undefined - Michael Truell: Building Cursor at 23, Taking on GitHub Copilot, and Advice to Engineering Students

Michael Truell: Building Cursor at 23, Taking on GitHub Copilot, and Advice to Engineering Students

Michael Truell on June 17th, 2025 at AI Startup School in San Francisco. At 24, Michael Truell has already built Cursor into one of the fastest-growing companies in AI coding, hitting $100M ARR in just a year. In this fireside chat with YC General Partner Diana Hu, he shares the lessons that came from years of failed projects with his co-founders, why he believes programming is still essential even as AI changes how we code, and how Cursor is taking on GitHub Copilot with the conviction that all of software development will flow through models.

β€’September 3, 2025β€’27:55

Table of Contents

00:00-06:51
06:55-12:02
12:04-19:59
20:00-27:54

πŸš€ Why Did They Bet Everything on AI Coding When Others Were Just Making Incremental Improvements?

The Bold Vision That Created Cursor

Michael and his co-founders saw something others missed in the AI coding space. While established companies were content with making their products "a bit better," the Cursor team believed something fundamentally different was about to happen.

The Radical Belief:

  1. All of coding as we know it will be automated - Not just autocomplete or suggestions, but the entire process
  2. Software development will flow through models - Every aspect of building software will be AI-mediated within 5 years
  3. No one was taking this seriously enough - Existing players were thinking incrementally, not transformationally

Why They Made the Leap:

  • Inherent excitement about the future - They were genuinely thrilled about what was coming
  • Consistency with beliefs - If they truly believed in AI's potential, they had to act on it
  • Market blindness - The opportunity was massive but somehow invisible to established players

The team recognized that building software would look "very, very different" in just a few years, and they wanted to be the ones to define what that future looks like.

Timestamp: [00:00-00:30]Youtube Icon

πŸ“– How Does a Middle Schooler's Failed Game Lead to a $100M ARR Company?

The Decade-Long Journey to Cursor

Michael's entrepreneurial journey began with a simple winter break goal: create a hit mobile game with his brother. What happened next would set two brothers on completely different life paths.

The Pivotal Moment:

  • The Google search: "How do you create a game?"
  • The discovery: Download something called Xcode
  • The wall: Faced with "weird colorful esoteric symbols" - Objective-C code
  • The divergence: His brother "promptly ejected" and now pursues painting

Early Entrepreneurial Lessons:

  1. Persistence pays off - While his brother quit, Michael bought an Objective-C book and kept going
  2. Simple often wins - His most popular creation wasn't a complex game but a high score spoofer for games like Flappy Bird and Piano Tiles
  3. Code isn't everything - The technically easiest project became the most viral

Foundational Influences:

  • Paul Graham's essays - Read religiously from middle school
  • Sam Altman's writings - Another major inspiration
  • YC community - Shaped his thinking from high school onward

This early exposure to both programming and entrepreneurial thinking created the foundation for what would become Cursor - showing that overnight success often takes a decade of preparation.

Timestamp: [00:36-02:35]Youtube Icon

πŸ€– What Happens When High Schoolers Try to Build a Robot Dog That Learns Like a Real Dog?

The AI Journey That Started Everything

Two high school friends had an ambitious dream: build a robot that could learn from treats and scolding, just like a real dog. Their naΓ―ve approach to this problem would accidentally give them a world-class education in machine learning.

The Original Vision:

  • No programming required - Teach robots through positive/negative feedback
  • Natural interaction - Give it a "treat" for good behavior
  • Practical applications - Teach it to play fetch without writing code

The Learning Journey:

  1. Started with Google - No idea how to build it
  2. Discovered genetic algorithms - First rabbit hole
  3. Found neural networks - Through people evolving them with genetic algorithms (NEAT)
  4. Landed on reinforcement learning - The key to their vision

The Accidental Education:

Because they didn't know about existing ML libraries like Torch or TensorFlow, they made a crucial decision that would prove invaluable:

  • Built their own neural network library from scratch
  • Designed for microcontrollers with severe memory constraints
  • Fumbled through implementing fundamental ML concepts
  • Didn't fully understand calculus but pushed through anyway

What They Actually Built:

  1. Multi-axis robot arm - Could play ping pong with the right sensors and feedback
  2. Kiwi drive robot - Learned to follow lines through human feedback
  3. Data efficiency algorithms - Made RL work with tens of data points instead of thousands

The constraints of working with microcontrollers forced them to deeply understand the fundamentals - gaps that "took many years to fill in later" but gave them invaluable hands-on experience.

Timestamp: [02:36-05:53]Youtube Icon

🎯 Why Is the Company Called Anysphere When the Product Is Cursor?

The Story Behind the Names

The journey from MIT graduation in 2022 to building Cursor reveals how four AI-obsessed friends found their way to revolutionizing coding.

The Founding Team's Background:

Each co-founder had their own "robot dog moment" that drew them to AI:

  1. Google competitor builder - One co-founder tried building a search competitor using LLMs in 2021
  2. Computer vision researcher - Academic work in visual AI systems
  3. Recommendation systems engineer - Experience at Google and other tech giants
  4. Contrastive model trainer - Custom model development experience

The 2021 Crossroads:

The team faced a critical decision about their shared AI passion:

  • Option 1: Pursue AI in academia
  • Option 2: Join established AI teams at big companies
  • Option 3: Build something entirely new

Key Timeline:

  • 2021: Genesis of the idea, team formation
  • 2022: MIT graduation, company founding as Anysphere
  • Present: Cursor as the flagship product

The name "Anysphere" suggests a broader vision beyond just Cursor - potentially hinting at ambitions to transform multiple spheres of software development.

Timestamp: [05:53-06:51]Youtube Icon

πŸ’Ž Summary from [00:00-06:51]

Essential Takeaways:

  1. Vision beats incremental improvement - While others made 10% better products, Cursor bet on 100x transformation
  2. Early passion compounds - A middle schooler reading Paul Graham essays becomes a 24-year-old running a $100M ARR company
  3. Constraints breed innovation - Building neural networks for microcontrollers gave deeper understanding than using existing libraries

The Power of Naive Ambition:

  • Failed projects teach more than tutorials - From robot dogs to hit games, each failure built crucial skills
  • Simple solutions often win - The high score spoofer succeeded while complex games failed
  • Deep technical understanding matters - Implementing ML from scratch created foundational knowledge

Actionable Insights:

  • Start with ambitious problems even if you don't know how to solve them
  • Don't wait for perfect knowledge - fumbling through implementation teaches invaluable lessons
  • Look for markets where everyone else is thinking incrementally

Timestamp: [00:00-06:51]Youtube Icon

πŸ“š References from [00:00-06:51]

People Mentioned:

  • Paul Graham - Y Combinator founder whose essays influenced Michael from middle school
  • Sam Altman - OpenAI CEO whose writings were foundational inspiration
  • Diana Hu - YC General Partner hosting this fireside chat

Companies & Products:

  • Cursor - The AI coding assistant that reached $100M ARR in one year
  • Anysphere - The parent company behind Cursor
  • GitHub Copilot - The incumbent competitor Cursor is taking on
  • Google - Where team members worked on recommendation systems
  • Y Combinator - The accelerator and community that inspired Michael's journey

Technologies & Tools:

  • Xcode - Apple's IDE where Michael first encountered code
  • Objective-C - The "esoteric" language that started it all
  • Torch - ML framework they didn't know about initially
  • TensorFlow - Another framework they discovered later
  • NEAT - Neuroevolution technique for evolving neural networks

Games & Apps:

  • Flappy Bird - Popular mobile game Michael's spoofer app targeted
  • Piano Tiles - Another game targeted by the high score spoofer

Concepts & Frameworks:

  • Reinforcement Learning - The key technique for their robot dog project
  • Genetic Algorithms - First ML approach they discovered
  • Contrastive Models - What one co-founder was training at Google
  • Kiwi Drive - Omnidirectional drive system for robotics

Timestamp: [00:00-06:51]Youtube Icon

🎯 What Two Moments Convinced Four MIT Grads to Start Their Own AI Company?

The Catalysts That Created Cursor

In early 2022, four AI-obsessed friends faced a critical decision: join existing AI efforts or build something entirely new. Two specific moments pushed them toward entrepreneurship.

The Two Pivotal Moments:

  1. Seeing the first real AI products emerge
  • GitHub Copilot became their canonical example
  • Proved that AI could create real value in professional workflows
  • Showed the market was ready for AI-powered tools
  1. Understanding AI's predictable improvement trajectory
  • Research showed models would reliably get better with scale
  • The future was becoming increasingly clear and inevitable
  • Opportunity to build for where AI was heading, not where it was

The Month-Long Hackathon:

  • Beginning of 2022: Four co-founders locked themselves in for intensive experimentation
  • Core thesis: Pick an area of knowledge work and build what it looks like as AI matures
  • Strategy: Get ahead of the curve by building for future AI capabilities

This combination of seeing early success stories and understanding the exponential improvement curve convinced them that the time to build was now, not later.

Timestamp: [06:55-07:26]Youtube Icon

πŸ”§ Why Did They Choose to Build AI for Mechanical Engineers When None of Them Were Engineers?

The First Failed Bet: CAD Co-pilot

The team's first serious attempt at building an AI product reveals a classic startup mistake: choosing a market for the wrong reasons.

The Armchair MBA Logic:

  • Boring = Good: Thought mechanical engineering would be uncompetitive
  • Sleepy market: Assumed less innovation meant easier entry
  • Avoiding competition: Deliberately picked something far from hot AI spaces

What They Actually Built:

  1. AI co-pilot for CAD systems - Targeting SolidWorks and Fusion 360 users
  2. Predictive modeling - AI that could predict next actions in 3D design
  3. Auto-completion for 3D modeling - Similar to code completion but for mechanical parts

The Massive Data Challenge:

  • Scraped all CAD models on the internet - Enormous data collection effort
  • File format nightmare - Converting between countless incompatible formats
  • Fragmented market - Every CAD system used different standards
  • Cloud CAD resistance - Systems actively prevented scraping and export

The Technical Hurdles:

  • Built custom training infrastructure (rudimentary ML tools in 2022)
  • Jerry-rigged extensions into non-extensible CAD applications
  • Created canonical data formats from chaos

Why It Failed:

  1. "None of us were really mechanical engineers" - Fundamental lack of domain expertise
  2. "The science wasn't really ready" - AI capabilities didn't match the problem
  3. Result: "Basically no users" - After 6 months of intensive work

Timestamp: [07:27-08:54]Youtube Icon

πŸ” What Happens When Security Researchers Try to Build the Ultimate Encrypted Messenger?

The Parallel Project That Also Failed

While half the team worked on CAD tools, two co-founders pursued an equally ambitious but ultimately doomed project: revolutionizing encrypted messaging.

The Critical Insight:

The metadata problem that Signal and WhatsApp ignore:

  • These apps encrypt message content effectively
  • But they don't hide who talks to who and when
  • For journalists and informants, just knowing communication exists is dangerous

What They Built:

  • End-to-end encrypted messaging system - Beyond just message content
  • Metadata protection - Hiding communication patterns entirely
  • Technical achievement - Described as "really technically impressive"

The Fatal Trade-offs:

  1. Scalability issues - The system couldn't handle growth
  2. User adoption failure - "Tried to give it to people and it didn't really work"
  3. B2B pivot attempt - Also failed when they tried selling to businesses

The Learning:

Sometimes technical brilliance isn't enough. The most impressive solution isn't always the one the market wants or needs. After months of trying to get traction, this project joined the CAD tool in the graveyard of ambitious failures.

Timestamp: [08:54-10:29]Youtube Icon

😰 How Do You Know When to Give Up on Your Startup Idea?

The Moment of Reckoning

After 6 months of intense work, the team faced the hardest question in startups: when do you admit failure and pivot?

The Different Breaking Points:

For the messaging system:

  • Technical impressiveness couldn't overcome practical limitations
  • Consumer adoption failed completely
  • B2B pivot also failed
  • Clear signal: No one wanted what they built

For the CAD co-pilot:

  • Many months trying to make models useful for end users
  • The technology kept falling short of user needs
  • Growing realization about passion mismatch

The Deeper Question They Asked:

"Are we really interested in these areas, or is there something else we're inherently much more excited about?"

The Pattern of Failed Ideas:

  • 3-5 different ideas explored before finding Cursor
  • Each failure taught them what they didn't want to build
  • Desperation became clarity about what truly mattered

The Turning Point:

The combination of:

  1. No user traction after months of effort
  2. Waning excitement about the problem space
  3. Growing awareness of what they actually cared about

This moment of failure became the catalyst for their biggest success.

Timestamp: [10:29-10:42]Youtube Icon

πŸ’‘ Why Take on GitHub Copilot When It Was Already Making $100M+ in Revenue?

The Counterintuitive Decision That Changed Everything

In 2022, GitHub Copilot was the undisputed king of AI coding, generating over $100 million in revenue. Most founders would see this as a closed market. The Cursor team saw their biggest opportunity.

Initial Resistance:

  • "We had avoided working on AI and coding" - Thought it was too competitive
  • Market reality: GitHub Copilot seemed to have won
  • Common wisdom: The game was already over

What Desperation Revealed:

After months of failed projects, desperation changed their perspective:

  1. Passion matters more than market analysis
  • "We realized we were really inherently excited about the future of coding"
  • Can't fake enthusiasm for boring markets
  1. Watching the incumbents closely
  • Studied how existing players built their products
  • Observed how the technology was developing
  • Saw what others were missing

The Revolutionary Insight:

"If we were being really consistent with our beliefs..."

  • All of coding will change in the next 5 years
  • All software development will flow through models
  • No one was taking this seriously enough

Why GitHub Copilot Was Vulnerable:

  • Had a great product making incremental improvements
  • But weren't aiming for a world where coding gets fully automated
  • Not prepared for software development to become fundamentally different

The Conviction:

While others saw a mature market with an established winner, Cursor saw an industry on the brink of complete transformation - and incumbents too comfortable to see it coming.

Timestamp: [10:42-12:02]Youtube Icon

πŸ’Ž Summary from [06:55-12:02]

Essential Insights:

  1. Market timing beats market size - GitHub Copilot and AI scaling laws showed the perfect moment to build
  2. Passion trumps strategy - Choosing "boring" markets you don't care about guarantees failure
  3. Failed projects teach crucial lessons - 6 months of no users clarified what they actually wanted to build

The Power of Desperation:

  • Forces honest self-reflection - "Are we really interested in these areas?"
  • Clarifies true beliefs - Pushed them to be consistent with their conviction about AI's future
  • Enables bold moves - Made taking on GitHub Copilot seem reasonable

Why Incumbents Are Vulnerable:

  • Incremental thinking - Making products 10% better instead of reimagining everything
  • Success creates blindness - $100M revenue made GitHub Copilot complacent
  • Fundamental shifts favor newcomers - When the entire paradigm changes, starting fresh is an advantage

Actionable Takeaways:

  • Don't choose markets based on avoiding competition - choose based on genuine excitement
  • Technical impressiveness means nothing without user value
  • When multiple projects fail, the pattern reveals what you should actually build
  • The best time to compete with successful products is when the underlying technology is about to fundamentally change

Timestamp: [06:55-12:02]Youtube Icon

πŸ“š References from [06:55-12:02]

Companies & Products:

  • GitHub Copilot - The AI coding tool already making $100M+ revenue in 2022
  • SolidWorks - CAD system they tried to build AI for
  • Fusion 360 - Another CAD platform they targeted
  • Signal - Encrypted messaging app that inspired their security project
  • WhatsApp - Another encrypted messenger with metadata vulnerabilities

Technologies & Concepts:

  • CAD (Computer-Aided Design) - The mechanical engineering software market they first targeted
  • End-to-end encryption - Security approach for the messaging system
  • Metadata protection - Hiding who talks to whom, not just message content
  • B2B pivot - Business strategy attempted when consumer adoption failed

Market Insights:

  • Knowledge work automation - Their thesis for picking markets to transform with AI
  • AI scaling laws - Research showing predictable improvement in model capabilities
  • File format fragmentation - Major challenge in the CAD industry

Timestamp: [06:55-12:02]Youtube Icon

🎯 How Did Taking on GitHub Copilot Feel Like Just "People Sitting Around in Their Living Room"?

The Reality Behind the "Bold Move"

When Diana called their decision to compete with GitHub Copilot a "bold move," Michael's response revealed the unglamorous reality of pivoting.

The Humble Reality:

"It didn't really feel bold or like a move at the time because it's like, you know, bunch of people sitting around in their living room like on laptops"

The Initial Hedging:

Instead of going all-in immediately, they waded in cautiously:

  1. Security review tool - Detect future CVEs in code
  2. Niche software areas - Target specific programming domains
  3. Quant-specific tools - Built prototypes for quantitative researchers

What Changed Everything:

  • Overflowing with ideas - "Brimming with ideas for what cursor could be"
  • Clear vision - The best way to code with AI in general
  • Tons of conviction - Belief in the bigger opportunity
  • Genuine excitement - Passion that couldn't be contained

The Decision Point:

"At some point we just decided to go for it"

The transition from cautious exploration to full commitment happened not through grand strategy, but through the accumulation of excitement and conviction that made any other path seem impossible.

Timestamp: [12:04-13:20]Youtube Icon

πŸ› οΈ Why Would Anyone Build a Code Editor From Scratch in 2022?

The Three-Month Sprint That Almost Broke Them

In late 2022, the Cursor team made a decision that would horrify most engineers: build their own code editor from scratch instead of forking VS Code.

The Timeline:

  • 4 weeks: Until they could use it as their daily driver
  • 8 weeks: First beta testers got access
  • 12 weeks: Public launch (still "very very crude")

What "From Scratch" Really Meant:

They weren't completely insane - they used building blocks:

  • CodeMirror - Text editing component
  • Language servers - Code intelligence
  • Open source primitives - Various editor components

But They Still Had to Build:

  1. Remote SSH implementation - Connect to remote servers
  2. Copilot integration - Their own autocomplete system
  3. Panel system - UI layout and windows
  4. Language server integrations - Support for different languages
  5. Hundreds of features - Everything a "daily driver" needs

The Brutal Reality:

"Making something that can actually be competitive there and serve as someone's daily driver"

The code editor market had been developed for decades. VS Code alone had 12 years of development as one of the earliest TypeScript projects. They thought they could match it in months.

Why This Mattered:

"We had the fear of God in us" - After months of failed projects with no users, they were all-in and hyper-focused on making something people would actually use.

Timestamp: [13:21-14:21]Youtube Icon

πŸ€– What Happens When You Try to Build One Universal AI Command for Everything?

The Failed Experiment That Taught Them Everything

The first version of Cursor had a radically simple interface: one key command that would magically do whatever you needed. It was elegant, ambitious, and completely wrong.

The Original Vision:

One universal remote for coding:

  • Press one key command
  • AI figures out what you want
  • Automatically chooses the right response type

What the AI Had to Decide:

  • Chat response or code suggestion?
  • Search the codebase or generate new code?
  • Quick response or deep analysis?
  • Which files to look at?
  • How long to process?

Why It Failed:

"There wasn't a lot of control"

Given the limitations of AI in late 2022:

  • Users couldn't predict what would happen
  • AI couldn't reliably infer intent
  • No way to correct when AI guessed wrong
  • Too much cognitive load on users

The Critical Learning:

"The form factor has to look a bit different"

This failure led to the development of Cursor's core features:

  • Separate, explicit commands for different actions
  • Clear visual feedback about what's happening
  • User control over AI behavior
  • Predictable, consistent interactions

The lesson: Sometimes the most elegant solution isn't the most usable one. Users need control and predictability, even if it means more complexity.

Timestamp: [14:22-15:25]Youtube Icon

πŸ”„ Why Did They Abandon Their From-Scratch Editor to Fork VS Code?

The Humbling Realization About Software Complexity

After building their own editor, the team faced a harsh reality that would determine Cursor's future: they couldn't compete with 12 years of VS Code development.

The Initial Delusion:

"We thought, oh yeah, of course, you can kind of spin something up that's just equivalent for the world in a few months"

The Reality Check:

VS Code's massive head start:

  • 12 years of continuous development
  • One of the earliest TypeScript projects
  • Hundreds of developers contributing
  • Thousands of edge cases handled
  • Ecosystem of extensions and integrations

The Feature Treadmill:

  • What they built: Feature version of a normal editor + AI
  • What users expected: Feature-complete editor matching VS Code
  • The gap: "Way, way, way longer road" than anticipated

The Strategic Pivot:

"Similar to how browsers often based themselves off of Chromium's rendering engine"

They made the crucial decision:

  1. Fork VS Code - Get all the editor features for free
  2. Focus on AI differentiation - Put all resources into what makes Cursor unique
  3. Stop reinventing wheels - Use existing infrastructure wisely

The Lesson:

"Our time was going to be best spent just focused on the AI stuff"

This decision to swallow their pride and fork VS Code freed them to build what actually mattered - the AI features that would eventually drive them to $100M ARR.

Timestamp: [15:26-16:05]Youtube Icon

πŸ’° How Much Did It Actually Cost to Train GitHub Copilot's Original Model?

The $100K Insight That Changed Everything

When pitching investors in 2022, the Cursor team had a counterintuitive argument: the AI models everyone thought were impossibly expensive were actually surprisingly affordable.

The Codex Revelation:

Their calculation: ~$100,000 to train Codex

  • The first autocomplete model behind GitHub Copilot
  • At a time when everyone talked about how expensive AI was
  • This was achievable for a startup with modest funding

Why This Mattered:

  1. Democratized AI development - Not just for big tech companies
  2. Enabled experimentation - Could afford to try and fail
  3. Justified raising capital - Clear ROI on model training

Their Model Training Journey:

Phase 1: Mechanical Engineering

  • Needed custom models from day one
  • Off-the-shelf models weren't good enough
  • Had to raise funding immediately for compute

Phase 2: Initial Cursor (Late 2022)

  • "A little bit burned" by previous training efforts
  • Started pragmatically with existing models
  • Avoided reinventing the wheel

Phase 3: Scaling Up (2023)

  • Model training became "really important product lever"
  • Used product data to improve models
  • Built custom models for specific features like tab completion

The Strategic Insight:

Training your own models isn't about competing with OpenAI - it's about solving specific problems where general models fall short. The $100K price tag made this strategy accessible.

Timestamp: [16:06-17:41]Youtube Icon

πŸ“’ Promotional Content & Announcements

Y Combinator Application Call:

  • Program: YC's next batch now taking applications
  • Call to Action: "Got a startup in you?"
  • Application Link: Apply at y combinator.com/apply
  • Key Message: "It's never too early and filling out the app will level up your idea"

Timestamp: [17:27-17:41]Youtube Icon

🏜️ What Does "Wandering the Desert" Look Like for a Startup in 2023?

The Year of Doubt, Small Numbers, and Strategic Resistance

Throughout 2023, Cursor faced the classic startup dilemma: listen to users and potentially lose your vision, or stay the course while growth remains painfully slow.

The Brutal Reality:

  • Small numbers - Growth was happening but barely visible
  • No clear next step - Unlike systematic B2B sales playbooks
  • Constant doubt - Still debating whether to pivot

Why Traditional Advice Didn't Work:

"There are probably some markets where you're really well served by going immediately talking to people, listing their problems rigorously"

But Cursor was different:

  • End-user application with limited complexity budget
  • Building for an unknown future (AI capabilities)
  • Solutions weren't obvious even when problems were clear

The Tempting Distractions:

Loud User Segment #1: Non-coders

  • Wanted Cursor to help them learn to code
  • Would have completely changed the product
  • Team resisted despite vocal demand

Loud User Segment #2: Tech-stack specific

  • Wanted deep integration with one technology
  • Would have made Cursor less horizontal
  • Another resistance point

What They Actually Did:

  1. Experimented constantly - "Early prototyping and wandering"
  2. Built custom models - Improved on API models where needed
  3. Developed tab completion - Their own next-edit prediction
  4. Stayed horizontal - Resisted the pull toward niches

The Growth Reality:

  • 2023: Zero to ~$1 million ARR
  • Challenge: "It took a lot to get there"
  • Strategy: Trust the vision despite slow initial traction

Timestamp: [17:42-19:59]Youtube Icon

πŸ’Ž Summary from [12:04-19:59]

Essential Insights:

  1. Pride is expensive - Abandoning their from-scratch editor to fork VS Code was humbling but crucial
  2. AI model training is surprisingly affordable - $100K for Codex changed their entire strategy
  3. Users will pull you in wrong directions - Non-coders and niche users almost derailed the vision

The Power of Strategic Resistance:

  • Resist the obvious pivots - Non-coders seemed like a bigger market but weren't the right focus
  • Stay horizontal when pressured to specialize - Tech-stack specific would have limited their potential
  • Trust your conviction during slow growth - 2023's "wandering the desert" led to explosive 2024 growth

Critical Product Lessons:

  • Simple isn't always better - One universal AI command failed; users need control
  • You can't out-engineer decades of work - VS Code had 12 years head start
  • Focus on your differentiation - AI features, not editor features, drove their success

Actionable Takeaways:

  • Calculate the real cost of seemingly expensive strategies - it might be less than you think
  • When growth is slow, resist loud minorities pulling you toward easier markets
  • Building from scratch teaches valuable lessons but knowing when to stop is crucial
  • The "desert wandering" phase is normal - even future unicorns spend a year with barely any traction

Timestamp: [12:04-19:59]Youtube Icon

πŸ“š References from [12:04-19:59]

Companies & Products:

  • GitHub Copilot - The incumbent making $100M+ revenue
  • VS Code - Microsoft's editor with 12 years of development that Cursor eventually forked
  • Y Combinator - Accelerator promoting applications during the talk

Technologies & Tools:

  • CodeMirror - Text editing component used in their from-scratch editor
  • Language Servers - Protocol for code intelligence in editors
  • Chromium - Browser engine example of successful forking strategy
  • TypeScript - Language VS Code was built in from early days

Technical Concepts:

Research & Papers:

  • Codex paper - OpenAI's paper they used to pitch investors on feasibility of training models

Market Segments Considered:

  • Quantitative researchers - Built prototypes for this niche
  • Non-coders - Loud user segment they resisted focusing on
  • Tech-stack specific users - Another segment they chose not to specialize for

Timestamp: [12:04-19:59]Youtube Icon

πŸš€ How Does a Company Go From $1M to $100M ARR in Just One Year?

The Compounding Power That Shocked Everyone

2024 became Cursor's breakout year, achieving growth that most companies don't see in a decade. The secret wasn't growth hacks - it was relentless product improvement.

The Explosive Growth:

  • 2023 end: ~$1 million ARR
  • 2024 end: $100 million ARR
  • Growth rate: Sustained 10% week-over-week

The Product-Market Fit Signal:

"We're in this market where if you make the product better, you kind of see it in the numbers immediately"

The Feature Cascade That Drove Growth:

  1. Codebase awareness - AI understood entire project context
  2. Next action prediction - Anticipating what developers would do
  3. Accuracy improvements - Making predictions more reliable
  4. Speed optimizations - Faster responses meant better flow
  5. Ambitious predictions - Sequences of changes, not just single edits
  6. AI taking action - Model actively modifying codebase
  7. Performance boost - Making everything lightning fast

The Market Dynamic:

  • End user preferences matter - Developers choose their own tools
  • Word of mouth dominates - "If you make the best thing, people hear about it"
  • Immediate feedback loop - Better product = instant growth

The compounding continued because each improvement built on the last, creating exponential value for users.

Timestamp: [20:00-21:11]Youtube Icon

πŸ“Š What Made 80% of YC Companies Switch to Cursor in Just One Year?

The Viral Spread Through Silicon Valley's Elite Builders

Diana witnessed a phenomenon that's rare in developer tools: an almost overnight adoption shift across Y Combinator startups.

The Dramatic Shift:

  • 2023 YC batches: Single-digit percentage using Cursor
  • 2024 YC batches: 80% adoption rate
  • Speed: "Night and day from one batch to the other"

How It Spread:

"Like wildfire - the best builders were using it"

The adoption pattern:

  1. Elite builders tried it first - YC founders are notoriously selective about tools
  2. Twitter amplification - Builders shared their experience publicly
  3. FOMO kicked in - No one wanted to be left behind
  4. Network effects - Teams adopted what their best developers recommended

The Quality Signal:

When 80% of YC companies - some of the most demanding, technical founders in the world - switch to your product in one year, it's not marketing. It's product excellence.

This wasn't a gradual transition - it was a tipping point where the entire ecosystem shifted almost simultaneously.

Timestamp: [21:11-21:47]Youtube Icon

🐦 How Did Reading AI Papers on Twitter Create a "Niche SF Micro-Celebrity"?

The Unconventional Growth Strategy That Actually Worked

While working on failed projects in 2022, one co-founder discovered an unusual dopamine hit: becoming an AI influencer by actually understanding the technology.

The Twitter Strategy:

"Explicitly set out to try to gain followers not by doing normal social media things but by talking about AI"

The Surprising Discovery:

You could actually:

  1. Read all the papers - Deep technical understanding
  2. Think deeply - Form original insights
  3. Share publicly - Explain complex concepts clearly
  4. Get recognized - Influential people noticed expertise

The Flan-T5 Effect:

  • Co-founder discovered benefits of this open-source model
  • Posted detailed analysis on Twitter
  • Multiple AI companies found out about Flan-T5 from his posts
  • Direct influence on real product decisions

The Evolution:

  • 2022: Building Twitter presence while products failed
  • Launch: "Movie magic demo" leveraged this audience
  • 2023: "Lived like monks" - stopped posting, focused on product
  • Result: Word of mouth replaced social media

The lesson: Technical credibility on social media can bootstrap a technical product, but eventually product quality must take over.

Timestamp: [21:47-23:38]Youtube Icon

πŸ’Ό Why Did They Stay Under 10 People While Growing to Millions in Revenue?

The Radical Approach to Scaling

Most startups hire aggressively when they find product-market fit. Cursor did the opposite, ending 2023 with fewer than 10 people despite explosive growth.

The Tiny Team Reality:

  • Four co-founders - All "fantastic engineers"
  • 2023 end: Still single-digit employees
  • Revenue: Already at ~$1 million ARR

Why It Worked:

  1. Engineering excellence - Four exceptional engineers could outperform larger teams
  2. Patient approach - "Very patient early on"
  3. Focus over scale - Product improvement over headcount

The Mistakes They Admit:

  • "Set of missteps" - Struggled figuring out first hires
  • Under-hired - "Focused on hiring a lot less than we probably should have"
  • Learning curve - Had to learn how to evaluate and recruit

The Trade-off:

By staying small, they:

  • Maintained velocity - No communication overhead
  • Preserved culture - Only people who truly fit
  • Stayed focused - No management distraction

This approach wouldn't work for most companies, but with four exceptional technical co-founders, they could build what typically requires 50+ people.

Timestamp: [23:38-24:21]Youtube Icon

πŸ€– Why Bet on the "Long Messy Middle" Instead of Waiting for AGI?

The Philosophical Divide That Defined Cursor

In 2022, the AI world was split: incrementalists making 10% improvements, and AGI maximalists waiting for the singularity. Cursor chose a third path.

The Three Camps in 2022:

  1. The Skeptics
  • "Weird to work on AI"
  • Not convinced of practical applications
  • Thought it was wasted time
  1. The Incrementalists
  • Optimizing existing form factors
  • Making products "a little bit better"
  • GitHub Copilot approach
  1. The AGI Waiters
  • "Why work on anything other than AGI?"
  • Everything will be obsolete in 1-2 years
  • No point building intermediate solutions

Cursor's Middle Road:

"We've always had this view that there's going to be lots of incredibly valuable things to build over the next couple decades"

Their Beliefs:

  • AI is transformative - More than any recent technological revolution
  • But it takes decades - Not years, but 20+ years
  • Industry-wide effort needed - Thousands of independent capabilities must develop
  • The messy middle matters - Huge value in the transition period

For Professional Engineers:

  • Code will remain important for years
  • AI becomes a colleague, not replacement
  • Engineers will review and edit, not just prompt
  • Programming becomes more like working with an advanced compiler

Timestamp: [24:22-26:37]Youtube Icon

πŸŽ“ Should Students Still Learn to Code When AI Can Do It For Them?

Michael's Advice on What Actually Matters

With AI automating more coding, should the next generation even bother learning programming? Michael's answer challenges the premise of the question.

Why Programming Still Matters:

"Programming like math is kind of just a good general education"

The Real Value Isn't the Syntax:

  • It's the thinking - Logical reasoning and problem decomposition
  • It's the learning process - How to acquire complex skills
  • It's broadly applicable - Useful across dynamic industries

What Hasn't Changed with AI:

  • Specific coursework rarely directly applies to jobs
  • The meta-learning is what transfers
  • Computer science teaches valuable mental models

The Practical Reality:

Even with AI assistance:

  • You need to understand what you're building
  • You must review and validate AI output
  • Deep knowledge enables better AI collaboration

The students who will thrive aren't those who avoid programming because AI can do it, but those who understand it deeply enough to direct AI effectively.

Timestamp: [26:37-27:07]Youtube Icon

πŸ’‘ What Should Young Founders Do to Become the Next Michael Truell?

The Surprisingly Simple Advice for Aspiring Entrepreneurs

When asked what advice he'd give to his younger self three years ago, Michael didn't talk about AI strategies or market timing. He focused on fundamentals.

The Core Formula:

  1. Work on what genuinely interests you
  • Not what seems strategic
  • Not what others say is important
  • What you're actually excited about
  1. Choose your people carefully
  • Work with people you enjoy being around
  • But also people you deeply respect
  • Take this selection "really seriously"
  1. Build over time, don't check boxes
  • Avoid the school mindset of completing requirements
  • Focus on building something substantial
  • Depth over breadth

The Warning for Students:

"There's so many things that pull you toward checking boxes and less focusing on building something up over time"

What This Looked Like for Michael:

  • Started with genuine interest (mobile games at 13)
  • Found collaborators who challenged him (robot dog friend)
  • Built deep expertise over a decade
  • Stayed with the same co-founders through multiple failures

The path to building a $100M ARR company at 24 started with a middle schooler who just wanted to make games and kept building.

Timestamp: [27:08-27:54]Youtube Icon

πŸ’Ž Summary from [20:00-27:54]

Essential Insights:

  1. Product excellence drives exponential growth - 10% weekly improvement sustained for a year created 100x revenue growth
  2. Stay small until you can't - Under 10 people while reaching millions in revenue
  3. The future isn't binary - Not incremental improvement OR AGI, but a "long messy middle" of transformation

The Growth Playbook:

  • Make product improvements immediately visible - Each feature should show in metrics
  • Trust word of mouth in technical markets - 80% YC adoption came from builders telling builders
  • Reject growth hacks - Two-month growth engineering sprints "washed away" compared to product work

Strategic Positioning:

  • Avoid the extremes - Neither incrementalist nor AGI-only
  • Build for the transition - Massive value in the decades-long transformation
  • Professional developers aren't going away - They'll work differently, not disappear

Career Advice That Matters:

  • Programming education remains valuable regardless of AI
  • Work on genuinely interesting problems with people you respect
  • Stop checking boxes, start building something substantial
  • The meta-learning from computer science transcends specific technologies

The Counterintuitive Lessons:

  • Technical Twitter influence can bootstrap products but isn't sustainable growth
  • Tiny teams can compete with giants if engineering quality is exceptional
  • The "weird" choice (working on AI in 2022) becomes obvious in hindsight

Timestamp: [20:00-27:54]Youtube Icon

πŸ“š References from [20:00-27:54]

People Mentioned:

  • Michael Truell - CEO & Co-founder of Cursor, speaking at the event
  • Diana Hu - YC General Partner, host of the fireside chat

Companies & Organizations:

Technologies & Models:

Growth Metrics:

  • $1M to $100M ARR - The explosive 2024 growth
  • 10% week-over-week - Sustained growth rate
  • 80% YC adoption - Market penetration in 2024 batches
  • Single-digit to 80% - YC adoption shift from 2023 to 2024

Concepts:

  • "Long messy middle" - Cursor's view of AI transformation taking decades
  • Word of mouth growth - Primary growth driver over marketing
  • AI as colleague - Future vision of human-AI collaboration in coding

Timestamp: [20:00-27:54]Youtube Icon