by Jason Lemkin | Jun 25, 2026 | Artificial Intelligence (AI), Blog Posts, Fundraising, SaaStr.Ai
When I was a founder, a $1B outcome was pretty crazy. Salesforce was worth $2B when I started as a B2B founder, and when the first wave of B2B software IPOs went out after that (Box, HubSpot, Zendesk), they all were worth around $1B, plus or minus. Boy that sounds...
by Jason Lemkin | Jun 24, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
One of the best sessions at SaaStr AI 2026 wasn’t a grand keynote about the future of AI. It was two operators showing exactly what’s working right now in AI agents for sales. Amelia Lerutte sat down with Adam Alfano, President at Salesforce, and Eitan...
by Jason Lemkin | Jun 23, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai, The Agents
Amelia and I just shipped Episode #007 of The Agents. Same setup as always: three humans, 21+ agents, revenue went from -19% to +47% YoY, and every week we get into what’s actually working, what’s breaking, and what you should do about it if you’re...
by Jason Lemkin | Jun 19, 2026 | Artificial Intelligence (AI), Blog Posts, Marketing, SaaStr.Ai, Scale
Denise Persson runs marketing for Snowflake. That’s a 700-person org, new-business pipeline she’s personally accountable for, and a level of compliance and data risk most of us never have to think about. She came back to SaaStr AI 2026 to talk about what...
by Jason Lemkin | Jun 18, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
Most of the AI SDR pitches you hear sound the same. A founder gets on stage, shows a slick demo, and promises the death of the BDR. Then you ask one hard question and the whole thing falls apart. Jaspar Carmichael-Jack, founder and CEO of Artisan, did the opposite at...
by Jason Lemkin | Jun 9, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai, Sales
There’s an argument going around right now that sales isn’t as important as it used to be. Still important. Just not as much as it once was. Bear with me here. It’s not an argument I agree with. But I can’t argue with the logic. The point is...
by Jason Lemkin | Jun 9, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
I was recently catching up with the CEO of a B2B leader who was proud their AI cost was now just pennies per customer. And look, I get the impulse — that’s real engineering discipline. But to me, it also means you just aren’t competitive. Anything...
by Jason Lemkin | Jun 8, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
The half-day that kicked off SaaStr AI Annual 2026 was the most concrete look we’ve put on a stage at what running a company on AI agents actually looks like. Not the hype version. The real version, with the costs, the bugs, the drift, and the wins. Four...
by Jason Lemkin | Jun 6, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
We didn’t want to build it. We run 20+ AI agents at SaaStr. We’ve invested over $500K in AI infrastructure. We follow one rule religiously: buy 90% of what you need, only build the 10% where no solution exists. We call it the 90/10 rule, and it’s...
by Jason Lemkin | Jun 6, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
AI has reset everything we knew about the pace, size and scale of company building. At least for the true outliers. The first: Anthropic raised $65 billion at a $965 billion valuation and filed confidentially for an IPO. Founded in 2021. That puts it on track to...
by Jason Lemkin | Jun 6, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
Tom Occhino has built foundational infrastructure at the kind of scale almost no one in B2B will ever touch. He spent over 12 years at Facebook, where he co-created React and React Native and shaped the open-source tools that a huge chunk of the web still runs on. His...
by Jason Lemkin | Jun 5, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
When Elena Verna, Head of Growth at Lovable, took the stage at SaaStr AI, she’d just hit her one-year anniversary at the company. She walked through the question many B2B leaders are wrestling with: when AI writes 80%+ of your code and anyone can vibe code your...
by Jason Lemkin | Jun 5, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
Inside the AI Agent Stacks at SaaStr, Owner.com & Klaviyo | SaaStr AI Annual 2026 Final Day Three companies. Three different stages. Three different markets. But all three have done the same thing in 2025 and 2026: rebuilt their internal operations and their...
by Jason Lemkin | Jun 4, 2026 | Artificial Intelligence (AI), Blog Posts, Customer Success, SaaStr.Ai
The fastest-growing companies in B2B + AI are not running the customer success playbook the rest of the market spent a decade building. At the FDE / CS Summit at SaaStr AI Annual 2026, leaders from the companies setting the pace got specific about what they’ve...
by Jason Lemkin | Jun 3, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai, The Agents
We run SaaStr AI on 3 humans and 21+ AI agents. At SaaStr AI 2026 we did something we’d never done before: we pulled up the back ends of our top agents live, in front of the room, and went through how they really work. Not the demo version. The real version,...