We’ve been going deep on AI agents across SaaStr for the past 12+ months. We’ve deployed 20+ AI agents that now generate over $1M in revenue. We’ve watched hundreds of B2B companies try to implement AI SDRs, AI customer success agents, AI sales...
A SaaStr AI deep dive with Sam Gutmann, CEO of Own, on building a billion-dollar backup company by saying “no” to almost everything. He joined Harpinder Singh (Partner, Innovation Endeavors) to share the whole story — and his top mistakes. And come...
Dear SaaStr: Which Tactics Always Work to Drive Down Churn, and Drive Up Retention? The best tactic I’ve ever seen is a simple combination of 3 things: Measure it, Segment it, and Drive it Down — Irrespective of Where It is Today. Churn is a bummer, and high churn is...
Software stocks just entered a bear market. IGV is down 22% from its highs. January 29 was the worst single day for software since the Covid crash. ServiceNow dropped 11% despite beating earnings for the ninth straight quarter. Microsoft shed $360 billion in market...
I used to get 500+ emails a day asking questions I’d already answered somewhere in 4,600 blog posts, 13 years of podcasts, and hundreds of hours of video. The problem was never the answers. The answers existed. The problem was finding them, in your context, at...
Dear SaaStr: Should an early- stage B2B startup meet every customer face-to-face to receive feedback? If you could — all of them. The more customers you meet in person, the more that buy from you, and the more “more stuff” they buy from you after,. The full data here...
So at the end of last year, I made my biggest write-off ever at SaaStr Fund. $4 million to $0. Gone. But here’s what’s wild: my co-investor in the exact same deal? He marked up his investment. From about $15 million to $30 million. Same company. Same...
Dear SaaStr: How Long of a Ramp Period Should I Give a New VP of Sales? Look, to be clear, the best ones just hit the ground running. Their first week and really even their first day. Everyone else … looks a little lost when they start 😉 For a Head of Sales at...
Why Covering Up Declining Customer Growth is the Beginning of the End I’ve seen this movie play out dozens of times now across hundreds of B2B companies. And it almost always ends the same way. The #1 conceit in B2B — the thing that kills more companies than bad...
The Trade Desk was the darling of adtech. A profitable, founder-led adtech software company that grew at epic rates year after year, built the leading independent demand-side platform, and positioned itself as the Switzerland of programmatic advertising. And then it...
