In six months, SaaStr itself went from zero AI agents to 20+ specialized agents handling everything from outbound sales to customer support. Here’s exactly what worked, what didn’t, and the real data behind our deployment. The Journey: From Zero to 20...
So when I look back on my many failings as an entrepreneur, in the end, it’s all about the team. Almost all my failings as a CEO and founder came from failing to get that one extra great VP hired, that one critical hire. And cofounder is the most complicated of all....
Dear SaaStr: Can I Have My SDR Manager also Manage My Account Executives? No. At least, not unless you promote them to a Head of Sales — and they can handle the promotion. These are two very different roles with distinct responsibilities, and combining their...
So Navan is the latest B2B leader to file to IPO, and it should be an interesting one to watch. The numbers are strong, but not Figma strong. How will the markets see it? The margins are strong, but it’s not pure software. Will the markets care? And...
I know we’re all debating on social media just how accountable employees should be these days. Should everyone send a weekly status update, in email? (I’ve always worked this way). Do folks really need to return to the office to be productive? (I don’t take a...
Dear SaaStr: How Can I Earn a Price Increase? Want happy customers in B2B? They need to feel like they’re getting more for their money, not just paying more because you can. Here are some actionable ideas to add value that align with growth: 1. Launch a New Feature...
We’re rolling out a suite of free tools to help founders at SaaStr: the first was our new AI-powered VC Valuation Calculator. to help you know what your start-up is really worth. It’s been used 300,000 times (!) the second is our AI-powered VC Pitch...
Why Getting to Know Your Competitor CEOs Is Your Secret Weapon The counterintuitive relationship strategy that could transform your business 5 Reasons to Meet Your Competitor’s CEO They could buy you someday (or vice versa) – 60% of B2B exits involve...
How to scale from startup to $300,000,000+ ARR by mastering the fundamentals of go-to-market strategy Building a billion-dollar B2B business isn’t about finding secret hacks or silver bullets. They don’t last or scale. It’s about mastering...
Dear SaaStr: How Do I Focus On The Right Things as a Solo Founder This is a classic founder trap—getting pulled into tasks that feel productive but don’t actually move the needle. It’s especially tough as a solo founder because there’s no one else to hold you...
