Dear SaaStr: Should I Move My Start-Up to SF Bay Area? The SF Bay Area is still the epicenter of B2B and tech. And AI has made it … even more so. Even as the world has gone more remote and distributed, there are unique advantages to being based here—especially...
The most profound shifts in enterprise software happen not with fanfare, but with quiet ubiquity. Today marks one of those moments. The Great Sales AI Skepticism Just Died For months, B2B sales leaders have been saying the same thing across LinkedIn and at every...
Why Racing to $100M ARR Doesn’t Predict Generational Outcomes The latest data from Scale Venture Partners reveals a surprising truth about SaaS growth trajectories Every conversation at Blue Bottle in South Park seems to circle back to the same anxiety-inducing...
So we came back to HubSpot’s My First Million Podcast with Sam Parr and Shaan Puri to do a deep dive on AI and SaaS. It was a fun one because we approached it more from a content creator and end-user perspective vs. a software builder perspective. The Top 10 AI...
Bessemer’s Talia Goldberg and Google Cloud’s COO Francis deSouza were kind enough to join us at SaaStr AI Summit 2025 on what’s driving the fastest technology adoption in decades. The New Rules of AI Investing: Why Speed Beats Strategy and Labor...
Dear SaaStr: What Are A Few Top Tips to Hiring The Right First VP of Sales? Hiring a great VP of Sales is one of the most critical decisions you’ll make as a founder. Get it right, and they’ll scale your revenue and team. Get it wrong, and you’ll lose a year—or more....
So Chime is ready to IPO, and while it’s not SaaS or true B2B today, there are enough interesting lessons for us to learn from. As a “prosumer” app there is overlap for SMB and freemium B2B apps. The metrics are very strong: $2B ARR (run rate...
There’s a brutal truth about B2B sales that most founders refuse to acknowledge. HubSpot CEO Yamini Rangan just laid it bare at a recent conference, and it should make every SaaS leader uncomfortable. Your sales reps only cover 40% of their assigned accounts....
Dear SaaStr: Can I Buy Out My Seed VCs? We’re Doing Well But Not on Venture Path Anymore Look, it does happen and it’s possible. Expensify bought out Redpoint out before their IPO. Buffer did something similar. But it’s hard. It’s hard...
Thoma Bravo’s Record $34.4B Fundraise: What Every B2B and SaaS Founder Needs to Know Very good for B2B. “The firm has invested in more than 535 software companies, and today, its software portfolio includes over 75 companies that generate approximately $30...
