors and Pitfalls

The Palantir Advantage:

  1. Proven Track Record - Most successful FDE startups have Palantir veterans running the model
  2. Immediate Impact - Startups switching to FDE gained significant benefits by hiring Palantir alumni
  3. Core Role Placement - Palantir experience most valuable in key operational positions

Key Differentiators from Standard Software:

  • Engineering Similarity - Technical teams may look similar to traditional startups
  • Operational Complexity - FDE mechanics, account building, and outcome identification are fundamentally different
  • Specialized Knowledge - Requires understanding of unique FDE workflows and processes

The Fundamental Shift in Sales Approach:

  • Traditional Model: Selling software installation
  • FDE Model: Selling guaranteed outcomes and problem resolution
  • Value Proposition: "You have solved a problem" rather than "you have new software"

Pricing Challenge:

  • SaaS Pricing: Usage, subscription, or seat-based models
  • FDE Pricing: Outcome-based pricing with no clear industry standards
  • Common Question: How to price solutions when delivering results rather than software access

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💰 How Should AI Startups Price Their FDE Solutions?

Outcome-Based Pricing Strategy

SaaS vs. FDE Pricing Models:

  1. SaaS Approach - Simple, repeatable contracts with standardized pricing across customers
  2. FDE Reality - Complex, flexible contracts that grow larger over time
  3. Contract Evolution - Pushed towards bigger deals with increasing customer value

Key Pricing Principles:

  • Larger Contracts Focus - FDE model naturally drives toward substantial engagements
  • Growing Customer Value - Contracts expand as outcomes improve and scale
  • Flexibility Requirement - Complex solutions demand adaptable pricing structures
  • Marginal Cost Difference - Higher deployment costs than traditional SaaS justify larger minimums

Real-World Examples:

  • Kastle (AI Voice for Mortgage) - Pricing based on successful call handling with scale stipulations
  • Happy Robot (AI Voice for Logistics) - Working with large enterprises using outcome-based metrics
  • Discovery Pattern - Companies figuring out pricing models through direct customer engagement

Strategic Implications:

  • Customer Comfort - SaaS allows small contracts due to low marginal deployment costs
  • FDE Requirements - Higher touch model necessitates substantial minimum engagements
  • Value Alignment - Pricing tied to delivered results rather than software access

Timestamp: [30:48-31:56]Youtube Icon

💎 Summary from [24:03-31:56]

Essential Insights:

  1. FDE Model Evolution - What started as Palantir's unique approach has become commonplace in AI startups, surprising even its creators
  2. AI Agents Market Reality - Unlike SaaS replacing existing solutions, AI agents create entirely new market categories requiring extensive product discovery
  3. Implementation Success Factors - Most successful FDE implementations involve Palantir veterans who understand the operational complexities

Actionable Insights:

  • Pricing Strategy: Move from usage-based to outcome-based pricing with larger, more flexible contracts
  • Market Approach: Expect to do extensive product discovery within each enterprise segment
  • Team Building: Consider hiring Palantir alumni for core FDE operational roles
  • Contract Structure: Plan for growing customer relationships rather than standardized, repeatable deals

Timestamp: [24:03-31:56]Youtube Icon

📚 References from [24:03-31:56]

People Mentioned:

  • Sean (Palantir Context) - Referenced regarding selling problem solutions rather than software installation

Companies & Products:

  • Palantir - Data analytics company that pioneered the Forward Deployed Engineer model
  • Kastle - YC company doing AI voice agents for mortgage servicing with large banks
  • Happy Robot - YC company creating AI voice agents for logistics operations
  • Y Combinator - Startup accelerator mentioned for application process

Technologies & Tools:

  • PowerPoint - Traditional analysis tool that Palantir's database-driven approach replaced
  • AI Voice Agents - Technology used by Kastle and Happy Robot for customer service automation

Concepts & Frameworks:

  • Forward Deployed Engineer (FDE) Model - Strategy of embedding engineers directly with customers to solve complex problems
  • Crossing the Chasm - Referenced business framework about technology adoption lifecycle
  • "Doing Things That Don't Scale at Scale" - Core FDE philosophy of applying high-touch approaches systematically

Timestamp: [24:03-31:56]Youtube Icon

🎯 How do AI startups overcome enterprise skepticism when selling to large companies?

Enterprise Sales Strategy for Startups

The Asymmetry Problem:

  1. Enterprise Mindset - Large companies don't believe they can accomplish anything due to past project failures
  2. Startup Perception - Enterprises assume startups are equally incompetent and will fail like their internal teams
  3. Reality Check - Startups actually know they can execute (or should exit the business)

Risk-Taking Strategy:

  • Take on all execution risk as the startup
  • Structure deals where payment comes only after successful delivery or expansion
  • Leverage your confidence in execution capabilities vs. enterprise paralysis

Critical Success Factors:

Executive Alignment Required:

  • Must work on one of the CEO's top five problems
  • Need top-level authority to bypass organizational roadblocks
  • Essential for overcoming IT department resistance

Organizational Navigation:

  • IT Teams - Often block on-premise deployments with rigid specifications
  • Internal Gatekeepers - Don't think like startups and aren't aligned with end users
  • Solution - Secure executive mandate: "Give them authority to operate, let them use different databases, bypass standard IT specs"

The Learning Curve:

  • Executive buy-in is a learnable discipline and skill
  • Requires amazing FDE team leadership
  • Best companies hire people who've done this before
  • Process feels haphazard initially but becomes systematic with practice

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🚀 What makes the FDE model different from traditional "doing things that don't scale" advice?

AI Contracts Enable Sustained High-Touch Approach

Traditional Startup Scaling Challenge:

  • Classic YC Advice - Do things that don't scale initially (Collison install method)
  • Typical Problem - Small contracts force automation to achieve growth rates
  • Breaking Point - Must build self-service products for sustainable scaling

AI Startup Advantage:

Large Contract Economics:

  1. Contract Size - AI deals are significantly larger from the start
  2. Sustainability - Can maintain high-touch approach much longer
  3. Growth Strategy - Custom work per customer becomes economically viable

Strategic Guidance Framework:

Common Question: "How far can I keep pushing custom work?"

Traditional PMF Strategy:

  • Drive down costs per customer
  • Reduce work per customer
  • Keep contract sizes constant
  • KPI: Efficiency metrics

FDE Strategy:

  • Drive contract size UP
  • Do more valuable work per customer
  • Customization level can remain constant
  • KPI: Contract value and outcome value

Value Measurement Approach:

  1. Primary Metric - Value of outcome delivered to customer
  2. Monetization Muscle - Ability to price and capture that value
  3. Product Leverage - Increasing product efficiency in delivering outcomes

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🔧 How should FDE teams balance user experience with internal product leverage?

The Dual Customer Challenge

Counterintuitive FDE Requirements:

Customer-Facing Decisions:

  • Build things customers aren't asking for but actually want
  • Focus beyond just easy-to-use products for end users
  • Deliver good outcomes after FDE customization

Internal Product Strategy:

  1. Dual Customer Model - End user AND the FDE team
  2. FDE as Customer - Product should deliver leverage to FDEs at customer sites
  3. Leverage Growth - FDEs should deliver more value without adding engineers

Scaling Efficiency Pattern:

Customer-by-Customer Improvement:

  • First Customer - Requires significant manual work
  • Second Customer - Same outcome should be much easier to deliver
  • Progressive Efficiency - Each subsequent customer gets easier

Platform Development:

  • Build beyond just vertical use case stacks
  • Abstract core concepts for broader application
  • Enable FDEs to discover new use cases for existing tools

Internal Market Dynamics:

Success Indicator: FDEs choose to use abstracted product over custom hacking solutions

Quality Test: FDEs find new ways to apply existing techniques to completely different problems

The Reality Check:

"This is a very painful process for everyone involved"

Common Scenario:

  • Product builder creates "amazing" solution
  • FDEs reject it: "This is way more work, not helpful"
  • Truth: Usually the product builder was wrong about FDE needs
  • Sometimes: Right direction but insufficient ease-of-use for FDEs

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💎 Summary from [32:01-39:57]

Essential Insights:

  1. Enterprise Asymmetry - Startups must overcome mutual skepticism by taking on all execution risk and proving capability through results
  2. AI Contract Economics - Large AI deals enable sustained high-touch approaches that traditional startups can't maintain economically
  3. Dual Customer Strategy - FDE products must serve both end users and internal FDE teams, with increasing leverage over time

Actionable Insights:

  • Target CEO's top five problems to secure executive buy-in and bypass organizational resistance
  • Measure success through contract value and outcome delivery rather than just operational efficiency
  • Build products that give FDEs increasing leverage while maintaining customization capabilities
  • Expect painful iteration cycles between product development and FDE adoption
  • Focus on platform abstraction that enables FDEs to discover new use cases independently

Timestamp: [32:01-39:57]Youtube Icon

📚 References from [32:01-39:57]

People Mentioned:

  • Collison Brothers - Referenced for the "Collison install" methodology of personally installing software for customers

Companies & Products:

  • DHL - Used as example of large enterprise client in FDE model
  • Y Combinator - Source of "doing things that don't scale" advice and office hours guidance
  • Palantir - Origin company of the Forward Deployed Engineer model being discussed

Concepts & Frameworks:

  • Collison Install - YC methodology of physically going to customers and installing software in person
  • Forward Deployed Engineer (FDE) Model - Palantir's approach to high-touch enterprise software deployment
  • Product Market Fit Strategy - Traditional approach focusing on reducing work per customer
  • FDE Strategy - Alternative approach focusing on increasing contract value while maintaining customization

Timestamp: [32:01-39:57]Youtube Icon

🎯 How do FDEs balance customer feedback with product vision?

Judgment Calls in Product Development

The challenge of building the right product that generalizes from one customer to the next requires careful judgment, especially when you literally don't have the information needed to answer that question when you see your first customer.

Key Decision Framework:

  1. Customer Input vs. Vision - FDEs aren't always right, and founders sometimes need to be top-down in their approach
  2. Information Gaps - You cannot know what will generalize from the first customer to the next three or ten customers
  3. Judgment-Based Decisions - The right answer becomes a matter of experienced judgment rather than clear data

Balancing Act:

  • Listen to field feedback from FDEs who see real customer pain points
  • Maintain product vision that can scale beyond individual customer requests
  • Make judgment calls when data is insufficient for clear direction

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🎭 Why does demo-driven development work for FDE companies?

The Power of Customer-Centric Product Building

Demo-driven development transforms how you think about product features by forcing you to consider the customer's perspective rather than just building capabilities in isolation.

The Palantir Demo Strategy:

  • Single Core Demo - Started with one flow showing how to stop a terrorist plot
  • Feature Integration - Every new feature had to prove its value within the existing demo
  • Customer Perspective - Each addition required thinking: "How does this help the analyst going through this demo?"

Why This Approach Works:

  1. Creates Customer Desire - A good demo makes customers want to reach out and grab your product
  2. Identifies Real Pain - If customers see the demo and want it, you've found genuine pain points
  3. Forces Integration Thinking - Features must work together, not just function individually
  4. Improves User Flow - Moving between features becomes streamlined through repeated demo practice

Product Development Benefits:

  • Early Problem Detection - Catches user experience issues before deployment
  • Customer-First Mindset - Shifts focus from "what can I build" to "what does the customer want"
  • Pain Point Validation - Demonstrates you're solving real customer problems

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🎓 Why should you join a young company instead of an established one?

The Learning Company Advantage

Young companies offer unique advantages for career development because they're still figuring things out, unlike established companies that can coast on existing success.

The Problem with Established Companies:

  • Coasting Mentality - Companies like Google or Meta can keep doing what works without learning
  • Market Growth Masks Issues - Growing markets allow companies to succeed without innovation
  • Reduced Learning - Success can lead to complacency and less experimentation

Why Young Companies Are Different:

  1. Continuous Learning - Still figuring things out and haven't succeeded yet
  2. Fast Growth Environment - You'll see what success looks like as it happens
  3. Founder Preparation - Positions you perfectly to start your own company later
  4. Grinding Mentality - Maintains the hard-working, uncertain environment of startups

The Palantir Example:

  • Birthed Many Startups - Even as a large company, it maintains a learning-focused culture
  • Constant Grinding - Everyone stays focused on learning and improvement
  • Startup Mentality - Maintains the intensity and uncertainty that drives innovation

Career Strategy:

  • Look for young companies (not necessarily small ones)
  • Seek fast-growing environments where you can witness success being built
  • Avoid companies where coasting is possible due to market dominance

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🎖️ How is Bob McGrew applying FDE principles in the US Army Reserve?

Technology Transformation in Military Organizations

Bob McGrew joined the US Army Reserve as a Lieutenant Colonel in Detachment 2011, applying FDE strategies to help transform military technology adoption.

Military Commitment Details:

  • Real Officers - Not just civilian advisors, but actual commissioned officers who took the oath
  • Direct Commissioning Course - Went through military training including fitness requirements
  • Skin in the Game - Part of the organization they're advising, not external consultants

Army Leadership Transformation:

  • General Randy George (Chief of Staff) and Secretary Driscoll have articulated a clear transformation plan
  • Strategic Shift - Moving from Iraq/Afghanistan-style warfare to Ukraine-style conflicts and Pacific operations
  • Speed Requirements - Army leadership knows they need to move faster and change more rapidly

FDE Strategy Application:

  1. Leadership Priorities - Given the army's top five priorities to work against
  2. Ground-Level Problem Solving - Freedom to find problems and work directly with officers
  3. Escalation Path - Ability to escalate issues to leadership when needed
  4. Change Management - Helping bridge the gap between leadership vision and 20 years of established implementation

Implementation Challenges:

  • Disconnect Issues - Gap between what leadership wants and how things have been done
  • Long Change Cycles - Takes time to change established military processes
  • Direct Impact - Opportunity to make meaningful difference in national defense

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🚀 What are the biggest opportunities for AI startup founders today?

The Capability-Adoption Gap in AI

The massive disconnect between rapidly advancing AI capabilities and slow adoption rates creates unprecedented opportunities for founders willing to bridge this gap.

The Capability Reality:

  • Extremely Fast Progress - From GPT-4.0 (April 2024) to O3 (April 2025) represents rapid advancement
  • Continued Acceleration - Capabilities will keep racing ahead at increasing speed
  • Technical Breakthroughs - AI research continues to deliver powerful new abilities

The Adoption Problem:

  • Shockingly Slow Adoption - Real-world usage lags far behind technical capabilities
  • Mundane Reality - Advanced technology feels increasingly banal in daily life
  • Gap Widening - The disconnect between what's possible and what's adopted is growing

The FDE Opportunity:

  1. Fill the Gap - Like FDEs bridge product-customer needs, startups can bridge capability-adoption gaps
  2. Human Ingenuity Required - AI doesn't adopt itself; it needs human exploration and problem-solving
  3. Pain Tolerance Needed - Significant effort required to make capabilities genuinely useful

Startup Strategy:

  • Identify Capabilities - Look at what AI can actually do today
  • Find Adoption Barriers - Understand why people aren't using these capabilities
  • Build Bridges - Create solutions that make powerful AI genuinely useful to real people

The OpenAI Analogy:

  • OpenAI as Home Office - Develops core AI research and capabilities
  • Startups as FDEs - Figure out how to get real adoption of the research
  • Distribution Strategy - Startups become the deployment arm for AI capabilities

Timestamp: [47:42-50:21]Youtube Icon

💎 Summary from [40:04-50:26]

Essential Insights:

  1. Product Vision Balance - FDE companies must balance customer feedback with long-term product vision through experienced judgment calls
  2. Demo-Driven Success - Building products around compelling demos forces customer-centric thinking and better feature integration
  3. Learning Company Culture - Young companies offer better career development because they maintain continuous learning and growth mindset

Actionable Insights:

  • Join young, fast-growing companies to witness success being built and prepare for entrepreneurship
  • Use demo-driven development to validate real customer pain points and improve product integration
  • Look for AI opportunities in the massive gap between advancing capabilities and slow adoption rates
  • Apply FDE principles to bridge capability-adoption gaps in any technology-driven market

Timestamp: [40:04-50:26]Youtube Icon

📚 References from [40:04-50:26]

People Mentioned:

  • General Randy George - Chief of Staff of the US Army, leading military technology transformation
  • Secretary Driscoll - Secretary of the Army, part of the leadership articulating army transformation plans

Companies & Products:

  • Palantir - Example company that birthed many startups due to its learning-focused culture
  • Google - Example of established company that can coast on existing success
  • Meta - Another example of large company where learning can become optional
  • OpenAI - Compared to home office developing AI capabilities for startup deployment
  • Waymo - Referenced as example of advanced technology feeling mundane in daily use

Military Organizations:

  • US Army Reserve - Military branch where Bob McGrew serves as Lieutenant Colonel
  • Detachment 2011 - Specific unit advising the army on technology transformation

Technologies & Tools:

  • GPT-4.0 - AI model released in April 2024, marking rapid capability advancement
  • O3 - AI model released in April 2025, demonstrating continued fast progress
  • ChatGPT - AI product mentioned in context of capability development

Concepts & Frameworks:

  • Forward Deployed Engineer (FDE) Strategy - Core methodology being applied to military and AI adoption challenges
  • Demo-Driven Development - Product development approach focusing on customer-centric feature integration
  • Learning Company Culture - Organizational approach that maintains continuous learning and growth focus

Timestamp: [40:04-50:26]Youtube Icon