Your VCs May Be Giving Up on You Right About Now. Don’t Let That Stop You.
One of the best parts of YC Demo Day is catching up with VCs you haven’t seen in a while. And this time I several sobering conversations with top VCs that made it clear: Many VCs have now just quietly given up on their slow-growth portfolio companies....
OpenAI vs. Anthropic: Ramp Data Shows 36% vs. 12% Penetration, But Velocity Curves Tell a Different Story
Ramp just released its latest data on LLM Model Spend data and it shows about what you’d expect … but it also highlights the strong momentum with Anthropic. Ramp itself has crossed a stunning $1B ARR and manages billions and billions of spend: Summary...
The Richest Person Battle: What Larry Ellison’s Rise to #1 Tells Us About AI, Enterprise Software, and Why Revenue Still Matters Most
TL;DR: Larry Ellison, founder of Oracle way back in 1977 (!), is about to become the world’s richest person, surpassing Elon Musk (at least for now), thanks to Oracle’s AI surge. Here’s what every B2B founder needs to know about this wealth flip. ...
Why Anthropic, Cursor & FAL Ditched Traditional Sales Playbooks: The New Go-to-Market for Technical Teams and Product-Led Growth
From the SaaStr Annual / AI Summit – How three breakout AI companies rewrote the rules of enterprise sales. And see everyone at 2026 Annual + AI Summit May 12-14 2026 and SaaStr AI London Dec 2-3! Speaker Bios Talia Goldberg – Partner, Bessemer Venture...
The AI Agent Reality Check: Why Managing Always-On AI Workers Is Your Next Big Challenge
You don’t need to work 996 to win But your AI agents will work 996++ You will need to find a way to keep up with them (This is already the hardest part of having deployed 11 true AI agents at SaaStr itself) — Jason ✨👾SaaStr.Ai✨ Lemkin (@jasonlk) September 1,...
The New SaaStr.ai VC Pitch Deck Review Tool: Know Exactly What Investors Will Think of Your Pitch. Before You Pitch.
After 183.665 (!)startup valuations in our AI-powered Startup Valuation Calculator, and feedback from hundreds of founders, SaaStr.ai has now launched the most sophisticated AI-powered pitch deck analyzer specifically built for B2B SaaS companies Now you will know...
Where ‘Prosumer’ Vibe Coding Falls Short Today: Security. It’s The #1 Reason “Roll Your Own” Isn’t Prime Time Ready
The “prosumer developer” wave is here, it’s cool, and it’s a big deal. SaaStr itself is all over it. We’ve launched: A FREE start-up valuation calculator here A FREE VC pitch deck review here. It’s awesome. An entirely new SaaStr website at...
Do AI SDRs Work? You Better Believe It, Per Marc Benioff
Marc Benioff just provided the ultimate proof point for AI SDRs during his appearance on 20VC+SaaStr: Salesforce has used AI agents to being to tackle 100 million uncontacted leads accumulated over 26 years. 100,000,000. “We just have not had the people,”...
The Labor Gap No One Talks About: Why AI Will Fill the Jobs Humans Won’t Do in Tech
Will AI take away jobs in tech? Some of course. Even more often, already, it’s leading to headcount being rebooted and used in new ways. Salesforce for example has already repurposed headcount from 1000s of support agents into sales. Same headcount, but different...
The Latest 20VC+SaaStr: Benioff Joins — And Delivers $1B+ AI Revenue; Anthropic Demand is Insatiable; AI Following Up With 1,000,000+ Leads at Salesforce
We had a real treat this week — Marc Benioff joined Harry, Rory, and Jason on 20VC+SaaStr this week to deliver one of the most grounded and passionate takes on AI we’ve heard from any enterprise leader. In a market fueled by AGI promises and $10 billion...
How We Built ChatGPT Enterprise’s Sales Team from Absolute Zero: The Complete Playbook with Maggie Holt, Head of GTM
How We Built ChatGPT Enterprise’s Sales Team from Absolute Zero: The Complete Playbook with Maggie Hott, GTM Leadership at OpenAI About Maggie: Maggie Hott has spent 15 years building go-to-market teams at four unicorns that collectively represent over $50B in...
Why AI Will Surpass Cloud Computing’s Market Size by 2030 (Despite Starting 15 Years Later)
TL;DR: AI is the New Cloud — But Bigger and Faster Artificial Intelligence is not just catching up to cloud computing — it’s about to blow past it at unprecedented speed. While cloud computing took over a decade to reach $750B in market size, AI is projected to...
How Gusto Built “Gus” – Their AI Assistant Serving 400K+ Small Businesses: Lessons from the Trenches
Gusto co-founders Josh Reeves (CEO) and Eddie Kim (CTO) came to SaaStr AI Summit to share their journey building “Gus,” an AI assistant now used by hundreds of thousands of small businesses. Rather than chasing AI trends, they focused on solving real...
When We All Have 100 Paid AI Agents, What Happens Next? Conslidation. It’s Coming.
Right now, AI is in its pure growth area. Every CIO is deploying more budget to AI solutions in a drive for efficiency and to keep up with the competition. But even if IT budgets continue to grow at their current epic rate, the pace of applications we are buying just...
Founder SaaStr
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