HubSpot Co-Founder and Chairman Brian Halligan on AI and SaaS, Board Meetings, and The Incumbent Advantage
SaaStr CEO and Founder Jason Lemkin recently sat down with HubSpot Chairman and co-founder Brian Halligan, who shared valuable insights on the current state of SaaS, evolving board meeting formats, and how AI is reshaping the industry.
The Top 10 SaaStr Posts of 2024!
So as we wind down 2024 … what were the most popular SaaStr posts of the year to catch up on? We had 940 posts in 2024 alone! Let’s look at the Top 10 SaaStr Posts of the Year: #1. Venture-Backed or Bootstrapped? There’s a Third Way. Just Raise One...
Dear SaaStr: How Much Money Have VCs Lost on Startups In the Past 5 Years?
Dear SaaStr: How Much Money Have VCs Lost on Startups In the Past 5 Years? I’m going to estimate about $200-$300 Billion of losses. Not all realized yet, but about that much. Why $300 Billion? Roughly, VCs model losing money on about 40% of their deals, but only 20%...
What it Costs to Run Wikipedia: $3m in Hosting; $107m in Salaries
So Wikipedia publishes its financials each year, although I’d never taken a close look before. It’s interesting. As a Top 10 website: Wikipedia only spends $3m on hosting. I would have thought a lot more. Wikipedia spends $107m a year on salaries. Given that all...
Gong: $100k Deals Take About 70 Days to Close
Gong has its 2025 State of Revenue out. You can grab it here. In general, the report ties to what we’re seeing everywhere in SaaS. We’re ending the year in general with stronger growth that the prior year. Gong also looked across its entire customer base to measure...
5 Interesting Learnings from ServiceNow at $11 Billion in ARR
So it’s ending up a good year for Enterprise SaaS, fueled in part by AI, but also fueled in part by bounced off some lows in terms of overall enterprise IT spend: ServiceNow is worth a cool $230 Billion at $11 Billion in ARR — the 20x club! Its stock is...
Dear SaaStr: How Far in SaaS Can a 10 or 20 Person Team Go?
Dear SaaStr: How far in the SaaS can a 10 or 20 person team go? I know many are talking about AI fueling 1 person, $1B start-ups. I hope that happens. But maybe … not so much in SaaS. Today, the most efficient public SaaS company is probably Doximity, at about...
Dear SaaStr: What Were The Top Pieces of Advice You’re Glad You Ignored?
Dear SaaStr: What Were The Top Pieces of Advice You’re Glad You Ignored? #1: “Don’t do any VC investments your first year. Take your time” Sound advice. But would have missed 4 unicorns if I had. I would have missed leading seed investments...
Carta: 24% of all Seed VC Rounds Were For SaaS in 2024
So for a while, it did feel like SaaS was dead in VC. Somewhere from March 2024 to October 2024 or so. Then, many SaaS leaders started to re-accelerate growth, and their market caps in many cases went up 40%+ or more. AI was often the accelerant. And it’s...
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