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Saastr

SaaStr covers B2B software, AI agents, enterprise infrastructure, and venture outcomes through analysis of market trends, founder experiences, and startup metrics. This page collects 2,493 posts published between April 2013 and October 2026. Recent coverage focuses on Enterprise Software, AI (Horizontal) and Venture Capital & Startups. Saastr publishes roughly 48 posts a month; the best of them appear in the SandHill weekly digest.

2493 posts indexed48 in the last 30 daysEnterprise Software · AI (Horizontal) · Venture Capital & Startups · Marketing & Sales TechVisit site ↗

Tuesday, 29 September 2026

2 pieces
What 17,000 Subscription Apps Tell Us About Free Trial Length: Annual Plans Convert 86% Better With 30-Day Trials, Monthly Tops Out at Two Weeks, and AI Apps Hit a Wall at 16 Days↗
Semiconductors · Marketing & Sales Tech · AI (Horizontal)
The Best AI + B2B Events to Sponsor in 2027: Where the Buyers Are↗
AI (Horizontal) · Marketing & Sales Tech · Venture Capital & Startups

Monday, 28 September 2026

1 piece
Almost Every Pre-AI Vendor We Use Is Raising Prices for Agent Access. They May Be Building an Agentic Death Spiral↗
Enterprise Software · AI (Horizontal)

Sunday, 27 September 2026

2 pieces
The Irreplaceables. The Employees to Never Let Go. Even If You Have to Invent a Role.↗
HR & Talent · Venture Capital & Startups
SaaStr AI App of the Week: Larridin. The Median Engineer Now Bills $213 a Week in AI Coding Tokens. Larridin Tells You What It Bought.↗
Enterprise Software · Developer Tools

Saturday, 26 September 2026

1 piece
Everyone Should Publish the Deepest, Most Direct Competitive Evals They Can. Case Study: $100m ARR Gorgias for AI CX↗
Enterprise Software · AI (Horizontal)

Friday, 25 September 2026

2 pieces
Anthropic Pushes Its $2 Trillion IPO to November, Meta’s Muse Hits #1, and a $40M Seed for a Model That Doesn’t Talk: The Latest 20VC x SaaStr↗
AI (Horizontal) · Venture Capital & Startups
5 Interesting Learnings from GitLab at $1.13 Billion in Revenue: 24% Billings Growth, $20M of Flex in Six Weeks, and 400 Basis Points of AI Margin Cost↗
Enterprise Software · Developer Tools

Thursday, 24 September 2026

1 piece
Stripe’s AI CRO on the Fastest-Growing AI Companies: 175% Growth, 48% of Revenue From Outside the Home Market, and Agents About to Read More Stripe Docs Than Human↗
AI (Horizontal) · Enterprise Software · Developer Tools

Wednesday, 23 September 2026

1 piece
The SaaStr AI Guide to Building a Top-Tier Inbound AI Agent: 17,000 Conversations, ~600 Meetings Booked, and 60% More New Business↗
AI (Horizontal) · Marketing & Sales Tech

Tuesday, 22 September 2026

1 piece
Being a System of Record Helps With Retention. But Alone, It Won’t Equal Growth↗
Enterprise Software · AI (Horizontal)

Monday, 21 September 2026

1 piece
The New Career Path: Joining a 0% Grower. Maybe For Many, It’s Better.↗
Enterprise Software · Venture Capital & Startups

Sunday, 20 September 2026

1 piece
20VC x SaaStr: Pacing the Frontier, Meta Ships Muse And It’s Great, and Miro Sells for $1.35B After a $17.5B Mark↗
AI (Horizontal) · Enterprise Software · Developer Tools

Saturday, 19 September 2026

1 piece
A Full Teardown of How SaaStr AI Actually Runs Inbound, Renewals, and Outbound on the Latest The Agents↗
AI (Horizontal) · Venture Capital & Startups

Friday, 18 September 2026

1 piece
What’s Truly “Great” Now in B2B + AI Per ICONIQ? 115% Growth at $100M+, 55% Gross Margins, and $655K in Revenue Per Employee↗
AI (Horizontal) · Enterprise Software · Semiconductors

Thursday, 17 September 2026

1 piece
5 Interesting Learnings from ServiceTitan at $1.14 Billion in Revenue: 21% Growth … But a Back Half Guided to Mid-Teens, and a 30% One-Day Stock Price Drop↗
Enterprise Software · Venture Capital & Startups

Wednesday, 16 September 2026

1 piece
We Mentioned Replit in 214 Articles Last Year. For Free. Most Vendors Have No Plan For Customers Like That↗
Venture Capital & Startups · Marketing & Sales Tech

Tuesday, 15 September 2026

1 piece
What Would an Independent Slack Look Like If It Hadn’t Sold to Salesforce? And Would It Still Be Worth $27 Billion?↗
Enterprise Software · Venture Capital & Startups

Monday, 14 September 2026

1 piece
We Run 21 AI Agents and They’ve Closed Millions. But There Still Isn’t a Good AI Account Executive. Yet↗
AI (Horizontal) · Enterprise Software

Sunday, 13 September 2026

2 pieces
Harvey Puts a Former Practicing Lawyer in Every Deployment. About 180 of Them. Here’s How That Model Works↗
Legal · AI (Horizontal)
SaaStr AI App of the Week: Sumble. The Kaggle Founders Rebuilt Sales Intelligence Around Context, Not Contacts↗
Marketing & Sales Tech · Enterprise Software

Saturday, 12 September 2026

1 piece
Is the Era of the Sales-Guy CEO … Over in B2B?↗
AI (Horizontal) · Enterprise Software · Venture Capital & Startups

Friday, 11 September 2026

1 piece
One Thing Miro + Airtable Show: Getting Cash Flow Positive Isn’t Magical↗
Venture Capital & Startups · Enterprise Software

Thursday, 10 September 2026

2 pieces
20VC x SaaStr: Jensen Declares AGI, $170M of Secondary Before the Series C, and Why Index Walked Away From Town↗
AI (Horizontal) · Enterprise Software · Legal
5 Interesting Learnings from Snowflake at $6 Billion in Revenue: 37% Growth and Accelerating, 126% NRR, and a Gross Margin Guided Down to Pay for AI↗
Data & Analytics · AI (Horizontal) · Enterprise Software

Wednesday, 9 September 2026

2 pieces
ElevenLabs Went From $0 to $600M+ ARR in 41 Months. When the AI Agent Closes the Deal, They Still Pay the Human. With Carles Reina, First VP of Revenue↗
AI (Horizontal) · Enterprise Software
What VCs Are Looking For Now: $25B+ Exits. The New “Decacorn”↗
Venture Capital & Startups · AI (Horizontal)

Tuesday, 8 September 2026

1 piece
Meet Our Agents: What All 20 Actually Do, What They Refuse to Do, and Every Place They’ve Failed Us↗
Venture Capital & Startups · Enterprise Software

Monday, 7 September 2026

1 piece
Founders Are Coming Back to Run Their Pre-AI B2B Companies. Because It’s The Last Stand.↗
Enterprise Software · AI (Horizontal)

Sunday, 6 September 2026

2 pieces
Jason’s Takes on This Week’s 20VC: Locks Beat Guardrails, Agents Pick Your Software, and Building With 448 Open Tasks↗
AI (Horizontal) · Enterprise Software
Beyond the SaaSpocalypse: The Winners and Losers of 2026 (So Far)↗
Enterprise Software · AI (Horizontal)

Saturday, 5 September 2026

1 piece
California Is Taxing SaaS and AI Tools and Is About to Make Your Software 8-10% More Expensive. Here’s What SB 122 Does to Buyers and Vendors↗
Enterprise Software · AI (Horizontal)

Friday, 4 September 2026

2 pieces
20VC x SaaStr: Nvidia Guides to 70% Growth, 1,000 Agents Breach Hugging Face, and Clay at $7B↗
AI (Horizontal) · Enterprise Software · Developer Tools
Goodnight & Goodbye, SVB↗
Banking & Capital Markets · Venture Capital & Startups

Thursday, 3 September 2026

1 piece
5 Interesting Learnings from Salesforce at $45 Billion ARR: 14% cRPO Growth, 6% Organic Growth, and $2.53 of EPS From Its Anthropic Stake↗
Enterprise Software

Wednesday, 2 September 2026

2 pieces
The CPOs of Harvey, Glean and Rubrik on What It Actually Takes To Ship a Category-Winning Agent↗
Enterprise Software · AI (Horizontal)
Our Newest AI Agent Is a Renewal Agent. It Builds a Better Renewal Deck Than Any Human Could, For Every Single Account. Not Just the Big Ones.↗
Enterprise Software · Marketing & Sales Tech

Tuesday, 1 September 2026

1 piece
ICONIQ: The 100%+ Growers Added 133% More Headcount in H1 2026. But The 50%-100% Growers Cut Hiring Almost in Half.↗
Enterprise Software

Monday, 31 August 2026

1 piece
We’ve Been Running Salesforce Headless for 6 Months on Our Own “Claudeforce.” We’re Never Going Back↗
Enterprise Software · Marketing & Sales Tech

Friday, 28 August 2026

1 piece
When Agents Take Over the System of Record: 40GB Nobody Typed, a Renewal Agent Built in Half a Day, and Why Our Agents Love Clay: The Agents #013↗
Enterprise Software · AI (Horizontal) · Marketing & Sales Tech
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