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- 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?
- Our AI VP of Marketing “10K” Said To Drop Prices. Our 10+ Years of Data Said Otherwise. Our AI VP Marketing Was Right.
- Dear SaaStr: Have You, As a CEO, Ever Stood Up for Your Employee Against a Customer?
- I Vibe Coded 10+ Apps Used Almost a Million Times. Then I Had To Stop for 90 Days.
- SaaStr AI App of the Week: Reevo — The $500M Bet That Your Entire GTM Stack Should Be One Platform
- SaaStr AI Annual 2026 Attendance is 143% of Last Year. Sponsor Last Minute to Crush Your 1H2026 Plan.
- It’s Just Easier to Work With AI Agents Than Humans. And That’s Why 2027 Worries Me.
- What 141 CIOs and $765 Billion in Capex Tell Us About Where B2B Software Is Headed: The Latest From Redpoint
- 10 Things To. Know Before Rolling Out Your First AI SDR
- What the Co-Founder and CTO of FAL Learned Building an AI-Native Business From Scratch
- Dear SaaStr: Buyers Keep Pushing for Shorter Contracts. Should I Give In?
- The Danger Zones and Dead Zones of B2B Growth
- How to Build a Highly Efficient SMB Sales Machine With AI and Automation (7.2x Bookings-to-Comp) with Mangomint’s VP Sales
- Dear SaaStr: Growth Has Slowed for 2 Years Now. What Can I Do To Reignite It?
- 20VC x SaaStr This Week: Anthropic Is Eating OpenAI’s Enterprise Lunch, Figma’s Real Problem Isn’t Stitch, and the Unicorn Math Nobody Wants to Talk About
- Our AI Customer Success Agent Is Working Harder Than 95% of Human CSMs I’ve Worked With. Maybe More Than 95%.
- Faster Closes. Shorter Contracts. Leaner Teams. The Top 10 Learnings From the Latest ICONIQ GTM Report.
- Dear SaaStr: Can I Convert My Customer Success Managers into Forward Deployed Engineers?
- Five AI Agent Vendors Asked Us to Try Their Product This Week. Just One Got Deployed. Here’s the Difference.
- The SaaS Rout of 2026 Is Even Worse Than You Think. For the First Time Ever, Software Now Trades at a Discount to the S&P 500.
- Dear SaaStr: How Long Does It Take to Deploy an AI SDR?
- You Can’t Train an AI Agent and Then Just … Go Away. We Did, It Fell Off The Rails. And We Didn’t Even Know.
- 5 Ways to Turn Your Support Data Into a Customer Acquisition Channel with HappyFox’s Founder CEO
- The “Buyers Won’t Trust an AI” Objection Is Already Collapsing
- Dear SaaStr: Should I Use an AI SDR Before I Have a Working Human SDR motion?
- You Have All the Power as a Hot AI Founder. Just Don’t Accidentally Push VCs Into “Maybe Not.”
- Dear SaaStr: We’re At $8m ARR Growing 90% But Can’t Get a VC To Give Us a Term Sheet
- We Use 1 CRM. But We Use 6+ AI Sales Agents Running 24×7. What Does That Tell Us About the Future of B2B?
- SaaStr AI App of the Week: Launchpad.io — The Enterprise Platform That Lets B2B Software Companies Ship Production Apps in Weeks, Not Years
- Dear SaaStr: Our CFO Sounds Very Polished but We are Missing the Burn Rate Plan Almost Every Month. What Should I Do?
- To Thrive Today, You Have to Become An Agentic Deployment Expert. But So, So Few Actually Are.
- Dear SaaStr: Should I Hire More FDEs or CSMs for Our AI Agent Product?
- The Latest 20VC x SaaStr: NVIDIA’s $1T Forecast, Why Meta’s 16,000 Layoffs Are a Feature Not a Bug, and Adobe’s CEO is Out
- We Hit 140% of Last Year’s Revenue in Q1 — With 1.25 Humans in Sales and 20+ AI Agents
- Try the New Digital AI Jason 2.0 — For Free! Get All Your B2B + AI Questions Answered!
- Dear SaaStr: At What Stage Should a Startup Hire a CMO?
- I Added an AI Chatbot to Our AI VP of Marketing Today. Cost? $0.20. Time? 25 Seconds. It’s Better Than 98% of What I Could Buy.
- Dear SaaStr: Is it Bad to Leave a Struggling Startup?
- How Much of the Software Slowdown Is Just Budgets Flowing to Anthropic and OpenAI? Maybe As Much As 70%
- 5 Uncomfortable Truths About AI Adoption That Most VPs of Sales Don’t Want to Hear: The Data From Larridin
- Dear SaaStr: How Should I Present The Competition Slide of My Pitch Deck if I Have Too Many Competitors?
- You Have $100M ARR, 100%+ NRR, and 10,000 Customers. Why Are You Quitting to Start an AI Company?
- 10 Things to Know Before You Deploy Your First AI SDR: The Very Latest with SaaStr’s Jason and Amelia
- Be Honest If Growth Has Slowed. Is Your Product Still Magical? It Probably … Used to Be.
- SaaStr AI App of the Week: v0 by Vercel. The Vibe Coding Tool That 4 Million People Use to Ship Real Software, Not Just Demos
- 20VC x SaaStr This Week: Anthropic Sues the Government, The Death of the Junior, and Why “Gentle Deceleration” is Over
- Wiz Had 4 Co-Founders. Databricks and Anthropic Have 7. Stop Overthinking It.
- 6 Tactics to Retain Angry Customers
- We’re 60 Days Out from SaaStr AI Annual 2026. Last Chance to Apply to Speak. And Why You Should Sponsor.
- Being a “System of Record” Won’t Save You. It’ll Just Make Your Decline More Comfortable.
- Dear SaaStr: When Should I Vibe Code An App vs. Buy One?
- If Your AI Feature Didn’t Materially Boost Revenue, It Doesn’t Count. Try Again.
- While Most B2B Companies Are Decelerating, Cloudflare Just Had Its Best Quarter Since 2021. 10 Numbers That Explain Why
- Dear SaaStr: I Want to Roll Out an AI SDR. How Do I Start?
- The 4 Levels of Prompt Portability: Why Some AI Agents Will Hold Retention and Most Won’t
- Dear SaaStr: Do You Have to Have a Super Strong Brand Like SaaStr To Get AI SDRs to Work?
- The Rise of the “N=1” App: When Building It Yourself Really Beats Buying It.
- Dear SaaStr: Should I Run 20+ AI Agents the Way SaaStr Does?
- The Honest Reason AI Will Beat Many Sales Reps: They Don’t Really Do A Lot Of The Work. But Agents Do and Will.
- The Cowan Paradox: Why AI Agents Won’t Let You Do Less Work. They’ll Make You Do More.
- The Top 10 Learnings From RevenueCat’s State of Subscription Apps: How 115,000+ Mobile Subscription Apps Deliver $16B in Revenue. What’s Working. What’s Quietly Killing Growth.
- Dear SaaStr: What’s the Best Way to Follow Up With a Prospect That Says “I’ll Get Back to You”
- “Digital Jason” Hit 2.7 Million Conversations in 12 Months (!). Here’s What I Learned Cloning Myself.
- Dear SaaStr: How Can I Become a Better VP of Sales?
- 20VC x SaaStr: The AI Power Grab — Anthropic Blinks, OpenAI Raises $110B, and Every CEO I Know Wants to Cut 40% of Their Team
- If You’re Behind on AI, Put Your 10-20 Best Engineers in a Different Building. Today.
- CrowdStrike Just Had Its Best Quarter Ever. So Much for AI Disrupting Cybersecurity. But The Markets Want to See … Acceleration.
- How Big of a Sales Team Do You Really Need at a Hot AI B2B Startup? The Two Playbooks.
- Dear SaaStr: I Have a Final Interview for an SDR Role at a Top Vertical SaaS Company. How Do I Nail It?
- We Have 30 AI Agents in Production. Here Are the Top 5 Issues No One Talks About
- I’m Still Tired. And If You Are Too, I Get It.
- Dear SaaStr: We Have a $5M Acquisition Offer at $500K ARR. What Will Our VCs Think?
- How To Not Run Out of Cash as a Founder: 2 Things That Really, Really Help
- We’re Still Early to AI — And Your Team Needs More Help Than You Think
- The Great Myth of the Liquidation Preference: Yes, It Matters. But Not In Many Scenarios.
- 20VC x SaaStr This Week: Anthropic Wiped $20B Off Cybersecurity, 100K Deca-Millionaires Are Coming, and Why Every B2B Product Feels Dated Now
- 10 Months Ago, We Were Barely Using Salesforce. Now It’s Our AI Agent Hub.
- Dear SaaStr: Should I Take On Venture Debt?
- Claude is the Fastest Growing Enterprise Product Ever — And It Makes It Simple to Cancel. Why Do You Make It So Hard?
- DigitalOcean? It’s Up 12% in 2026. While The Rest of Software Is Down 24%. Here’s Why.
- Dear SaaStr: Is it Wisest to Approach One Investor at a Time?
- The Boomerang Founders: Why UiPath and Workday’s Creators Had to Come Back — And Who’s Next
- SaaStr AI App of the Week: Lightfield — The AI-Native CRM That Updates Itself, Preps Your Meetings, and Actually Knows Your Customers Cold
- Dear SaaStr: My Investor Wants Weekly Meetings. Is This Too Much Time?
- The Painful Gaps Between AI-Native and Traditional B2B Startups Today. Here’s a Checklist To Help. Which Are You … Really?
- The Agent Orchestration Problem: How We Wire 20+ AI Agents Together Without Losing Our Minds
- Stripe’s Latest Data: Startups Are Growing 50% Faster, Compute Demand Drove ~50% of GDP Growth, 60% More Apps YoY, and More
- Dear SaaStr: How Do You Know When It’s Time to Leave Your Current Company and Move On?
- The Wave of AI Agent Churn To Come: Prompts Are Portable
- The 2025 IPO Class, Graded. Only 3 of 13 Are Above Water
- What’s It Really Like to Be CEO of a Startup
- Don’t Love Your Job? I Hear You. But Don’t Quit. At Least, 99% of You Shouldn’t.
- AI Agents in Sales and Finance Aren’t Behind. They’re Just Next. The Latest Data from Anthropic and ~1,000,000 Tool Calls.
- Dear SaaStr: What Are The Top 5 Things I Should Know Before Starting a B2B Startup?
- Dear SaaStr: What is The Biggest Pain for a CEO?
- SaaS Isn’t Dead. But the Way You Used to Win in B2B? That’s Gone.
- Canva Crosses a Stunning $4B ARR, Growing 35% (!). But What Would It Be Worth Today?
- Dear SaaStr: As a CEO, How Do You Know That Your New Employee is an A,B, or C Player?
- Is SaaS Dead? No. But One Thing Is Clear: It’s Unstable.
- SaaStr AI 2026 is Running 132% of Last Year. But It’s Not Remotely That Simple. It Could Have Been -46%
- The Real Data on AI Agents: What 1 Trillion Tokens a Day Reveals with OpenRouter’s COO
- Dear SaaStr: A Big Customer Paid But Doesn’t Use Our Product. Should I Count Them as Churned?
- Our Annual CRO + CEO Summit Is Back May 12: Share The Best Learnings on AI + GTM With Other Top CROs and CEOs
- SaaS Markets Have Crashed in 2026. But Is Private Credit the Even Bigger Risk?
- Gartner Down 71%. Forrester Worth $105M. What That Tells Us About B2B Spend Right Now.
- Dear SaaStr: When Is It Worth Enforcing an Autorenewal Clause if the Customer Doesn’t Want to Pay?
- 20VC x SaaStr: Anthropic Raises $30B, The B2B Software Gravity Well, and Why Corporate America Is Willing AI Into Existence
- Figma Just Hit $304M in a Single Quarter. Growing 40%. And Just Like That — SaaS is Back.
- Debt Isn’t Free: What Every B2B Founder Needs to Learn from Divvy Homes’ $1 Billion Exit Where Founders and Most VCs Got $0
- When The #1 Sales Rep Stumbles. And Why It’s Happening More Often Now.
- Shopify is Growing 30% at $11.6 Billion. The Stock is Down -28%. Is Nothing Good Enough Right Now?
- The 90/10 Rule for AI Agents, A Deep Dive: When To Replace Paid SaaS Tools With a Vibe-Coded Apps. And When Not To.
- The 9 Qualities of a Great Sales Rep
- The 2x ARR Club: Don’t Let It Be You
- Salesforce Now Has 3+ Pricing Models for Agentforce. And Maybe Right Now, That’s The Way to Do It.
- Five “Cons” To Adding a Free Edition
- The Future of B2B Marketing is AI Agent Recommendations. And AI Agents Play Favorites.
- Gartner: Business Software Spend Will Grow a Stunning 14.7% in 2026 to $1.4 Trillion — Up From 11.5% in 2025. Are You Grabbing It?
- Dear SaaStr: At What ACV Can We Afford a Sales Team?
- 20VC x SaaStr This Week With Atlassian Co-Founder Mike Cannon-Brookes: Why B2B Software Isn’t Dead, What Anthropic’s $149B Projection Really Means, and Why CEOs Need to Stop Whining and Start Building
- Anthropic Just Hit $14 Billion in ARR. Up From $1 Billion Just 14 Months Ago.
- Dear SaaStr: If We Have Two Overlapping Products is it Better to Have One Sales Team or Two?
- Who’s Left In the 10x ARR Club? The Incredible Shrinking Elite of Public B2B Companies Still Trading at 10x+ Revenue. But … The Best Is Yet To Come.
- Your Buyer Isn’t Human Anymore. Neither Is Your Seller. Welcome to AI-Led Growth. With Firebolt’s President Hemanth Vedagarbha
- SaaStr AI App of the Week: People.ai — The Answer Platform That Turns Your Sales Activity Data Into the Only Forecast You Can Trust
- Want to Be a CEO Some Day? 5+ Ideas On How To Prepare Yourself
- Mike Cannon-Brookes CEO Atlassian on Why B2B Software Isn’t Dead, But Many Won’t Thrive In The Age of AI, and What Actually Matters Now
- The 2026+ Sales Team: What It Actually Looks Like
- Dear SaaStr: What Are The Biggest Lessons You’ve Learned from Failure as an Entrepreneur?
- CS Disco at 1x ARR. Harvey at 110x. Same Industry. Is This the Future for Pre-AI SaaS?
- Customer Support Hiring Has Fallen 65% in Just 2 Years. It’s The One Category AI Has Almost Destroyed. But It’s Not The Last.
- Dear SaaStr: When Is It Too Soon to Target Enterprise Customers in SaaS?
- Atlassian Is Growing 23% at $6.4B in Revenue. RPO Is Accelerating 44%. And the Stock Is Down 70%. What’s Really Going On.
- Dear SaaStr: How Can You Land Big Customers If You’re a New Startup No One Has Heard Of?
- What Folks Are Really Vibe Coding Today. (It’s Not Building Their Own Salesforce.)
- What We Actually Learned Deploying 20+ AI Agents Across Our Entire Go-To-Market (8 Months In)
- Dear SaaStr: What Should a Bootstrapped Startup Focus on during the Initial Stages of Growth, Get More Customers or Make a Few Customers Really Happy?
- Databricks at $5.4B, Growing 65%. Is It the Most Unstoppable Company in B2B Right Now?
- Inference is the New Sales & Marketing Spend
- Google: Actually, AI Hasn’t Hurt Search at All. In Fact, It’s Accelerating It.
- Dear SaaStr: How Do We Close Bigger Deals?
- $340 Billion in VC, But Fewer Deals Than Any Year This Decade: the Latest from SVB’s 2026 State of the Markets
- Two IPOs, Six Weeks Apart, Opposite Outcomes: 5 Lessons from Wealthfront’s Slide and EquipmentShare’s Pop
- Dear SaaStr: How Can You Ensure a Smooth Transition When A New Team Member Takes Over a Customer Account?
- AI Gross Margins Are Up, R&D Spend Is Way Up, AI Pricing is a Mess: 5 Key Takeaways from ICONIQ’s State of AI Report
- How Nebius Built a $4B+ GPU Cloud in 18 Months: The 7 Top Lessons Learned
- Dear SaaStr: What’s the #1 Reason You See Sales Reps Fail These Days?
- PE Is No Longer Coming to the Rescue. And That Probably Means No One Will.
- B2B Budgets Are Up 8%, App Counts Are Flat, But AI Spend Is Up 108%. The Latest Data from Zylo
- SaaStr AI App of the Week: Relevance AI — The Platform Where Ops Teams Build Entire AI Workforces (Without Writing a Line of Code)
- Dear SaaStr: Can A SaaS Startup Really Scale With 2 Co-CEOs?
- 20VC x SaaStr: SpaceX at $1.25 Trillion, SaaS Stocks Down 40%, and the Week We Connected a Million AI Agents … Sort Of
- Why a Lot of SaaS is Still “Terrible”: You Can’t Just Talk to It and Have It Do What You Want. It’s Time in the Age of AI.
- Inference Costs Average 23% of Revenue at AI B2B Companies. How Will You Pay For It?
- Dear SaaStr: What’s The #1 Most Important Step in Closing a Deal?
- Dear SaaStr: What Are Some No-No’s When It Comes to Working with VCs?
- Palantir: The Greatest Enterprise Software Company Of All Time Ever? Could Be.
- SaaStr x TBPN: If Growth Isn’t Accelerating, You’re Not an AI Company. And 9 Other Hard Truths for B2B in 2026
- The #1 Error with AI GTM Agents: Assuming They Can Do What Your Team Hasn’t Already Figured Out
- “The Dumbest Idea I’ve Ever Heard” — How Own Became a $2B Salesforce Acquisition
- Dear SaaStr: Which Tactics Always Work to Drive Down Churn, and Drive Up Retention?
- The 2026 SaaS Crash: It’s Not What You Think
- “Digital Jason” Has Answered 73,915 Questions. And It’s Free. Try It!
- Dear SaaStr: How Many Of Our Prospects and Customers Should I Meet Face-to-Face?
- I Wrote Off $4M to $0. My Co-Investor Marked Up the Same Deal to $30M. Here’s What Founders Need to Know About VC Incentives.
- Dear SaaStr: How Long of a Ramp Period Should I Give a New VP of Sales?
- The #1 Conceit in B2B at Scale: Masking a Slowdown in Net New Customers
- The Trade Desk Was Priced for Perfection. Then Growth Slowed. Now It’s the Worst Performing Stock in the S&P 500.
- Dear SaaStr: What Are Some of the Qualities of a “Bad” Startup CEO?
- The Best AI Startups Do the Training For You. It’s On You to Make the Agent Awesome — Not Your Customers.
- Want Leads? Sponsor the Next SaaStr AI Day. And Then SaaStr AI Annual 2026 in May!
- Dear SaaStr: What Are The Signs We’re Ready to Hire More Sales People to Scale?
- 20VC x SaaStr This Week: The $5 Billion Exit That Felt Weird, Why Inference Costs Are the Final Nail for Mid Growth SaaS, and Andreessen’s 2/3 AI Domination
- ICONIQ’s Latest State of AI Report: PLG vs. SLG in the Age of AI; The Real Data on Inference Spend; and The Spike in FDEs
- Why Most B2B Companies Are Failing at AI (And How to Avoid It) with Intercom’s CPO
- Dear SaaStr: How Do You Change the Price of Your SaaS Product Without Upsetting Existing Customers?
- Your Critical Product Goal for 2026: Your Customers Truly, Honestly See Your AI Agent As Part of the Team. For Real.
- The Latest Carta Data: VC Deals Are Up Only 3%, But $$ Are Up 130%
- Dear SaaStr: What Are Some Best Practices for Selling a New Product Into Existing Customers?
- Please Stop Selling Like It’s 2021
- The Top 5+ Pieces of Advice for a First Time VP of Sales
- The New Rule: $500K ARR Per Employee is the New $200K
- Dear SaaStr: How Much Do Founder-CEOs Own at Time of Exit?
- The CEO of An AI Agents Company We Really Love Asked Why We Didn’t Pick Them. Here’s the Honest Answer.
- Dear SaaStr: My Customer Missed the Deadline for AutoRenewal. How Do I Handle This Situation?
- Brex and The Pros and Cons of Hubristic Fundraising
- AI App of the Week: Vivun — The AI Sales Engineer That Actually Does the Work
- Dear SaaStr: What’s The Typical Enterprise SaaS Cancellation Policy For $100k ACV/Bigger Deals? Should The Contract Have a Fine?
- If AI GTM Tools Were Half as Good As Cursor or Replit, It Would Be a Different World Today. They Will Get There.
- a16z’s State of Markets: $5.5T in Private Unicorns, <5 Public Companies Growing 30%, and 8 Other Data Points You Need to See
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