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Jason Lemkin

Jason Lemkin

Creator
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SaaStr founder; B2B SaaS scaling, sales‑led growth, and fundraising playbooks.

Recent Posts

Founder CEOs Drive Most B2B IPO Wealth
Social•Dec 1, 2025

Founder CEOs Drive Most B2B IPO Wealth

The GOATs of B2B: The Founders That Delivered The Biggest IPO Returns of All How founder CEOs created generational wealth for investors who believed in their vision While Wall Street debates the next big IPO, some B2B software founders have already etched their names in the pantheon of the greatest public market wealth creators of all time. These aren’t overnight crypto gains or meme stock pumps—these are sustained, multi-decade wealth creation machines built by technical founders who never gave up the CEO chair. The numbers are staggering. Our analysis of the top B2B performers reveals returns that would make even the most successful hedge fund managers jealous. More importantly, they’ve done it while building mission-critical software that powers the global economy. The Complete Leaderboard: Top 15 B2B/SaaS IPO Returns Key Insights from the Leaderboard Founder Dominance: 13 out of 15 top performers (87%) have founder CEOs—only ServiceNow breaks the pattern, but proves the rare exception. The Stratosphere: The top 5 companies have all generated 9x+ returns, turning $10,000 into $90,000+ over their public life. Consistency Across Eras: Strong performers span from 2004 (Salesforce) to 2019 (CrowdStrike), showing founder advantage holds across market cycles. The Elite Five: B2B’s Greatest Wealth Creators 1. ServiceNow: +5,606% (Frank Slootman – Non-Founder) IPO Date: June 2012 | IPO Price: $18 | Current: $1,027 The lone exception in our founder-dominated list, ServiceNow proves that professional CEOs can occasionally deliver extraordinary returns. Frank Slootman’s track record (he also led Snowflake’s IPO) shows that experienced software executives can create massive value, though such cases remain rare in B2B. ServiceNow’s IT service management platform became essential infrastructure for enterprises, demonstrating that sometimes category-defining execution matters more than founder vision. $10,000 invested at IPO would be worth over $570,000 today. 2. HubSpot: +2,324% (Brian Halligan – Founder CEO at IPO; Chair Today) IPO Date: October 2014 | IPO Price: $25 | Current: $606 Brian Halligan and Dharmesh Shah didn’t just build marketing software—they created an entirely new methodology called “inbound marketing.” By focusing on attracting customers through valuable content rather than interrupting them with ads, they built both a philosophy and a platform. The founder-CEOs proved that category creation plus excellent execution can generate massive returns, building a complete customer platform from their original marketing automation roots. What Made the Difference: Methodology + Software: Created inbound marketing as a discipline, then built tools to execute it Content Strategy: Used their own platform to become thought leaders in their space Platform Integration: Connected marketing, sales, and service in one unified system $10,000 invested at IPO would be worth over $242,000 today. 3. Salesforce: +2,245% (Marc Benioff – Founder CEO at IPO and Today) IPO Date: June 2004 | IPO Price: $11 | Current: $258 Marc Benioff didn’t just create a company—he created an entire industry. When Salesforce went public in 2004, cloud software was still a radical concept. Traditional enterprise software meant on-premise installations, lengthy implementations, and massive upfront costs. Benioff’s vision of “No Software” seemed almost absurd to enterprise buyers accustomed to buying servers and installing applications. Yet he persisted, and today Salesforce approaches $40 billion in annual revenue as the undisputed leader in cloud software. What Made the Difference: Category Creation: Invented Software-as-a-Service for enterprises Platform Strategy: Built an ecosystem where others could build (AppExchange) Relentless Innovation: Constantly evolved from CRM to complete customer platform Founder Conviction: Benioff’s unwavering belief in cloud-first enterprise software $10,000 invested at IPO would be worth over $234,000 today. 4. CrowdStrike: +1,344% (George Kurtz – Founder CEO at IPO and Today) IPO Date: June 2019 | IPO Price: $34 | Current: $491 George Kurtz had already built and sold a cybersecurity company (Foundstone to McAfee) when he founded CrowdStrike. His experience taught him that traditional antivirus was dead—the future belonged to cloud-native, AI-powered endpoint protection. Despite going public right before market volatility, CrowdStrike’s founder-led vision of cybersecurity has proven remarkably resilient and valuable, reaching new all-time highs in 2025. What Made the Difference: Cloud-Native Architecture: Built for the cloud era from day one AI-First Approach: Used machine learning when others relied on signature-based detection Platform Strategy: Expanded beyond endpoint to complete cybersecurity suite Founder Experience: Kurtz’s previous exit gave him credibility and strategic insight $10,000 invested at IPO would be worth over $144,000 today. 5. Atlassian: +924% (Mike Cannon-Brookes – Founder CEO at IPO and Today) IPO Date: December 2015 | IPO Price: $21 | Current: $215 Mike Cannon-Brookes and Scott Farquhar built Atlassian with a contrarian philosophy: focus on developers first, grow through product excellence rather than sales teams, and stay far away from traditional enterprise sales tactics. Their developer-first approach with tools like Jira and Confluence created sticky, viral adoption within engineering teams that eventually spread throughout entire enterprises. What Made the Difference: Developer-First: Built tools that developers actually wanted to use Bottom-Up Adoption: Let great products sell themselves rather than top-down enterprise sales Platform Ecosystem: Created a marketplace for third-party apps and integrations Global Vision: Built a remote-first company before it was fashionable $10,000 invested at IPO would be worth over $102,000 today. The Common Threads: What Made These Founders Different Category Creation Over Competition Four out of five of our top performers created entirely new categories: cloud software (Salesforce), inbound marketing (HubSpot), cloud security (CrowdStrike), and developer-first collaboration (Atlassian). Being first in a new category beats being best in an old one. Platform Thinking Notice the pattern: Salesforce (AppExchange), HubSpot (integrations), CrowdStrike (security platform), Atlassian (marketplace). They all built ecosystems, not just products, creating network effects and switching costs. Technical Depth + Market Vision Every founder combined deep technical understanding with expansive market vision. They weren’t just building features—they were reimagining entire categories of software. Long-Term Commitment These founders didn’t flip their companies or step aside. They committed to decade-plus journeys, weathering downturns and staying focused on long-term value creation. User/Developer Obsession Whether through APIs, ease of use, or superior user experience, these founders prioritized the people actually using their software over traditional procurement processes. The Lesson for Today’s B2B Founders The GOATs of B2B prove that founder-led companies can deliver generational wealth while solving real business problems. But it’s not just about staying CEO—it’s about having the vision to see around corners and the technical chops to build what doesn’t exist yet. Key Patterns to Emulate: Create the category, don’t compete in it Build platforms, not just products Stay technically engaged as you scale Think in decades, not quarters Serve users first, revenue follows The ServiceNow Exception ServiceNow’s #1 position with a non-founder CEO (Frank Slootman) proves that exceptional professional CEOs can occasionally deliver extraordinary returns. However, this remains the exception that proves the rule—13 out of 15 top performers maintained founder leadership. Slootman’s success came from his deep experience scaling enterprise software companies and his ability to execute on category-defining opportunities. But such professional CEOs with this track record remain rare. Looking Forward: The Next GOATs Today’s IPO pipeline includes founder-led companies that could join this elite list: companies working on AI infrastructure, vertical SaaS, developer tools, and cybersecurity. The question isn’t whether founder-led B2B companies can generate massive returns—it’s which ones will join the GOAT conversation. For investors, the lesson is clear: betting on founder-led B2B companies has historically been the path to generational returns. For founders, the challenge is building something worthy of joining this elite group. The bar is high. The rewards are higher. Returns calculated from IPO price to June 2025 trading levels. Past performance does not guarantee future results. Data compiled by SaaStr.ai .

By Jason Lemkin
Scaling to $100M Is Getting Dramatically Faster
Social•Nov 30, 2025

Scaling to $100M Is Getting Dramatically Faster

The pace from $1m to $100m keeps accelerating. Proud to be a supporting investor (and very early customer) at @saastrfund

By Jason Lemkin
Revenue Is Non‑negotiable, Truth Can Bend
Social•Nov 30, 2025

Revenue Is Non‑negotiable, Truth Can Bend

Truth is Flexible. Revenue is Mandatory. SaaStr AI LDN starts >tomorrow< https://t.co/JzwXFUEbZq

By Jason Lemkin
Excited for SaaStr AI LDN Kick‑off Tomorrow!
Social•Nov 30, 2025

Excited for SaaStr AI LDN Kick‑off Tomorrow!

Getting ready for SaaStr AI LDN kick-off tomorrow afternoon! See EVERYONE then!! https://t.co/uHO4iU1wJZ

By Jason Lemkin
Google's New Replit Rival: Functional Gaps, Surprising Humor
Social•Nov 30, 2025

Google's New Replit Rival: Functional Gaps, Surprising Humor

Trying Google’s new Replit / Lovable competitor It doesn’t have enough functionality yet But it does seem to have a decent sense of humor https://t.co/8dbniBEH4j

By Jason Lemkin
In‑person Visits Still Drive Sales, Even with AI
Social•Nov 29, 2025

In‑person Visits Still Drive Sales, Even with AI

The more customers you visit in person, The more customers you close. The more revenue you retain. And the more they buy from you. As true in the Age of AI as it ever was.

By Jason Lemkin
Profit Without Growth Halves PagerDuty’s Valuation
Social•Nov 29, 2025

Profit Without Growth Halves PagerDuty’s Valuation

PagerDuty has fallen to $1.1 Billion market cap … at $500m ARR 2.1x ARR It’s profitable now, but it isn’t growing anymore. Revenue growth has slowed to 4% and new customer count is net 0. The markets reward growth. Efficient growth...

By Jason Lemkin
Let Top Customers Guide Your Short‑Term Product Decisions
Social•Nov 29, 2025

Let Top Customers Guide Your Short‑Term Product Decisions

Worst case, just build what your top customers want They can't see too far into the future But they probably have a better sense of what really moves the needle in the short term than you do

By Jason Lemkin
Future SDRs Will Earn $250k Managing AI Teams
Social•Nov 28, 2025

Future SDRs Will Earn $250k Managing AI Teams

The $250k SDR role is coming. But it won't be remotely the same role as it was from 2005-2015. The $250k "SDR": - Will mange 10+ AI SDR agents - Will >truly< be on the hook for $5m+ of Closed Won - Will be...

By Jason Lemkin
Founders Must Remain Hands‑On After Hiring First VP
Social•Nov 28, 2025

Founders Must Remain Hands‑On After Hiring First VP

The biggest mistake you can make as a founder when you hire your first VP of Sales is stepping out of sales I see this again, and again It only works with the very best VPs of Sales Every other first VP of...

By Jason Lemkin
AI Support Isn’t Perfect, But It Beats No Help
Social•Nov 28, 2025

AI Support Isn’t Perfect, But It Beats No Help

New!! Is AI Support Perfect? No. But It’s A Lot Better Than No Support at All https://t.co/lwHOPUf7mm

By Jason Lemkin
Most Reps Prefer Inbound; Outbound Effort Is Rare
Social•Nov 27, 2025

Most Reps Prefer Inbound; Outbound Effort Is Rare

95% of sales rep that have only done inbound ... won't start doing outbound, even if they are missing quota. Not really. They'll pretend a bit, send a few emails, but that's about it. 95% of sales reps that will do...

By Jason Lemkin
Combine Upmarket Scale with Downmarket Simplicity for Success
Social•Nov 27, 2025

Combine Upmarket Scale with Downmarket Simplicity for Success

Go upmarket, you scale faster, with less churn. And if you also stay downmarket too at the same time and keep serving those small customers well? Then you end up with a product that is both super powerful. ...

By Jason Lemkin
20+ AI Agents Show Real Yet Fragile Moats
Social•Nov 27, 2025

20+ AI Agents Show Real Yet Fragile Moats

New!! Our 20+ AI Agents and Their Moats: Real But Weak https://t.co/Mqv9RIodfK

By Jason Lemkin
Adapt or Risk Obsolescence in AI-Driven Sales
Social•Nov 26, 2025

Adapt or Risk Obsolescence in AI-Driven Sales

AI may not take your job in sales like it has take so many jobs in support already. But if you’re not at least a little worried it will, I think your career is at serious risk. We will still...

By Jason Lemkin
Four Tests to Verify Your VP’s Effectiveness
Social•Nov 26, 2025

Four Tests to Verify Your VP’s Effectiveness

Did you hire a good enough VP? 4 part test: - who great did they hire in the first 60 days? - did their #1 key metric improve? - did they take part of the job off your plate? - does the team believe? If they...

By Jason Lemkin
SaaStr AI London: Everything You Need to Know for Dec 1-2!
Video•Nov 26, 2025

SaaStr AI London: Everything You Need to Know for Dec 1-2!

The webinar served as a final briefing for SaaStr AI London, the flagship two‑day AI conference for SaaS leaders scheduled for December 1‑2, 2025. Hosted from the Park Plaza Westminster Bridge, the session walked prospective attendees—whether traveling from abroad, joining last‑minute, or...

By Jason Lemkin
Only a Few VC Funds Beat the Odds
Social•Nov 26, 2025

Only a Few VC Funds Beat the Odds

New!! "How Hard It Is to Be a Great VC? Vencap’s Real Hard Numbers from 1,900+ Funds" https://t.co/3tte0v474Q

By Jason Lemkin
Inefficient SDRs Lose Sales; AI Will Replace Them
Social•Nov 25, 2025

Inefficient SDRs Lose Sales; AI Will Replace Them

Wanted to buy a product last week, Forced to talk to an SDR first. He sent me his Calendly … and never followed up when I didn’t pick a convenient time for him. Sale lost. Honestly, any decent AI is better than this human. AI...

By Jason Lemkin
SaaStr AI VC Secures 682+ Startup‑VC Matches This Month
Social•Nov 25, 2025

SaaStr AI VC Secures 682+ Startup‑VC Matches This Month

Then ready to get funded? SaaStr AI VC will help connect you with top B2B + AI VCs We’ve already made 682+ matches this month! Check that our here -> https://t.co/ZgZ3zuf6hP https://t.co/0zbn4irJYL

By Jason Lemkin
Find the Perfect B2B AI VC with One Prompt
Social•Nov 25, 2025

Find the Perfect B2B AI VC with One Prompt

And not sure which VCs are right for your start-up? Ask SaaStr AI. In one prompt, we’ll tell you which of 372+ top B2B+AI VCs are best for your startup -> https://t.co/3JyImX3jMX https://t.co/bUh3OE9DWf

By Jason Lemkin
Considering Raising Over $1 Billion: A Serious Question
Social•Nov 25, 2025

Considering Raising Over $1 Billion: A Serious Question

@lpolovets Serious question: what if you raised at $1B+?

By Jason Lemkin
New “Hot” VC Fund Mirrors Past Investment Trends
Social•Nov 25, 2025

New “Hot” VC Fund Mirrors Past Investment Trends

@HarryStebbings Same with a new "hot" VC fund

By Jason Lemkin
Pre‑Christmas Podcast with Harry Stebbings and Rodricoll
Social•Nov 25, 2025

Pre‑Christmas Podcast with Harry Stebbings and Rodricoll

Pre-Xmas pod with @HarryStebbings and @rodriscoll https://t.co/tEZBz0srjx

By Jason Lemkin
If No Gut Feeling in 20 Minutes, Walk Away
Social•Nov 25, 2025

If No Gut Feeling in 20 Minutes, Walk Away

Investments rarely work out if you don't believe within the first 20 minutes I think I'm there on hiring, too now If you don't believe at least by minute 20 of the first Zoom that they're the VP for you ... I'd...

By Jason Lemkin
The 8 Things No One Tells You About 'Prosumer' Vibe Coding (That You Need To Learn To Build a Real...
Blog•Nov 25, 2025

The 8 Things No One Tells You About 'Prosumer' Vibe Coding (That You Need To Learn To Build a Real...

"The AI does the coding. You still do a lot of the engineering, though."

By Jason Lemkin
Existing Customers Give You a Launch Advantage
Social•Nov 25, 2025

Existing Customers Give You a Launch Advantage

@ajhodls The flip side is you have a customer base that you know well and it already buying from you That gives you an edge building another great product to sell them

By Jason Lemkin
Vibe V1 Refactor Could Toughen Seed Investing by 2026
Social•Nov 25, 2025

Vibe V1 Refactor Could Toughen Seed Investing by 2026

@bogdaniordache For sure However it could be a few big outcomes get refactored from vibe coded v1’s I wouldn’t have believed it even 60 days ago but now I do May make seed investing harder in 2026/2027

By Jason Lemkin
SaaStr AI VC Apps Reach 800K Uses in 60 Days
Social•Nov 25, 2025

SaaStr AI VC Apps Reach 800K Uses in 60 Days

@bogdaniordache Probably not. Still, the flip side? Our SaaStr AI VC apps have already been used 800,000+ times in < 60 days https://t.co/XOGfNpEPiG

By Jason Lemkin
SaaS Maintenance Demands Too Much Time Weekly
Social•Nov 25, 2025

SaaS Maintenance Demands Too Much Time Weekly

@ama_poundz It’s just not realistic to spend hours a week maintaining all your SaaS products, adding new features, fixing things that break, etc.

By Jason Lemkin
Network with Competitor CEOs to Unlock Strategic Growth
Social•Nov 25, 2025

Network with Competitor CEOs to Unlock Strategic Growth

Why Getting to Know Your Competitor CEOs Is Your Secret Weapon The counterintuitive relationship strategy that could transform your business 5 Reasons to Meet Your Competitor’s CEO They could buy you someday (or vice versa) – 60% of B2B exits...

By Jason Lemkin
Early Startups Thrive on Passionate Product‑savvy Sales “Magician”
Social•Nov 24, 2025

Early Startups Thrive on Passionate Product‑savvy Sales “Magician”

I'd say 8 times out of 10, early start-ups have a "sales magician" ... that actually is only a B+ at sales per se. But ... - customers >love< them - knows product cold, better than anyone but CTO - deeply passionate about mission,...

By Jason Lemkin
Allocate 10% to a 30x Winner for 3x Fund
Social•Nov 24, 2025

Allocate 10% to a 30x Winner for 3x Fund

How do you create a 3x venture fund? For a smaller fund, in theory there are many ways, but most likely is: 1️⃣ Put 10% of your fund into your very best investment 2️⃣ It does 30x = 3x the whole...

By Jason Lemkin
Alphabet Acquires Wiz for $32B to Boost AI-Powered Cloud Security
Deals•Oct 26, 2025

Alphabet Acquires Wiz for $32B to Boost AI-Powered Cloud Security

Alphabet completed a $32B acquisition of Wiz (cloud security with AI-powered threat detection) in March 2025, expanding its cloud and AI security capabilities. The deal is cited among the largest AI-driven strategic acquisitions of the past 12 months.

Jason Lemkin
Omni Secures Strategic Investments From Snowflake and Databricks
Deals•Oct 2, 2025

Omni Secures Strategic Investments From Snowflake and Databricks

Omni has received strategic funding from ecosystem players Snowflake and Databricks to accelerate go-to-market and partnership credibility. The investment is described as a strategic alignment to speed up integrations and market entry; financial terms were not disclosed.

Jason Lemkin
OpenAI $10B Secondary Liquidity Event Creates Major Windfall
Deals•Sep 13, 2025

OpenAI $10B Secondary Liquidity Event Creates Major Windfall

OpenAI completed a roughly $10 billion secondary sale, creating significant liquidity for insiders and early investors and generating numerous new millionaires. The secondary underscores strong late-stage investor appetite for AI assets and intensifies competition for AI talent.

Jason Lemkin
Anthropic Completes Oversubscribed $10B Funding Round
Deals•Sep 1, 2025

Anthropic Completes Oversubscribed $10B Funding Round

The article references Anthropic's oversubscribed $10 billion funding round for its foundation-model business, highlighting massive investor demand amid broad AI investment trends. The raise is presented as a major capital event underpinning growth in AI infrastructure and products.

Jason Lemkin
CoreWeave Raises $11.2B in Debt to Fund AI Infrastructure Buildout
Deals•Aug 22, 2025

CoreWeave Raises $11.2B in Debt to Fund AI Infrastructure Buildout

CoreWeave secured an $11.2 billion debt package to help finance roughly $22 billion in capital expenditures for AI data center capacity. The raise positions the company as a bellwether for AI infrastructure demand, hinging on long-term customer commitments to match...

Jason Lemkin

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