by Jason Lemkin | Jun 15, 2026 | Blog Posts, Customer Success
You probably do treat most of your oldest, longest lived customers far worse than a new prospect. As crazy as that sounds at some level. We’ve talked enough about our really, really rough experience with old, dated Adobe Marketo for marketing automation. They...
by Jason Lemkin | Jun 15, 2026 | Blog Posts, Sponsored Posts
A seller spends 70 to 80 percent of the day not selling. Research, meeting prep, note-taking, follow-ups, CRM updates. The job has looked the same for 25 years, and most of it is administrative work the rep is bad at and resents. That was the starting point for...
by Jason Lemkin | Jun 14, 2026 | Blog Posts |
The fundraising process is brutal. We all know this. But here’s what I keep seeing that drives me crazy: VCs say: “We passed on that one.” Founders say: “We chose not to give them an allocation.” Look, I get it. Both sides are trying to...
by Jason Lemkin | Jun 14, 2026 | Blog Posts, Early, Hiring |
My biggest hiring mistake I've made past 5 years that I never made before: I hired folks who didn't really, really, really want the job So far, none have worked out — Jason ✨👾SaaStr.Ai✨ Lemkin (@jasonlk) April 16, 2025 During the Boom Times of...
by Jason Lemkin | Jun 12, 2026 | Blog Posts
Two lessons we’ve learned the hard way running AI agents across sales, marketing, and customer success at SaaStr in 2026. If you’re rolling out your first AI SDR, internalize these now. They will save you a lot of frustration. Lesson #1: Budget at Least 2...
by Jason Lemkin | Jun 12, 2026 | Blog Posts
We just wrapped SaaStr AI 2026, and the sponsor engagement leaderboard is in. It measures the one thing a sponsor actually cares about: how many leads they pulled from 10,000+ B2B + AI founders, operators, and buyers on the floor. Here’s the full top 15 by...
by Jason Lemkin | Jun 11, 2026 | Blog Posts, Exit
“Time kills deals.” Everyone says it. It is especially true in M&A. On 20VC x SaaStr a little ways back, we were discussing OpenAI’s acquisition of TBPN. The outreach happened in January. Fidji was new as head of apps, thought it would elevate...
by Jason Lemkin | Jun 11, 2026 | Blog Posts
The six sessions that closed out SaaStr AI 2026: Shoplazza and Subotiz (commerce), Adam Modsley, CRO | The data is the moat, not the AI Nue (revenue operations), James MacArthur, VP of Product Advocacy | AI speed inside deterministic guardrails Papaya Global (global...
by Jason Lemkin | Jun 11, 2026 | Blog Posts, Sponsored Posts
For most of B2B history, customers never knew or cared what database ran under your product. They consumed the UX, maybe an API, and the data layer sat invisibly in the back. Benjamin Wagner, CEO of Firebolt, came to SaaStr AI to argue that this is over. As agents...
by Jason Lemkin | Jun 10, 2026 | 5 Interesting Things, Blog Posts, Scale
hopify just turned 20. The company Tobi Lütke spun out of a snowboard shop called Snowdevil in 2006 is now processing more than $100 billion of merchant sales in a single quarter and running at a $13B+ revenue run rate. Most software companies that old are coasting on...
