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- The GTM Stack Anthropic Uses From Its Head of Industries: Surprisingly Familiar Names. Used In New Ways.
- A Deep Dive With the Replit Team on Our Agents: 10K, QBee, the AGI-ish Bloomberg Beta Email, and Programming in English (For Real)
- Dear SaaStr: What’s the #1 Mistake New Sales Leaders Make?
- One Unexpected Benefit of Our AI VP Customer Success: Customers Yell a Lot Less. Everything Is Just … More Calm.
- The #1 Mistake I See Founders Make When They Hire Their First VP of Sales
- AI App of the Week: Delightloop, the AI Agent That Closes Deals With Physical Gifts
- The One Secret Tip To Hiring a Great Sales Rep (In The Early Days)
- How One AI Teammate Beat a Stack of 20 AI Sales Agents With Vivun’s CMO
- The SaaSpocalypse Is Officially Over. Public Software Is Back to Green at the Index Level. But The Gains Aren’t Remotely Even.
- How Our AI Agent Booked 614 Meetings from 442K Chats, And Why B Leads Are Pure Gold If You Add AI. The Top Learnings from Agent’s Day of SaaStr AI Annual 2026
- Salesforce Just Reaccelerated Growth at $45B+ ARR. It Took the Entire Kitchen Sink. 5 Learnings.
- The Best Sales Reps Get Customers to Buy. Even When They Don’t Need to Right Now.
- 20VC x SaaStr This Week: Anthropic Hits 70% Margins, OpenAI Files Its S-1, and Nvidia Yawns at $58B
- AI PR Is Killing Your Startup’s Chances With the Media
- Gartner: AI Software Spending to Grow 60% to $453B in 2026. And Another 41% to $638B in 2027
- Dear SaaStr: How Do The Best Sales Leaders Retain Their High Performers?
- Datadog Stock Is Up +66%. Here Are 5 Reasons Why, And Why It’s the Cleanest AI Beneficiary in B2B
- Dropbox Hit $1B Faster Than Any B2B Company Ever. But Now, It’s The End of an Era
- That First Magical Sales Rep. The AI Era Edition.
- How Owner.com’s CRO Is Closing $2M+ in ARR Per Rep With AI: 5 Things You Can Steal
- For Frack’s Sake, It’s Not Too Late to Ship an Epic AI Agent. And Get Back to Real Growth.
- Top 10 Learnings From Building Our Own AI VP of Customer Success “Qbee”
- Don’t Lose a Great CoFounder, Whatever It Takes
- Why 95% of Customer Success Managers Can’t Be Turned into Forward Deployed Engineers. And What That Means.
- The Agents Episode #005 is Out! Our 2 AI VPs Cost $257/Month, a Website Willed Itself Into Becoming an Agent, and QB Sent 83 Personalized Emails at 12:20am
- Dear SaaStr: As a Startup, What Are Some Effective Ways For an Underdog to Take Down Their Competition?
- Even a Mediocre Prompt Can Build Pretty Good Software Today
- SaaStr AI App of the Week: Helply. The Bootstrapped B2B Support Platform That’s Free Forever, Charges Only When AI Actually Resolves a Ticket, and Showed Up to SaaStr AI 2026 With Giant Pandas
- Dear SaaStr: A Big Tech Co Launched a Competitive Product. How Can I Tell How Serious They Are About It?
- Forget “Would You Hire Them Again.” The Real Test Now Is Whether You’d Replace Them With an Agent.
- 20VC x SaaStr: Anthropic at $900B+, Salesforce Spends $300M on Tokens, SpaceX Files for the Biggest IPO in History, and Why the Tech Lash Is Just Beginning
- Dear SaaStr: Should Your Ask a Prospect What Competitors They Are Looking At?
- How Anthropic Rebuilt Its Sales Org From Scratch When Demand Went Vertical: 54% of New Enterprise Logos Now Come Self-Serve
- The Modern GTM Org in 2026: 20-30% Leaner, 9x Flatter, ~2x More Net New Revenue Per Rep. The Latest from ICONIQ Growth.
- High NRR is Magic. It Can Also Hide a Lot of Problems.
- Why 10K (Our AI VP Marketing) and QBee (Our AI VP Customer Success) Work So Well: The App and the Agent Are One System
- 5 Interesting Learnings from HubSpot at $3.5B in ARR: 23% Reported Growth, $211M in Buybacks, and a 16% Stock Drop
- Why It’s Year 3 When You Lose Your Larger Customers (And in The AI Age, It’s Becoming Year 2)
- 144 B2B APIs Graded. The Average Score is 71/100. The New AI Agent API Report Card Tells Us Where B2B Really Stands.
- What to Do If Your Business Decelerates
- Tired vs. Wired: $4 Trillion in IPOs Coming, $100B in M&A, Vibing Isn’t Killing Salesforce After All, and Why the B2B Doomers Were Dead Wrong (Mostly)
- AI Is On Fire. And So Every Single B2B Traffic Channel Is Up YoY for SaaStr AI. Even SEO is Up +42%
- The Investments Where I’m Going to Lose All My Money
- Schmoozing Is Dead, Agents Are Hitting 120% of Humans, and Growth Is the Only Thing That Matters: 10 Things From the Closing Q&A at SaaStr AI Annual 2026
- When Growth Slows, Is It Sales’ Fault or the Product’s Fault? The Answer Has Changed.
- Dear SaaStr: How Do I Convince My CEO that Marketing is Important?
- Our AI VP of Marketing Updates Our Revenue Forecasts in Real Time, Without Bias. That Alone is Magical.
- Dear SaaStr: How Do I Know If My New VP of Marketing Is Going To Make It?
- Figma Beats, Raises and Accelerates! Boom! Stock Rockets 12%! But … It Still Trades for Less than 10X ARR
- Yes, SaaStr AI Annual 2026 Crushed It. But We Had to Rebuild Our Entire Customer Base for AI.
- The Pros and Cons of Working Directly for the CEO
- We Haven’t Had a Great CS Experience in Years. But Our FDEs Have Been Incredible.
- Don’t Be a “Woe is Me” Founder. That’s Always a Recipe for Failure. Especially Now, In The Age of AI
- Dear SaaStr: Should a Startup Founder Handle Sales Themself When First Getting Started?
- We’re Hiring a Human Marketing Exec to Report to 10K, Our AI VP Marketing. Could You Report to an AI?
- Should You Fire an OK-but-Not-Great VP of Sales? Probably Not (Updated)
- Dear SaaStr: How Long Does It Take the Average B2B Startup to “Exit”?
- Two AI VPs for $257. A Website Became Our 21st Agent. Killed a $4K SaaS App in 60 Minutes: The Agents #005 Is Out!!
- Who’s Winning Enterprise AI Now: Claude Up 128%, Gemini Up 48%, OpenAI Down 8%, Grok Still A Rounding Error
- The #1 Way to Win as a GTM Exec in the Age of AI: Be a True Product Guru. Know Your Space 10x Better Than Any Customer.
- Your Marketing Site Should Be Even Better Than Your Product
- Dear SaaStr: What Are The Top Things to Know Before Starting a B2B Startup?
- 20 Newly Added SaaStr AI 2026 Sessions and Workshops You Don’t Want to Miss. From Coreweave to Snowflake to the CRO AI of Stripe. Starts Tomorrow!
- 5 Interesting Learnings from Monday at $1.4 Billion in ARR: Guidance Raised, Stock Crushes, NDR Up to 116%, But Real AI Revenue Still Ahead
- Stop Discounting. Start Deploying. The New Way to Close Deals in B2B + AI.
- OpenAI Has Already Created 300+ Decamillionaires. More Than a Decade of B2B IPOs Combined. Before Going Public.
- Dear SaaStr: I’m a Seed Stage, First Time VP of Sales. What Should I Do To Be Successful?
- Salesforce is The GOAT of B2B. It Got to $31B ARR in 19 Years. Anthropic Did it in 4. Here’s Why
- I’m Thinking of Joining an Early Stage Startup as the First Sales Exec. How Do I Pick Right?
- Is Our AI VP Marketing … Really a True VP? We Asked Him
- 93% of You Say Competitors Lie To Close Deals. You’ve Gotta At Least Get Good at Counter-FUD.
- The Real, Simple Reason CEOs and B2B Execs Get Fired
- SaaStr AI Annual 2026 Kicks Off Tuesday. Here’s Everything You Need To Know Before You Get Here.
- The B2B Reacceleration Is Real, But Uneven. Twilio, Atlassian, Datadog, Cloudflare, and Palantir Just Proved It. HubSpot and Shopify Still Have To.
- 397% View Growth in 28 Days: Our New Podcast “The Agents” Seems To Be a Hit. And YouTube’s AI Agent Shares With Us Why.
- Dear SaaStr: How Long Should I Wait to Follow Up After A Big Customer Pitch?
- 20VC x SaaStr: The Most Aggressive Quarter in American Capitalism, Palantir’s Rule of 145, and Why Brian Armstrong Just Killed the Manager-of-Managers
- Our AI VP of Customer Success “QBee” Saved Us 70% of the Human Hours Vs. Before. Both Internally and With External Teams. A 3x Multiplier.
- DAU, WAU and MAU Are the New Lighthouse Metric in B2B + AI. Harvey’s a Great Case Study.
- Dear SaaStr: How Big Should The Addressable Market Be to Go into Vertical SaaS?
- Tragedy Apps, Database Deletions, AI PR Pitches I Block on Sight, and Why We’re Hiring a Marketer to Report to an AI Agent: The Agents #004 is Out!
- Want to Know How Any B2B Company Is Really Doing? Follow the Net New Customer Growth
- Dear SaaStr: How Do I Know If It’s The Right Time to Sell My Company?
- The Top 10 Best Reasons to Come Last Minute to SaaStr AI Annual 2026 NEXT WEEK!
- $254. That’s What It Cost Us To Run Our AI VPs of Marketing and Customer Success Last Month.
- Dear SaaStr: When Do You Start to Develop a Brand in SaaS?
- Palantir Q1 2026 Has Broken the Enterprise Software Mold. Again. Revenue Growth Accelerates to 85% at $6.5B+ ARR
- High GRR Is Great. But It Can Also Mask Decay. A Real Risk for ServiceNow and Workday in Particular.
- We Just Crossed 1,000,000 Startup Valuations on Our Free SaaStr.ai VC Tools
- Dear SaaStr: Do I Really Need a Top Brand VC?
- Why Does No One in AI Have Support?
- A Few VP of Sales / CRO Personas to Stay Far Away From
- Dear SaaStr: When Does It Make Sense to Price Low in the Market?
- The Simplest Way to Make Your Product More Agentic This Month? Make Sure Your API Is Actually Agent-Friendly. It Probably Isn’t.
- Dear SaaStr: What Should I Do When VCs Ask About The Competition?
- Atlassian and Twilio Crush the Quarter, Accelerate. Is the SaaSpocalypse Over?
- Yes, Many Software Leaders Have Moats. No, That’s Not Enough.
- Dear SaaStr: I’m Joining a B2B Startup at $3m ARR as VP of Sales. What Should I Do First?
- 20VC x SaaStr: When the Agents Pick the Models, OpenAI Comes Back to Life, and Thoma Bravo Just Wiped Out $5.1B on Medallia
- Our AI Agents Drove 40% of Our Attendance Growth at SaaStr AI Annual 2026. Here’s What That Actually Means.
- Salesforce Has Quietly Cut 55% of Its SF Office Since 2019. OpenAI + Anthropic Took More Than All of It Back
- Dear SaaStr: What Sales Techniques Helped You Consistently Succeed While Others Failed?
- Our Agents Drove Our Salesforce Bill Up 80%, Marketo Hates AI Agents, and We Stealth-Churned Off Notion: The Agents #003
- We Vibe Coded Our Own AI VP of Marketing and Customer Success Platform. Two Vendors Just Lost $20k+ Each. And They’ll Never Know Why.
- I Need Agentic Email. Claude Said Try AgentMail For a New Project. So I Did. And Never Looked At Anything Else.
- What’s Your Loss Rate? You Really Should Know
- Everyone’s Debating Lines of Code in Vibe Coding. Meanwhile, 14,230 Lines Runs Our Whole GTM.
- The App Explosion Has Only Just Begun. Yes, We Now Even Have an AI Parking Pass Distribution App.
- Dear SaaStr: How Many Investor Updates and Meetings Do I Owe My Investors?
- The First 44 Speakers for SaaStr AI Annual 2026: The Founders and Operators Actually Shipping AI at Scale
- Why We Pay Salesforce 83% More Than Last Year. But Stopped Using Notion Entirely. The AI Agent Seat Problem Is Real.
- Gartner: Software Spend Now $1.44 Trillion in 2026, Revised Back Up to 15.1%. The Slowdown Never Came. Are You Grabbing That Budget?
- Dear SaaStr: What’s a Big Check for a VC Investor?
- 10 Things You’ll Know How to Do With AI After SaaStr AI Annual 2026. That You Can’t Do Today
- Top 10 Takeaways from The Agents #002: Lazy Agents, Stealth Churn, and Why 60% Solutions Are Dead
- Dear SaaStr: What Sales Comp Plan Should I Use For Our Very First Sales Rep?
- If You Are at Scale, You Now Have 2 Full-Time Jobs: Keep Your Installed Base Happy. And Winning the AI Agent War in Your Space.
- A Terrible, Terrible Week in Software Stocks. But Not Necessarily a Terrible 12 Months.
- Dear SaaStr: How Long Should You Give a New Sales Rep?
- Medallia Is Just the Opening Act: 12+ PE SaaS Deals With $50B+ in Debt at Risk of Blowing Up
- Top 10 Learnings from Sapphire Ventures’ 2026 Software x AI Report: 80+ $100m ARR AI Startups, The Ultra Round is The New Normal, and Enterprise is 50%+ of VC Now
- Dear SaaStr: What Was Your Very First Sales Story? How Did It Go?
- 20VC x SaaStr: The $60B Cursor Deal, Claude Design Comes for Figma, and Why Rippling’s 78% Growth at $1B Kills the “SaaS Is Dead” Meme
- Who Gets an FDE, and Who Doesn’t: The Great B2B + AI Debate Right Now
- 5 Interesting Learnings from ServiceNow at $14.7B in ARR: 22% Growth, Rule of 54, and the Paradox of Beat-and-Lose
- A Great VP of Sales Isn’t Great at Everything
- Our Own Agent Deleted Amelia, HubSpot Gave Us a Zero, and 100 Days Since I Opened Canva: The Latest In The Agents #002
- The Real Reason B2B Stocks Are Crashing in 2026: The Software Just Isn’t Good Enough for the AI Age. Not Anymore. The Latest Case Study Here.
- Learning to Vibe Code at SaaStr AI Annual 2026. Build It, Ship It, Vibe It. Deploy It.
- Dear SaaStr: How Do I Know If My New VP of Marketing Is Working Out?
- Marketing Is Not Complicated. Show Up Where Your Customers Are.
- The Top 10 Private AI Companies Are Now Worth More Than Every Public SaaS Company Combined
- Dear SaaStr: Should I Remove Monthly Subscriptions to Drive Down Churn?
- 50% of SaaStr AI Annual 2026 Attendees Run The Company. They’re There To Truly Get Ahead in The Age of AI. Come Meet Them!
- No Lead Left Behind: The Simplest and Most Important Reason AI Agents Actually Work in GTM
- It’s Not Just You. Customers Are Asking for Shorter and Shorter Contracts in the Age of AI
- Dear SaaStr: Should We Over-Charge or Under-Charge our First Customers?
- What Moat? 18-Month Headstarts Are Now Compressed Into Being a Weekend Ahead of Your Competitor. Here’s Our Latest Real World Example.
- Our AI VP of Marketing Shipped 3 New Campaigns on Saturday. Come Build Yours May 12.
- Dear SaaStr: What’s It Like to Have Your Company Acquired by One of the Tech Giants?
- Salesforce Just Launched Headless for AI Agents. We’ve Already Been Living It for 6 Months.
- Top 10 Learnings from The Agents #001: No Lead Left Behind, AI Agents Catching What Humans Miss, and the Smartest GTM M&A in Years
- 10+ Simple Tips To Help Any Account Executive Close More
- 10+ Live Vibe Coding Classes at SaaStr AI Annual 2026. Taught by Replit + Team SaaStr. Because Waiting on Engineering Is Over.
- Why So Many Are Struggling in the AI Era: They Are Shipping 60% Solutions
- The CEO Never Gets to Step Away From Sales
- 20VC x SaaStr: “I Don’t Buy Dario Anymore”, Mythos Withheld Over Zero-Days, Meta’s Muse Spark Gets Back in the Game, SpaceX at $2T on 108x Revenue, and Why 60% Agents Are the Slow Death Spiral for Public SaaS
- The Top 10 Most Popular Sessions at SaaStr AI Annual 2026 (So Far). May 12-14 in SF Bay!
- VC in 2026: 75% of All the Money Is Going to Just 5 VC Funds. And To Just 5 “Startups.”
- Dear SaaStr: What are Some Early Signs a New VP isn’t Going to Be a Fit?
- Introducing “The Agents”: A New Weekly Show Where We Share Everything Happening With Our 20+ AI Agents in Production. The Good, The Bad, and The Broken.
- Our 1.25 Humans + 20 AI Agents Closed 140% of What Our All-Human Sales Team Did Last Year. But I’m Not Sure That’s the Real Story.
- 5 Interesting Learnings from Klaviyo at $1.2 Billion in ARR: 32% Growth, 110% NRR, and Somehow Only 4x Revenue
- Dear SaaStr: I’ve Been Out of Sales For 6+ Years. Is It Too Late to Get Back In?
- We Shipped a Production App in One Waymo Ride. 25 Minutes. Zero Lines of Code I Wrote Myself.
- Anthropic Only Has ~5,000 Employees. Almost No One Has Ever Been This Efficient. That’s By Choice.
- If Times Are Tough — Don’t Hide. Be Present.
- Dear SaaStr: What Are Some Things Sales Can Do Besides Discounts And Add-Ons to Get a Customer to Buy?
- Come Join Us at the 2026 SaaStr AI CMO Summit on May 14th with Snowflake CMO Denise Persson and 150+ of the Top B2B + AI Marketing Leaders
- Why No One Has Enough FDEs, Why CS Can’t Fill The Gaps, And Why Agents Mostly Can’t Deploy Themselves. Not Yet At Least.
- Dear SaaStr: What’s the #1 Most Important Thing To Look For In Your First Sales Rep?
- 250 No-Cost Passes to SaaStr AI Annual for the Next Generation of Underrepresented Revenue Leaders. Apply Now.
- I Love Canva. It’s Cheap. I Might Cancel Anyway Because of AI. And That’s a Warning for Every B2B Vendor
- Dear SaaStr: What’s Your #1 Opener in Sales?
- The Leading Public Software Companies Are Now Down -50% in the Last 6 Months
- Databricks: Only 19% of Organizations Have Deployed AI Agents. But They’re Already Creating 97% of Databases.
- Dear SaaStr: When Should I Pay Commission on B2B Sales that Close Themselves?
- The Top 10 Reasons Your AI Agent Implementation is Failing
- The Big 3 IPOs Will Dwarf Everything Else Since 2000. Combined.
- 20VC x SaaStr: Anthropic Hit $30 Billion and Training Costs a Quarter of OpenAI’s, SpaceX Files at $1.75 Trillion, and Why the Big Three Will Dwarf Every IPO of the Last 25 Years Combined
- HubSpot Switching AI Pricing From Per Use to Per Resolution. But Does It Really Matter?
- Meet the Leaders of the Agentic CRM Revolution at SaaStr AI Annual 2026, May 12-14 in SF Bay!
- Dear SaaStr: What Qualities Make a CEO The Best In Their Industry?
- We’ve Deployed 20+ AI Agents. Here Are the 10 Mistakes Almost Everyone Makes
- 5 Interesting Learnings from Samsara As It Reaccelerates at $1.9 Billion in ARR
- 3 Things That Are Hard to Recover From. And 3 Tough Things You Bounce Back From Stronger.
- Which CRM Should You Use in 2026/2027? Follow the Agents
- Anthropic Just Passed OpenAI in Revenue. While Spending 4x Less to Train Their Models
- How Databricks Sells to Dozens of Industries Without Building a Single Vertical Product
- 10 Things I’d Do Differently as a Founder Next Time
- It’s Sunday on Slack. No One Told Our AI Agents They Didn’t Have to Check In.
- OpenAI’s $122B “VC Round” Is Vendor Deals, Contingent Capital, and a Guaranteed Return It Arguably Can’t Afford
- Dear SaaStr: As a Startup Founder What Was The Worst VC Meeting You Ever Had?
- Come to SaaStr AI Annual in May, and We’ll Teach You How to Build an AI VP of Marketing. For Real.
- We Can Never Go Back to Working Without AI Agents
- Dear SaaStr: What Was The Best Advice You Ever Got From an Angel Investor
- What CIOs Are Most Looking to Replace with AI Today
- Why Every Tech Company at Scale Should Be Looking at Deals Like OpenAI + TBPN
- Dear SaaStr: Did it Ever Take You a Year Or More to Close a Sale?
- How We Built Our AI VP of Customer Success, “Qbee” — And How You Can Build Yours
- We’ve Crossed 4,000 (!) VC Pitch Decks Graded With SaaStr AI’s Pitch Deck Analyzer. Here’s What It’s Taught Us About Fundraising in 2026
- Never Have a Tough Conversation Over Email. And A Few Other Unforced Management Errors.
- 20VC x SaaStr: Anthropic’s 10-Trillion-Parameter Leak, OpenAI Kills Sora, Masa’s $40B Bridge Loan, and Why the Cybersecurity Panic is Backwards
- Even the Best Agencies Eventually Run Their Course. The Best AI Agents Won’t.
- RevenueCat Grew +40% Last Month Alone. Why? AI Tailwinds. You Gotta Find Yours.
- Dear SaaStr: Does a Big Exit Make You Happy?
- 7 Of The Top Things Founders Get Wrong When They Start a B2B Company
- 5 Honest Lessons on How AI is Actually Rewiring B2B Sales (From Salesforce, Momentum, and Mangomint)
- Grow or Die
- Dear SaaStr: What Should I Do if My Co-founder is a Complete Jerk?
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