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- Beware the “Mediocre Recycled.” The Zombie Executives of B2B + AI.
- A Checklist: 10 Signs You Shouldn’t Hire a Sales Rep
- 5 Interesting Learnings from Palo Alto Networks at $11.4 Billion in Revenue: 60% ARR Growth, 120% NRR, and a $25B Acquisition That Doubled the Stock
- 90%-95% of Salespeople Won’t Make It At Your Startup. A 6 Part Test to Help You Get It Right.
- Pylon’s Founders at SaaStr AI Day: How Its Support Team Deflected 50% of Tickets Without Increasing Headcount
- How Mailchimp Went From $1B+ ARR to … Shrinking Inside Intuit. A Death Spiral in the Age of AI?
- When You Hire Your First Sales Rep — Just Make Sure You Hire Two
- Atlassian Just Deleted Loom’s Free Creator Seats. They Were Also Loom’s Distribution.
- Dear SaaStr: What Is A Good Demo Conversion Rate for a SaaS Startup?
- The Simple Math Behind a 3x Venture Fund: Why Your Best Investment Needs to Return the Whole Thing
- Backstory Retiered Its Entire Customer Base in 3 Days. The Same Exercise Used to Take Five Teams a Quarter.
- 5 Interesting Learnings from Shopify at $14B in Revenue: 34% Growth, 18% Free Cash Flow Margins, and AI Orders Up 3x
- If You Don’t Think You Need a VP of Product, VP of Marketing, Etc. — Then You Haven’t Worked With a Great One
- I Bought 30+ APIs This Year. Only Exa Asked How It Went. Copy Them.
- 10 Things That Always Work in B2B Marketing
- Hire the Right Type of VP Marketing — Or You’ll Just End Up With a Bunch of Blue Pens with Your Logo On Them (Updated)
- “Our AI Agent Rewrote Our App Without Telling Us” The Agents #12 is Here!
- Airtable Just Sold for $2.25B at 2.7x ARR. It Raised $1.4B and Was Once Worth $11.7B. This Was … Market
- Dear SaaStr: How Do You Compensate Reps on Multi-Year Deals?
- 5 Interesting Learnings from Palantir at $7.7 Billion ARR: 93% Growth (!), 157% NRR, and a Rule of 40 Score of 155%
- 12 of the Most Common Mistakes Scaling Your First Sales Team
- Nue’s Guided Selling Playbook Took 2 Minutes to Build. The Full Implementation Still Takes 90 Days.
- I Was Wrong About Marketing ROI. Here’s What $100,000,000+ in Sponsorship Sales Taught Me.
- 2026 Is The Biggest IPO Year In History. But Take Out SpaceX And Right Now It’s One of the Worst.
- The AI Board Member: Should Yours Should “Chair” the Next Meeting? At Least Conceptually
- Jason’s Takes on This Week’s 20VC: The Toggle Is a Permission Grant, The Blame Test Decides the Deal, and Why Five Years of Price Increases Is a Countdown
- The #1 Most Important Thing to Understand About AI SDRs: They Can’t Figure It Out For You. That’s Still Your Job. For Now, At Least.
- Dear SaaStr: I Fired My VP of Sales. What Now?
- 5 Interesting Learnings from Procore at $1.5 Billion in ARR: 16% Growth, Its First GAAP Operating Profit, and $845M for DroneDeploy
- When a 3.8x “Exit” Becomes 1.6x: The Gap Between Markups and Returns
- 20VC x SaaStr: Jensen’s First Tweet Ever, The Agent That Rewrote My Code Without Telling Me, and Why The PE Turnaround Playbook Is Out Of Road
- The One Hire You [Probably] Just Can’t Make: Chief Product & Technology Officer
- Dear SaaStr: How Do You Steal Customers From the Leader in the Space?
- AI Isn’t Killing SaaS. SaaS Is Killing Itself.
- It’s Time for a New VP. Can You Pull Off a Stealth Search?
- Dear SaaStr: What’s the Best Advice Founders Never Hear?
- Your Agents Are About to Start Firing Your Vendors. Ours Fired Marketo.
- Dear SaaStr: How Should I Specialize My Sales Team?
- The Top 12 Sales Lessons From SaaStr AI 2026: Anthropic, Gamma, Owner, Stripe, Salesforce, Vercel, Replit and Monaco
- Dear SaaStr: We Have a Sales-Led Motion and SMB Customers And The Economics Aren’t Working
- Our New AI VP of Finance Closes the Deal, Sends the Invoice, and Chases the Cash. It Took 4 Deals to Train It.
- Dear SaaStr: How Do I Learn to Close Big Enterprise Deals … Better?
- Build on the Stack You Have: How Anthropic’s Head of Industries, Atlassian’s Head of AI, and Scale’s Rory O’Driscoll Landed on the Same AI Playbook
- We Peaked at 30 AI Agents. Now We’re Coming Back Down to 20. Here’s What Consolidation Actually Looks Like. The Agents #011 Live!
- You Should Be Collecting At Least 100% Of Your MRR Each Month in Cash. Ideally, 110%+.
- 5 Interesting Learnings from Stripe at $6.8 Billion in Revenue: 33% Growth, 47% Free Cash Flow Margins, and a $53B Bid for PayPal
- AI Won’t Kill SaaS. But It Will Kill Vendors That Stopped Shipping. Point Solutions Are Most at Risk.
- How a Mediocre Sales Team Loses You Deals. Ones You Could Have Won
- Dear SaaStr: We Lost an Enormous RFP Because We are Too Small. Any Advice?
- We Have 20+ AI Agents and Just 3 Humans. But Even So, We Still Need “Real” B2B Software.
- The 20 Minute Test in VP Hiring. Maybe All Hiring
- Dear SaaStr: Is it OK to Modify the Standard SAFE Form?
- 5.4M Impressions Driving 11,749 to Their Signup Form: What Advertising on SaaStr.AI Media Actually Delivers
- The Sub-5% Club: The Terminal State of Software
- If Your VP Sales Isn’t Going to Work Out — You’ll Know in 30 Days
- Jason’s Takes on This Week’s 20VC: The Token Governor, the Net-New-Logo Test, and Why Renewal Stopped Being Safe
- Sales Rep Annual Quotas in 2026: What High Performers Are Actually Carrying: $750k for SMB, $1.35m for Mid-Market, $2.25m for Enterprise
- SaaStr AI App of the Week: Nue. The Revenue Platform Built for How B2B + AI Actually Prices Now
- Claude Became Our AI VP of Product. We Moved 10 Years Off Marketo for $14. Our Agent Killed a $10K App in an Hour: The Agents #010
- 5 Interesting Learnings from Zoom at ~$5 Billion in ARR: Modestly Re-Accelerating Growth, Real AI Monetization, a $27B Market Cap, and a 25x Anthropic Windfall
- Dear SaaStr: Do Any Top B2B Events Give You “The List”?
- 20VC x SaaStr This Week : Apple Sues OpenAI, the Token-Maxing Era Begins, and the TAM Question Hanging Over AI Coding
- Three $3B B2B Acquisitions in 30 Days: Intercom/Fin, Cognite, and MaintainX. They All Bought the Same Thing: Data for AI
- The Bay Area Now Takes 51% of Every AI Venture Dollar. And 53% of Every B2B Dollar.
- Is Software Dead? No. It Just Got a Lot Harder to Win. The SaaStr AI Deep Dive with Rory O’Driscoll
- An Hour With Our Top AI Agent Cost $13.42. You Can’t Hire Anyone For That.
- Dear SaaStr.ai: At What Point Should We Hire an Internal Recruiter?
- $500M ARR, 60 Engineers, Cash-Flow Positive: How Higgsfield Actually Runs, With CEO Alex Mashrabov
- Do You Have a “Pricing Gap” Holding Back Sales? Many Do
- Don’t Put AI on Your Hot Leads. Put It on the Ones Your Reps Will Never Call. There’s Millions in Revenue There.
- Should You Visit More Of Your Prospects In Person? Almost Certainly
- Dear SaaStr: Should Both Founders Come to VC Pitches?
- SaaStr Takes on This Week’s 20VC: Why OpenAI Giving the Govt 5% Might Make Sense, the Death of Block Risk, and Why Frontier Models Are the Cheapest
- The PE Software Backlog: Will 1,000+ Unicorns Ever Get Sold or Go Public?
- One Way to Build a Great AI Agent: Just Start With a Dashboard, Then Add the Agent
- SaaStr AI App of the Week: Willingness to Pay. The Pricing Firm B2B + AI Companies Call When Per-Seat Stops Working
- 5 Interesting Learnings from Vertical B2B Leader ServiceTitan at $1B+ in ARR. Not Slowing Down, Growing 25%, Fintech Growing Fastest, 110% NRR
- The Builder’s Economy: 10 Metrics from ICONIQ’s Newest 2026 State of AI Report
- Dear SaaStr: How Do We Reduce Churn?
- 20VC x SaaStr: Washington Lifts the Fable 5 Ban, Sam Floats Handing the Government 5%, and Why Every Tech Giant Is Racing to Become the Next IBM
- How Gamma Hit $100M ARR With a Team of 50: CEO Grant Lee’s Top 4 Lessons. And Top 5 Mistakes
- Dear SaaStr: Our VC Is Encouraging Us to Hire Aggressively and Increase the Burn Rate. Should We Listen to Them?
- Your Agents Should Beat Your Best Reps, Not Match Them. And 14 Other Hard Truths About B2B + AI Today, From Our SaaStr AI Annual AMA
- Should You Discount to Save a Renewal? The NRR Trap Says No. You Probably Should Anyway.
- Dear SaaStr: What Happens if One Founder Wants to Quit When the Startup Has Just Raised VC Funding?
- 5 Simple Reasons We Won’t All Vibe Code Our Own HubSpot or Salesforce
- Dear SaaStr: From 0 to $10m ARR, At What Point Do We Start Hiring and Whom?
- By Year-End, Anthropic Will Out-Earn Every Public Software Company Except Microsoft
- What Happens When You Hire the Wrong VP
- Dear SaaStr: What’s The Best Way to Set Targets for the Sales Team?
- Tired vs. Wired: Our Deep Dive on Why Software Spend Is Up Record Amounts … Yet Half of SaaS Is Still Dying
- Google Cloud’s VP of Growth on Building an AI-Native Marketing Team: 8 Takeaways from SaaStr AI 2026
- Events Work. Events Are Back. But Are They Worth the Big Expense?
- Dear SaaStr: How Much Do B2B Sales People Make in Commission?
- Outbound Isn’t Dead. AI Just Radically Changed How It Works.
- If Nothing Else – Segment Churn. You’ll See Patterns and Learnings You Wouldn’t Otherwise
- Dear SaaStr: When Should I Pay Commission on B2B Sales that Close Themselves?
- 5 Interesting Learnings from Toast at $6.5 Billion Run-Rate: 22%+ Growth, Profitable, No Deceleration. But AI Is Just Getting Started
- Got 100 Customers? Believe It Or Not, It’s Time for Your First User Conference
- Dear SaaStr: What’s The One Trait You Look for When Assessing an Inside Sales Candidate?
- 20VC x SaaStr: The Token ROI Crisis Comes for Everyone, Anthropic Wants Chinese Open Source Banned, and Microsoft Has Its Worst Month Since 2000
- Vercel Took a 10-Person SDR Team Down to 1. The Whole Thing Costs $5,000 a Year. With Vercel’s COO Jeanne DeWitt Grosser.
- Dear SaaStr: Does It Make Sense to Have Post-Sales Functions Report into Sales?
- The Agents Is Back. Outbound Isn’t Dead. Our Agents Are Collapsing Into Each Other. And Collections Just Went on Autopilot.
- Figma Grows 46% and Trades at 6x. Everyone Else Growing 30%+ Trades at 15-36x.
- The #1 Reason CMOs Fail
- Dear SaaStr: What Are Your Top Tips to Building Your First Sales Team?
- The Agent Playbooks from Salesforce, Snowflake, Databricks, Harvey, and Lovable: Inside SaaStr AI 2026
- The Monthly Brand Engine: How Monaco Manufactured a New Viral Moment Every 30 Days
- Databricks’ Co-Founder Arsalan Tavakoli: Every Software Monopoly Falls in the Next 24 Months
- How to Create Urgency in Sales. When There Really Isn’t Any.
- Dear SaaStr: What is a Good Approach For Price Increases with SMBs?
- How To Build Your Own AI VP of Marketing: The Full Playbook From SaaStr AI 2026
- Dear SaaStr: Is It Normal to Feel Like a Pest When Prospecting for Customers For a Startup?
- One Stalled Deal, One Automation, 10 New Prospects: Lightfield CEO Keith Peiris Demos the AI-Native GTM Loop Live
- We Booked 614 Meetings With One Inbound Agent. Your “Contact Us” Form Is Costing You Deals.
- All Agencies and Contractors Have a Half Life. Move On Once You Hit It.
- Why Navan Is Up +30% in 2026. When So Many Other Public Software Leaders Are Down.
- We Crossed 200,000 YouTube Subscribers: The Fastest-Growing Content Is Us Running AI Agents in Public
- 20VC x SaaStr: Google Loses Two Generational Scientists in 48 Hours, the $725B Question Wall Street Is Finally Asking, and Why #3 in AI Is a Death Sentence
- How HappyFox Closed $1M in Expansion on a $20 AI Agent Spend with CEO Shalin Jain
- What VCs Are Hunting Today: $100B in 10 Years
- Amjad Masad and Me at SaaStr AI 2026: The Agents We Actually Built, and What Replit’s Founder Thinks Comes Next
- Booking.com for Business Shipped a Free Expense Tool in 6 Weeks. Don’t Copy the Tool, Copy the Sequence.
- Adobe Just Deferred a Big Annual Price Increase. It’s the First Big Crack in B2B Pricing Power Since 2022.
- PayPal Put Agentforce on 8,000 Leads a Month No Human Was Going to Call. Conversions Jumped 50%.
- Dear SaaStr: How Do I Deal With Investors That are Unhappy With The Company?
- We Added Too Many Guardrails and Broke Our Own Agent, Our AI VP of Finance Found a Setting We’d Missed for 8 Years, and an Agent Is Now the One Renewing Your Software: The Agents #007
- A Simple Guide To Being in the Top 25% of Sales Professionals
- 9 Signs a Startup Isn’t Going to Make It with SaaStr CEO Jason Lemkin
- Salesforce at 2.8x ARR, HubSpot Down 56%, Adobe at 11x Earnings: Are They Just Too Oversold Now?
- Hiring a Strong New VP? Let Them Pick Their Right Hand Person
- Dear SaaStr: Should I Visit My Customers More?
- Rippling’s AI Bet: The Data Graph Is the Moat
- The PIK Fuse: How Private Equity Software Deals Like Medallia Actually Blow Up, and Exactly Who’s Next
- Dear SaaStr: What Can We Do To Make Our Customers Truly Happier?
- 90%+ of VP+ Candidates Can’t Tell Me What They’ve Learned After 10 Interviews. That’s a Disqualifier.
- The Worst End-of-Quarter Sales Rep Behavior I’ve Ever Seen … Yet
- Lightfield Just Assembled a Working CRM Live On Stage, Then Unstuck a Stalled Deal in 3 Minutes
- Snowflake’s CMO Runs Marketing for 700 People. She Starts Her Day By Talking to Her Data, Not a Dashboard.
- VCs Are Diversified, Yes. But That Also Means They Need a Constant Stream of Hits. Like Netflix. Every Single Year.
- Why Marketing Should Almost Never Report to Sales
- How Attention.com Turns Sales Calls Into Pipeline: The Best GTM Data You Own, and Why Most B2B Teams Throw It Away
- 10 of The Top Mistakes First Time Founders Make. Again and Again and Again.
- 6 Key Signs a VP of Sales Can’t Scale Beyond $5m-$10m ARR
- Artisan’s Ava 2.0: What a Fully Autonomous AI BDR Actually Looks Like in Production with CEO Jaspar Carmichael-Jack
- Monitor Your Agents. Both AI and Human.
- How Stripe, Google, Canva, Cloudflare and Higgsfield Are Actually Selling in 2026
- Dear SaaStr: What’s The #1 Mistake Founders Make When They Start to Do Marketing?
- It Doesn’t Really Matter When Your Competitor Gets Acquired. (Except It Means You Weren’t.)
- Dear SaaStr: My Top Sales Rep Made $600,000 a Year — And Just Quit! What Happened?
- Do You Treat Your 20-Year Customers Worse Than Your New Ones? You Probably Do
- Automate the Admin, Not the Relationship: How Reevo’s Agents Made Sellers 5x More Productive
- The Kindness Gap in VC Fundraising: Why a Little Grace Goes a Long Way
- Hiring Risks vs. Hiring Flags. Make Sure You Get it Right.
- Why AI SDRs Take 2 Weeks to Deploy. And Why Most People Still Prefer Chat.
- Who Got the Most Leads at SaaStr AI Annual 2026? The Top 15 Tell You Exactly Where B2B Budget Is Going
- Why “No” in M&A Usually Means “No Forever”
- The AI Became the Commodity. Here’s What 6 Verticals Agreed Was the Actual Moat at SaaStr AI 2026
- Your Data Layer Used to Hide Behind Your Product. Now It Is the Product. With Firebolt’s CEO
- Shopify Turns 20! 5 Interesting Learnings from Shopify at $13B+ in ARR. And Accelerating
- Lovable, Harvey & Assembly AI: How the Fastest AI Companies Rebuilt Customer Success. And Why NPS and Activity Scores Are Dead
- Sales Used to Be the Engine. For the AI Leaders, It’s Often More the Caboose.
- Why It’s So Hard for Older B2B Leaders to Compete in AI: Your Customers Can Do A Lot in Claude for $20-$200/Month. And You’re Paying $1.00 Per API Call For the Good Stuff.
- Building AI Agents That Actually Work: Lessons from Jason Lemkin, Jeanne DeWitt Grosser (Vercel), Amelia Lerutte & Amjad Masad (Replit)
- Dear SaaStr: What’s Really Changed in GTM in 2026?
- Three Quotes in Seconds, Inside the Pricing Rules: How Nue Built Deterministic AI Into Salesforce-Native CPQ
- Top 10 Takeaways from The Agents #006: The Numbers Behind Our Full Go-To-Market Agent Stack
- 22 Tools. $3M in Fees. 11 Ops People. Aurasell CEO’s Case for Killing the GTM Stack
- Dear SaaStr: What Quota Should I Give to my Enterprise Sales Reps?
- We Vibe Coded Our AI VP of Marketing. Here’s What It Actually Does.
- It Took Apple 42 Years to Reach $1 Trillion. Anthropic Will Do It in 5.
- Your VP Sales Has a Sales Quota. Your VP Marketing Has To Have a Quota, Too.
- How Vercel Runs on AI Agents: 96% of Marketing, 93% of Support, and an SDR Team Reabsorbed. A Deep Dive With CPO Tom Occhino
- $400M ARR With Under 200 People: What Lovable’s Head of Growth Elena Verna Says Actually Works in B2B Now
- Inside the AI Agent Stacks at SaaStr, Owner.com & Klaviyo | The Deep Dives From SaaStr AI 2026
- SaaStr AI App of the Week: Pylon. The AI-Native Support Platform Built for B2B, Not Reheated B2C
- 20VC x SaaStr is Back!! Tokens Over Humans, the End of the SaaSpocalypse, and the Trillion-Dollar Land Grab
- What Lovable, Harvey & Assembly AI Are Doing in Customer Success. That You’re Not
- Announcing The New SaaStr AI University: Our Best Playbooks, And 4 Free Courses. We’ll Get You AI Fluent.
- What A New VP of Sales Needs To Be Doing Their First 2 Weeks
- The Agents #006: We Run SaaStr AI on 3 Humans and 21+ AI Agents. Here’s Every Agent, Agent by Agent, With the Numbers.
- Only 23% of You Would Pick The Same VCs Again
- 7 AI GTM Sessions on One SaaStr Stage: Vercel, Artisan, Lightfield, Attention, Qualified, Aurasell, and Relevance
- Agents Just Passed Humans in Token Usage. And They Burn Far More Than Anyone Budgeted. A Deep Dive With OpenRouter’s COO
- The Top 15 Questions to Ask a VP of Sales During an Interview (Updated for 2026)
- 5 Simple Tips to Quickly Improve Sales Performance
- Don’t Let Them (Your Best Employees) Go
- Right Now, We Run 4+ AI SDR Agents. Here’s Why.
- Entrata at $575m ARR Growing 23% Is First of the Next Wave of PE-Backed Software IPOs. The Catch: Almost None of Them Are Accelerating.
- The Best Sales Execs Are Great at The Interview Process, Too
- How Papaya Global Built a Production Compliance Agent With Claude, Lovable, and Supabase. And No Engineers
- 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
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