Top Posts: #1. Forge: The Secondary Markets for Hot Start-Ups Are Back! Just Not So Much for Enterprise Software #2. AI Can’t Sell Yet. But It’s Probably Already “Smarter” Than Much of Your Sales Team #3. VC Deals in 2025 Off To Same Pace as 2024. And AI is 71% of...
Dear SaaStr: Once Your Equity Vests In a Startup … Why Stick Around? It’s an interesting and subtle question, especially these days in the Bay Area, where many barely stay 1 year to their cliff, let alone the full 4–5 years to vest. Even employees at OpenAI...
I get sent this resume to review all the time. Director+ of Sales at Slack / Zoom / Mongo / Datadog / Qualtrics Your Brand Name SaaS Company. Took Hot Start-Up from $0 to $50m as VPS from Day 0. Was there “early” through IPO and did amazing things. That all sounds...
Two of the top sales leaders in SaaS came to SaaStr Annual to do a deep dive and AMA on what’s working (and what’s not) in modern sales organizations. Not the fluff you read on LinkedIn. The real, data-driven learnings from the trenches. Meet Our SaaS...
Dear SaaStr: My Co-Founder and I Can’t Agree Who Should be CEO. Would Co-CEOs Work? And What Will VCs Think? Co-CEOs can work, but they’re tricky, and investors are generally skeptical. It’s not a dealbreaker, but it raises questions: Who’s really in charge?...
Dear SaaStr: What Are The Traits That Define a Great VP? The difference between a Good, a Great, and a Mediocre VP: A Good VP Maintains Velocity in Their Functional Area. This is hard enough as it is. If you grew 100% last year, growing 100% again this year is more...
So Harry Stebbings was kind enough to invite us back to 20VC to do a another deep dive together with OG SaaS investor Rory O’Driscoll of Scale. Rory and his partners have been early investors in HubSpot, DocuSign, Box and so many other B2B leaders. Following last...
So in the early days of a B2B start-up, marketing spend isn’t that complicated. Marketing itself might be a bit of a mystery in the early days, but the spend part typically isn’t. Because you make small bets. A few thousand on Adwords, or Reddit ads. ...
Dear SaaStr: What Are The Top Weaknesses in B2B Sales Reps? Weaknesses in salespeople often boil down to behaviors or mindsets that limit their ability to close deals, build trust, or effectively manage relationships. 7 Things the Best Sales Reps Get Right and 8 Ways...
By the time we get to SaaStr Annual 2025, May 13-15 in SF Bay, we’ll be overloaded with side events, official, semi-official and unofficial parties, and so much more! We’ll update this list at least weekly … but here are some of the already scheduled...
