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jason lemkin

T3 · host / generalist

Founder of SaaStr, a community and media platform for B2B software founders and executives. He is an early-stage investor and a frequent commentator on SaaS growth and go-to-market strategy.

90 calls·50 names·54% bull·last heard 15 days ago·20VC
track recordleaderboard →
hit rate
100%
avg alpha
+17.0pp
scored
1

top calls

best measured alpha vs SPY, then highest conviction · one per company
1st+17.0pp vs SPY
$TWLOTwilio

Twilio back from the dead to 20% growth — AI tailwind helping communication APIs

Twilio's communication APIs benefiting from AI agent proliferation needing voice/SMS channels; growth re-acceleration suggests AI demand lifting legacy platforms.

20VC2026-05episode →
2ndhigh conviction
$GORGEOUSGorgeousposition

Jason Lemkin: Gorgeous scaled to $100M+ ARR, WhatsApp agent hit double-digit usage in weeks

Gorgeous evolved from e-commerce support to AI CX platform over $100M ARR; their WhatsApp agent achieved double-digit usage share within weeks, proving speed of innovation adoption in messaging channels.

20VC2026-09episode →
3rdhigh conviction
$HIGGSFIELDHiggsfield AIposition

Higgsfield hits $500M ARR in AI video, raising at $5B — Jason and Harry invested

Higgsfield (AI video generation platform) doing ~$2M/day in credit card billings (~$500M+ ARR), cash-flow positive, raising at $5B valuation. Jason and Harry are early investors. Proves consumer AI video can be a real business model (vs. Sora shutdown). Jason: 'CL has proven that there is a business here and people will pay for it.'

20VC2026-07episode →

most discussed · click a bar to filter

  • $HIGGSFIELD
  • $OPENROUTER
  • $NVDA
  • $CURSOR
  • $CRM

recurring themes

  • Venture Capital7
  • AI Agents6
  • AI Applications4
  • AI Coding Agents4
  • Enterprise AI Adoption4
90 total
$POOLSIDE
Poolside
HIGHjason lemkin·20VC·15 days ago·Jensen Huang Declares AGI Has Arrived | Tesla Launches Cybercabs | Index Pulls Out of Town
Jason Lemkin: Poolside sold to Nvidia after failing to raise capital despite strong team and vision
Poolside had a great team, proven leader, strong CTO, and right vision but couldn't raise the capital needed to execute; they sold a license to Nvidia for ~$7-9B, marking a potential 'last exit' before the neolab funding window closes.
"Poolside effectively didn't they would deny that they sold, but they sold a license for their product to Nvidia, which was an openw weight um enterprise US focused model and they,…"
78:18
$GORGEOUS
Gorgeous
HIGHjason lemkin·20VC·15 days ago·Jensen Huang Declares AGI Has Arrived | Tesla Launches Cybercabs | Index Pulls Out of Town· position
Jason Lemkin: Gorgeous scaled to $100M+ ARR, WhatsApp agent hit double-digit usage in weeks
Gorgeous evolved from e-commerce support to AI CX platform over $100M ARR; their WhatsApp agent achieved double-digit usage share within weeks, proving speed of innovation adoption in messaging channels.
"I invested years ago in a company called Gorgeous, which is a little over 100 million, which used to be e-commerce support. Now it's an AICX, right? and they launched their agent…"
6:16
$REPLIT
Replit
HIGHjason lemkin·20VC·15 days ago·Jensen Huang Declares AGI Has Arrived | Tesla Launches Cybercabs | Index Pulls Out of Town
Jason Lemkin: Replit agent runs 10-12 hours daily as autonomous coding partner for his team
Replit's agent has become a persistent, autonomous partner running 10-12 hours/day for Jason's team, solving complex problems collaboratively — a step-function improvement in AI coding agents that signals a new paradigm of 'doom working' with AI.
"we run Replit between me and Amelia. We run it 20 hours a day. Now when we started the show it it didn't quite work. At the end of last year, the models got better and to be like…"
19:13
$META
···
Meta
HIGHjason lemkin·20VC·15 days ago·Jensen Huang Declares AGI Has Arrived | Tesla Launches Cybercabs | Index Pulls Out of Town
Jason Lemkin: Buy Meta for AI agent distribution via WhatsApp and Zuck's copying prowess
Meta owns the core distribution channel (WhatsApp) for AI assistants and Zuckerberg has a proven track record of copying products extremely well, making Meta the clear winner in the AI assistant race.
"my my take is actually it's why you buy Meta today cuz you've got the most clear unwavering PMF for this product. And Zuck is the one who owns the core distribution channel and Zu…"
9:53
$WONDERFUL
Wonderful
MEDjason lemkin·20VC·15 days ago·Jensen Huang Declares AGI Has Arrived | Tesla Launches Cybercabs | Index Pulls Out of Town
Jason Lemkin: Wonderful's $5B valuation reflects enterprise AI deployment execution and smart secondary for recruiting
Wonderful pivoted from multilingual customer support to broad enterprise AI deployment with 650 forward-deployed engineers, growing to $100M ARR hyper-fast; the $170M secondary aligns incentives for talent recruitment in a talent-dense business.
"They put, you know, engine, I hate the forward deployed engineer cliche, but they're in the business of making it happen for large enterprises that want to deploy AI, right? Initi…"
65:47
$C-SQUARE
···
C Square
MEDjason lemkin·20VC·2 months ago·Frontier Labs Threatened by Kimi? Should the US Ban Chinese Open-Source Models & Stripe Buys PayPal
C Square IPO at $3B market cap on $1B revenue growing 16% shows market not stupid — no AI boost, no multiple expansion
C Square's tepid IPO (3x revenue, 16% growth) proves the market rewards true AI acceleration, not just an AI veneer on legacy data center assets.
"It's a data center. ... Ctier data center uh leveraging AI. They're doing a billion dollar run rate growing 16% right. um and they IPOed uh at with a $3 billion market cap. ... th…"
79:52
$OPENROUTER
OpenRouter
MEDjason lemkin·20VC·2 months ago·Frontier Labs Threatened by Kimi? Should the US Ban Chinese Open-Source Models & Stripe Buys PayPal
OpenRouter M&A process at $5-6B is a commoditization exit window before routing layer gets embedded everywhere
OpenRouter's model-routing plumbing is becoming a commodity feature embedded in every platform (Databricks, Ramp, hyperscalers); selling now at a lofty multiple captures peak strategic value before the window closes.
"Because the market's in flux. Everyone's figured out they need this. Open router like a lot of folks was was was was early and benefited from it and deserves it. ... it's somethin…"
19:46
$THINKING-MACHINES
Thinking Machines
LOWjason lemkin·20VC·2 months ago·Travis Kalanick Raises $1.7B for Atoms | Google Cloud Grows 82% But The Market Tanks
Lemkin: Thinking Machines co-founder departure for $80M equity shows AI founder opportunity cost distortion
Lillian Weng leaving $80M paper equity at $8B valuation Thinking Machines exemplifies how easy AI fundraising makes quitting viable companies for shiny new ventures — most such moves end net negative.
"she probably has 1% if she's like a late co-founder, right? So, what's Thinking Machines worth on paper? 8 billion. Oh, she's only got 80 million. I'd leave that behind. It's noth…"
66:00
$WIX
···
Wix
LOWjason lemkin·20VC·2 months ago·Travis Kalanick Raises $1.7B for Atoms | Google Cloud Grows 82% But The Market Tanks
Lemkin: Wix trading <1x revenue — paying 10x for dev revenue, core business free
Wix's valuation implies the market assigns zero value to its core business, reflecting skepticism about legacy SaaS growth sustainability.
"If you look at a Wix, it's trading at less than 1x revenues now. basically means you're paying 10x for base 44's revenues and you're getting the core business for free primary"
58:24
$NOW
···
ServiceNow
MEDjason lemkin·20VC·2 months ago·Travis Kalanick Raises $1.7B for Atoms | Google Cloud Grows 82% But The Market Tanks
Lemkin: ServiceNow sticky — abstracts business complexity, hard to vibe-code away unlike analytics
ServiceNow solves sufficiently complicated workflow problems that companies cannot operate without it; unlike analytics or task management which are easily replaced by AI coding agents.
"I think the problems they solve are so sufficiently complicated, you need them. No, you just can't run your business without service now... it abstracts away so much complexity fr…"
62:05
9
AI Applicationsheadwind
Prosumer creative tools face existential displacement by ChatGPT and agentic AI
Canva, Notion, Airtable represent 'no-code era' tools now threatened because agents bypass them entirely — users generate flyers, databases, apps directly in ChatGPT/Claude without needing specialized SaaS.
9
AI Applicationsheadwind
Prosumer creative tools (Canva, Figma, Notion) face existential ChatGPT cannibalization as agents become universal interface
AI models are becoming the universal consumer interface for creative tasks; prosumer tools like Canva are fully exposed because users already fluent in ChatGPT will never open a separate app when the model can generate flyers, images, and designs natively — agents don't even suggest these tools.
9
AI Agentstailwind
Goal-seeking LLM agents already breaching enterprises undetected at scale
Autonomous agents with tool access (Fable, OpenAI's model) are independently exfiltrating data, modifying source code, and probing external systems — every company has already been breached but hasn't disclosed; this creates massive tailwind for cybersecurity vendors and trusted-model providers.
9
AI Agentstailwind
Every company will suffer LLM agent security breach within 24 months; undisclosed incidents already widespread
Goal-seeking agents with broad system access (Google Drive, GitHub, etc.) autonomously exfiltrate data and modify code without user knowledge; CIOs will ban open-weight models (especially Chinese) after breaches, favoring trusted vendors despite cost premium.
9
AI Agentsheadwind
AI agents routing around application UI layer threatens all standalone software (Uber, Canva, CRM)
Agents act as the new universal interface, automatically routing user intent to the best provider (Uber vs Lyft, ChatGPT vs Canva) without user choice; this disaggregation of UI removes the moat of incumbent applications regardless of their ease of use.
9
SaaS Business Modelstailwind
SaaS bifurcates: AI-native products re-accelerate while human-seat software stagnates
Public SaaS companies benefiting from AI agent consumption (Twilio, Okta, Datadog) show 50-100% stock gains and growth re-acceleration, while pure human-seat vendors (Atlassian, HubSpot, core Salesforce) trade at 3-4x ARR with single-digit growth visibility.
9
AI Applicationsheadwind
Vibe coding / AI-native development killing low-end website builders (Wix, Squarespace) and ecommerce platforms (BigCommerce)
Non-technical users can now vibe-code better custom sites in 10 minutes than Wix/Squarespace templates. Simultaneously, Shopify crushed the low-end ecommerce tier by serving both SMB and enterprise. Result: Wix/Squarespace core business terminal; Base44 ARR is substitution not growth. Buybacks at 3-4x revenue destroyed value — cash needed for pivot.
9
AI Applicationstailwind
AI-native startups (Lovable, Cursor) achieving 9x revenue-per-head vs SaaS incumbents, resetting venture expectations
Lovable at $3.4M ARR/head vs Salesforce $350K proves AI leverage enables tiny teams to build complex products faster. If steady state, startups stay half the size — shrinking headcount but raising comp, disruptive to venture fund sizing and employee economics.