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- 20VC x SaaStr This Week: Cursor at $30B, The End of IPOs, and Why the Best Companies Will Never Go Public
- 6 Months of AI SDRs: What’s Worked, How They Brought In $1M+ in 90 Days, and the Real Data Everyone’s Asking For
- Crunchbase: We’re At The Highest Level of Unicorn Production in 3+ Years
- Dear SaaStr: How Many More Junior Marketers Should you Hire Before Hiring a VP of Marketing?
- The #1 Clear Sign a VP Will Fail. Be Honest With Yourself When You See It
- 5 Interesting Learnings from Valve at $17 Billion in ARR
- Dear SaaStr: Our Sales Team Has a 7% Win Rate. Are We Failing?
- Cursor Hit $1B ARR in 24 Months: The Fastest Scaling SaaS Ever?
- Yes, The IPO Market Came Back in 2025. But It Still Has a Long Way to Go.
- Dear SaaStr: How Did You Get Your First Major Customers?
- Stop Building Financial Plans on Hope and Prayer: Why Your C-60/C-90/C-10 Planning is Backwards
- SaaStr + Agentforce: It’s Early, But the Results Are Really, Really Strong
- Dear SaaStr: How Many Options Should I Give to the First Non-Founder Employees?
- Dear SaaStr: Our VC Is Encouraging Us to Hire Aggressively and Increase the Burn Rate. Should We Listen to Them?
- The Hard Truth About Fundability: What 2,000+ Pitch Decks on SaaStr AI VC Taught Us
- Dear SaaStr: What Were the Biggest Mistakes You Made Getting Your Startups Going?
- 125 Days, 750,000 Uses, One Realization: Some of Our AI Agents Are Now Truly Part of the Team. Replit v3 Was The First
- SaaStr AI App of the Week: HappyFox – Cut Support Tickets 50% With AI That Actually Stays Inside Your Knowledge Base
- Dear SaaStr: What Do Founders Need to Know to Navigate a Merger/Acquisition?
- 20VC x SaaStr This Week: Why Most VCs Need to Step Aside, What’s Really Defensible Today, and How to Actually Attach to AI Revenue
- Stop Looking For Sales Magicians
- Dear SaaStr: Is It Ridiculous To Call Yourself the CEO When Your Startup is Tiny?
- The Accel 2025 Globalscape Report: The Cold, Hard Data on How AI Has Radically Changed B2B
- Dear SaaStr: The CEO of Our Competitor Wants to Meet – What Should I Do?
- The Single Biggest Mistake You’ll Make as a Founder. Again and Again.
- Top 10 Reasons You Need to Be at SaaStr AI London December 1-2
- Dear SaaStr: What Are the Top Mistakes You See New Founders Make?
- Yes, AI Native Wins Today. But It’s Not Too Late. You Can Change. See, E.g., Clio and Gamma
- Dear SaaStr: What Did You Do in Your Startup That Didn’t Scale?
- Traditional SaaS May Be Dying. But It Might Also Be Your Fault.
- 2025 Was The Year Of The AI Budget Explosion: If Your Team Didn’t Capture Any, They Failed
- How OpenAI Built a Global CS Organization in 18 Months: Vanessa Gatihi’s Playbook for AI-Powered Customer Success
- Dear SaaStr: What Are Some Lies Founders Tell Themselves?
- We Just Crossed 600,000 (!) Startup Valuations on SaaStr.ai. Here’s What The Data Points Tell Us About VC Funding Right Now
- The #1 Thing That Separates Mediocre Sales Execs From Great Ones
- Dear SaaStr: As a Founder, What Will I Learn Getting More Involved in Sales?
- When Competitors Come Calling: 6 Questions That Will Help You Make the Right M&A Decision
- SaaStr AI App of the Week: Dust – Build Custom AI Agents That Actually Know Your Company’s Data
- Dear SaaStr: As a Founder, How Do You Deal With Stress In a Startup?
- The Top AI Agent Sessions at SaaStr AI London: Learn How to Actually Deploy Agents That Work
- Stop Learning AI. Start Doing AI. The 20+ Agents Running SaaStr
- The First $100,000,000 ARR at Datadog: How Founder CEO Olivier Pomel Built a Customer-Centric Monitoring Giant
- Dear SaaStr: How Hard is it For a Startup founder/CEO to Settle Into a non-CEO Role After an Acquisition?
- 20VC x SaaStr This Week: Navan’s “Disappointing” $5B IPO, VCs Getting 6% Instead of 20%, and the Fire-Half-Your-Team AI Test: The New Venture Reality
- You Can Hide From a Lot of Things as a Founder. Cash Burn Isn’t One of Them.
- Dear SaaStr: A Co-Founder is Asking for More Equity Post Fundraising. What Should I Do?
- 10 Coolest Things You Can Do on the New SaaStr.ai
- The Problem(s) With T3D2 Venture Deals. They’re Still Great. But They Might Get You Fired.
- Dear SaaStr: I Don’t Really Feel Confident Enough to Call Myself “CEO”
- Dev Steps Down as CEO of MongoDB: The Beginning of the End of an Era?
- Your Seed Round Now Needs to Last 3+ Years: What 3,365 Startups Tell Us About the New Series A Timeline
- Dear SaaStr: What’s Your Top Advice For All New B2B Founders?
- AI Wins When It Does The GTM Work … People Won’t
- How to Price Your AI-First Product: The Death of SaaS Pricing and the Rise of Transactional Models with Defy Ventures’ Medha Agarwal
- Dear SaaStr: My Startup is Nearing The End of its Runway – and I Found Out My CEO Has Been Taking Money from the Company. What Should I Do?
- Nasdaq Reaches Another ATH. Nvidia Tops $5T. But Navan’s IPO and JAMF’s $2B Exit Show B2B Still Isn’t Easy.
- AI App of the Week: Assistant UI – The React Library That’s Eating the AI Chat Interface Market
- Why The Top Quartile in Venture is Brutal Today: When “Doing Great” Isn’t Enough to Raise Money
- Dear SaaStr: As a Co-Founder, When Do You Know It’s Time to Quit?
- VCs: Want More Dealflow? Sign Up for SaaStr’s AI Dealflow
- Who’s Just Crushing It in SaaS Today: Palantir, Rubrik, Figma, Klaviyo, Snowflake and Shopify
- JAMF Goes Private for $2.2 Billion. That’s 3.3x ARR. Why B2B Can Be a Long, Hard Road
- The Great VC Reshuffle: OpenAI’s $500B Restructuring, A16z’s $10B Mega-Fund, and Why Two-Thirds of Series B Investments Fail
- What To Expect From a New VP of Customer Success in The First 30-60-90 Days
- Dear SaaStr: My Co-Founder Takes All The Public Credit. Should I be OK With This?
- If Your CRO, CCO or CPO Doesn’t Meet With Customers Their First Week On The Job … Move On. Apologize, But Let Them Go.
- 5 Interesting Learnings from MongoDB at $2.4 Billion in ARR
- Dear SaaStr: How Do You Draw The Line Between Founder and First Employee?
- AI in Tech Isn’t So Much About Laying Off Humans. It’s About AI Backfills
- The Brutal Truth About Series B: Only 1 in 3 Deals Even Double Investors’ Money, Per Latest Carta Data
- Dear SaaStr: What is Your Best Advice for Maintaining Healthy Co-founder Relationships?
- Dear CMOs, CROs, Etc: Stop “Learning” AI. Start Deploying It. Yourself.
- Why Only “WTF” Products Can Survive Today with Brett Queener Partner at Bonfire Ventures
- Dear SaaStr: As a Founder, When Did You Realize You Were Limiting Your Company’s Growth and Success?
- SaaStr AI App of the Week: Higgsfield — The Video AI Platform That’s Crushing It Where Everyone Else Is Still Prompting
- 5 Tips For Pitching VCs for The Very First TIme
- Dear SaaStr: What Was the Toughest Rejection You Ever Had in Sales?
- What Every B2B Founder Needs to Know About AI in Go-To-Market Right Now With Jason Lemkin
- Dear SaaStr: My Startup Was Acquired and The Energy is Gone. What Should I Do Next?
- Everything’s In Play in the Age of AI: Why Only 1 of Our 16 Core AI Agents Comes From a Legacy Vendor
- Scaling to $3B: How Clio Built a Vertical SaaS Powerhouse with AI and Innovation with CEO Jack Newton
- Dear SaaStr: What’s The Best Way to Fire Your Co-Founder … Who Was Once a Friend?
- 20VC x SaaStr This Week: The Great VC Shuffle, TAM Exhaustion in AI, and Why a Billion in ARR Is “Still Early”
- Who Will Buy The SaaS Companies?
- 5 Interesting Learnings From Klaviyo at $1.2 Billion in ARR
- Dear SaaStr: Growth Has Slowed and My VP of Sales is Pushing Me To Hire More Reps. Is That The Right Way to Go?
- From Zero to 20 AI Agents in 10 Months: The SaaStr Playbook for Actually Deploying AI Agents That Work
- From Zero to Eight Figures in 18 Months: Decagon CEO’s Playbook for AI-Native SaaS Growth. And Why They Partnered With Accel
- Dear SaaStr: Why Do Founders Hire So Many Terrible VPs?
- Why SaaStr AI London 2025 Is Where You Learn AI + GTM From The People Actually Doing It. At Scale.
- From Zero to Replit Fluent: How 9 Apps and 500,000 Users Taught Me to How to ‘Vibe’ Apps Into Production
- 10 Things To Know About Raising Venture Capital for The First Time
- Dear SaaStr: What Are The Top 10 Metrics Series A Investors Look At?
- SaaStr AI App of The Week: Alloy — The AI Prototyping Tool That Actually Looks Like Your Product (Not Some Generic App Builder)
- Competition is Really Heating Up in Our Market. What Should We Do?
- Dear SaaStr: What Steps Does It Take To Scale From $1m to $10m ARR?
- New!! Check Out SaaStr’s AI Agent Guide. The 20+ AI Agents We Use.
- 5 Things to Do … When You Don’t Know What to Do
- Snowflake’s AI Revolution: How AI Transformed Marketing and Sales at Scale with Snowflake’s CMO and Founding CRO
- Dear SaaStr: What is the Most Typical Career Path to VP Sales in a B2B SaaS Company?
- 20VC x SaaStr is Back!! The New Rules of Venture: Portfolio Construction, Kingmaking, and When Founders Walk Away
- In Startups, The Harder You Work in Sales, The More Good Leads You Get
- Dear SaaStr: What’s a Good Lead-to-Demo Ratio for our SDR:AE Handoff?
- 5 Critical Phases of Building Your SaaS Sales Machine: Jason Lemkin + Harry Stebbings
- Dear SaaStr: I’m Joining as VP of Sales at $3m ARR. What Should My Priorities Be?
- AI Deals Are Scaling to Massive Valuations. But In Many Cases—Also Massive Dilution. See e.g., OpenAI
- If You Ever Think “Should I Fire This Person?” Even Once … Well, Then It’s Time
- The End of Point Solutions: How Rippling Built 25+ Products in 9 Years by Breaking Every “Rule” of B2B with VP Product Anique Drumright
- Dear SaaStr: How Many Calls Can an Enterprise AE Self-Source Per Week?
- How A16Z’s Returns Show Just What an Epic Year and Epic Time 2021 Was. Will 2028 Be Next?
- 10 Ways Sales is Different in Vertical SaaS: Lessons from Mangomint’s VP of Sales Marchelle Mooney
- Dear SaaStr: I Want to Keep Doing 1-on-1s With My VPs, But How Do I Streamline Them?
- How Vercel Hit $9.3B and Replit Hit $3B… After a Decade. The Long Paths to AI “Overnight Success”
- How VC Reserve Allocation Actually Works: A Practical Guide for B2B Founders
- Dear SaaStr: What Does a CEO’s Typical Week Look Like at $5m-$10m ARR?
- Why You Don’t Get Any Credit Anymore for 30% of Your Code Being Written By AI
- Dear SaaStr: What Are the Top “Unspoken Objections” Prospects Have?
- The #1 Question to Ask Yourself Before You Take a CRO/VP Sales Role
- Beyond Theory: Practical AI Pitfalls to Avoid To Maximize Your Investment with Dialpad’s Chief AI Officer
- Dear SaaStr: I’ve Gotten to $1m ARR Selling Myself. What Should I Look For in My First Ever Head of Sales?
- 20VC + SaaStr is Back!! OpenAI’s Power Move: How Sam Altman Extracted 10% of AMD, Why $5B Pre-Money Rounds Make Sense, and the New Math of Going Public
- Your Sales Team Just Has to Be Product Experts. Even if You Have a Hot Hand.
- Want 600 More Leads? Sponsor SaaStr Annual 2026 + AI Summit By December 15!
- Dear SaaStr: When a VP Sales is Struggling, What Do They Start to Do That … They Shouldn’t?
- The $1.5 Trillion Software Tailwind: Why Thoma Bravo’s Orlando Bravo Says AI Valuations Are in a Bubble — But Enterprise Software Isn’t
- 5 Questions to Ask When Growth Slows
- Dear SaaStr: What is the Standard Commission Percentage in SaaS?
- Go-To-Market Isn’t Dead. It’s You: A Wake-Up Call for B2B Leaders in the AI Era with Jason Lemkin
- Want A Job in Tech? SF Added 11K Net New Hires — 2x NY, 40x Austin, 30x Miami
- Dear SaaStr: From 0 to $10m ARR, At What Point Do We Start Hiring and Whom?
- Why AI Agents Will Be The Death of the B Player. In Almost Every Category.
- Carta: Co-Founder Break Ups Are Accelerating. 23% Now Leave Within 3 Years. 30% Within 5. 35%+ Within 7. And The Numbers Are Going Up.
- Dear SaaStr: What Are Your Top Tips For Hiring Our First Few Sales Reps?
- Stop Blaming VCs When Your Equity Is Worthless. They Are Just The Enablers.
- Dear SaaStr: What’s a Good Agenda for A Weekly All-Hands Meeting?
- New SaaStr AI LIVE with Jason Lemkin: VC Funding in the AI Era: What’s Actually Getting Funded in 2025 and Why Your B2B Startup Might Be Left Behind
- Dear SaaStr: How Do I Launch a Second Product? And Who Should Launch It?
- Our SaaStr AI Startup Valuation Calculator Crosses 400,000 (!) Valuations. And Now We Can Tell You The Odds You’ll Get Funded. In Seconds.
- The Simple Guide to When to Vibe Code an App. And When Not To.
- Dear SaaStr: What Does Typical VC Due Diligence Look Like for a Seed Round?
- 20VC x SaaStr This Week: Are Burn Multiples BS in an AI World? Plus Sam Altman’s $1TRN Energy Problem, Zuck’s AI Strategy Crisis & The Great PE Reckoning
- The Great SaaS Price Surge of 2025: A Comprehensive Breakdown of Pricing Increases. And The Issues They Have Created for All Of Us.
- Dear SaaStr: We Have a Sales-Led Motion and SMB Customers And The Economics Aren’t Working
- 5 Interesting Learnings from Wealthfront at $340,000,000 in “ARR”
- It’s Not Just You. Everyone Is Paying a Lot More for AI Engineers. Especially Equity.
- Dear SaaStr: How Long Should New Account Execs Get to Make Quota?
- Join Snowflake’s CRO + CMO and More at SaaStr’s Digital AI Day NEXT WEEK October 8!! It’s FREE and Streaming!!
- Iconiq’s State of Software in 2025: Forward Deployed Engineers Up 12x; 55% of GTM is Now in Post-Sales; 2025 Is Crushing 2024 For Funding
- When Should You Sell Your Startup? A Basic 5 Point Framework
- Dear SaaStr: How Common Is It For Series A Investors To Get The Right to Block a Sale?
- “Non-Dilutive” Financing Has Its Place. But It Isn’t Free. And It Can Be Quite Dilutive.
- Enterprise Partnerships Bootcamp: How to Land, Scale, and Win with Linear’s COO, Omni’s CEO, Theory Ventures’s Tunguz, and Vesey Ventures
- Dear SaaStr: I’m a Top Account Executive. I Think I Want to Go Into Management, But I’m Not Sure
- Can AI Agents Really Manage Other Agents? They Can in Replit V3. It’s So Cool — But Also More Work, Not Less. What I’ve Learned
- Dear SaaStr: We’re at $10m Run Rate, But A Lot is Consumption Based. Does That Count as “ARR”?
- SaaStr AI App of The Week: Gamma. (The AI Sales Deck Generator That’s Converting Our Biggest Partners)
- How To Immediately Have Much Better Board Meetings: Get “3+3 Feedback”
- Dear SaaStr: We’re Growing 14% a Month at $500k ARR. Is This Enough to Get VCs Interested?
- 20VC + SaaStr is Back!! NVIDIA’s $100B OpenAI Investment, H-1B’s $100K Fee Impact on Startups, and Is “Triple Triple Double Double” Really Dead?
- A “Fractional” VP of Sales Almost Never Works. Avoid Them. Here’s Why.
- Dear SaaStr: We’ve Only Raised $2m. Should We Sponsor Events Like SaaStr Annual?
- SaaStr’s AI Agent Playbook: How We Deployed 20+ Agents to Scale 8-Figure Revenue with Single-Digit Headcount
- Dear SaaStr: Can I Have My SDR Manager Also Manage My Account Executives?
- 5 Interesting Learnings from Navan at ~$700,000,000 ARR
- When It Looks Like Someone May Leave, You Have to Start Reading Their Emails
- Dear SaaStr: How Can I Earn a Price Increase?
- SaaStr’s New AI-Powered Start Up Valuation Calculator Crosses 300,000 Valuations — in 30 Days!!
- 5 Reasons to Meet Your Competitor’s CEO
- The GTM Playbook for Building a $300M+ ARR Business: Lessons from ClickUp’s COO Gaurav Agarwal
- Dear SaaStr: How Do I Focus On The Right Things as a Solo Founder?
- With Any New VP — You’ll Know By Thursday
- The Real Learnings From 1,000,000 AI Conversations with Clones of Brian Halligan, Lenny Rachitsky, Keith Rabois, and Jason Lemkin
- Dear SaaStr: When Negotiating an Acquisition, Should We Factor In The Coming Month’s ARR?
- What We’ve Learned From The First 700+ VC Pitches Through SaaStr’s New AI VC Deck Analyzer: Few Are Fundable … But We Can Show You How, Why and Where
- The Hidden Trap: Why Your CRO Shouldn’t Get Credit for Price Increases
- Dear SaaStr: How Do You Manage a Board That Doesn’t Want to Agree to An Acquisition?
- Why 50% of Your Current Team May Not Be Needed 12-18 Months From Now: The AI Skills Gap
- Dear SaaStr: What is a Good Approach For Price Increases with SMBs?
- IPOs Fire Up Even More in September: This Week It’s Netskope and StubHub
- 5 Interesting Learnings from Figma at $1 Billion in ARR
- SaaStr AI App of The Week: Qualified. (The AI BDR That Crushes It For SaaStr Itself.)
- Dear SaaStr: Why Do So Many B2B Vendors Not Show Prices for Enterprise Plans?
- How to Increase Your Option Pool By 10% For “Free”: Move to 5 Year Vesting
- The First Week of a Great VP of Sales. And The First Month of a Mediocre One.
- One Reason to Make Your Startup “Hot”: It’s Just So Much Easier to Hire Sales Talent
- Dear SaaStr: We’re Going to Need to Do a Downround at a Lower Valuation. How Do We Handle It?
- The 90% Rule: Why Zapier’s $5B AI Strategy Mixes Humans + Agents (And 4 Mistakes That Kill AI Rollouts) with CEO Wade Foster
- The Great AI Token Paradox: How We’re Simultaneously Driving AI Costs Down and … Up
- My #1 Tip When You Are Pitching VCs: Just Ask Them What The Odds Are They’d Invest.
- Dear SaaStr: I’m at $10m ARR But Growth Has Slowed And Cash is Tight. Should We Sell or Push On?
- The Tough Question Every CEO Must Answer: Would You Hire Every VP on Your Team Again?
- Dear SaaStr: What Are The Two Most Important Marketing KPIs on The Way to $10m ARR?
- The Great IPO Awakening: Are We Back?
- The Silent, Lurking Churn: Activation Rates Less Than 90%
- Dear SaaStr: What’s the Best Way to Help Top SDRs Become SMB Account Execs?
- 10 Hard-Won Lessons from Jeff Lawson (Founding CEO Twilio) on AI Disruption, Big M&A, and the Future of SaaS
- What’s Better, Selling for $50m Today or $1B Later? It Can Be Murky
- Dear SaaStr: What Are the Slides That Should Be in Every VC Pitch Deck?
- Is SEO Dead? Maybe, But Not At SaaStr. Our Search Impressions Are Up a Stunning 5x in Last 12 Months!
- The AI Marketing Revolution: Key Insights from G2’s CMO on How B2B Buying Has Forever Changed
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