Dear SaaStr: Where do you draw the line when companies ask for customization for a SaaS product? I feel this is perhaps the point founders get the worst advice of all. Especially from VCs, B2C folks, and folks that have never sold bigger deals and into the enterprise. Yes, one-off customization per se is bad....
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Dear SaaStr: What Should a Bootstrapped Startup Focus on during the Initial Stages of Revenue Growth, Getting More Customers or Making a Few Customers Really Happy? It’s a question I hear all the time.  Especially bootstapped startups have so few resources.  Should we put them into the few customers we have, or into getting the...
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In today’s dynamic SaaS landscape of hyperfuncational SaaS, the journey of building a product that customers adore, while simultaneously scaling revenue to nearly $1B, is still quite a feat. During a conversation at SaaStr Annual with Jason Lemkin, founder, and CEO of SaaStr, Andrew Bialecki, co-founder and CEO of Klaviyo, shares his insights and lessons...
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Dear SaaStr: I’m Now in My 30s. What’s Your Advice For a Great 4th Decade of Work Life? #1. Only work with truly great executives going forward. It’s time to work with fewer, better executives.  Now you know who’s great and who isn’t.  Don’t settle again.  More here. #2.  Try to move on from grudges,...
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We’re excited to have Rippling as a first-time Diamond Sponsor for 2025 SaaStr Annual, May 13-15 in SF Bay!! We’ve had so many great times with Rippling execs over the years, from CEO Parker Conrad joining us for the first SaaStr Annual waaay back in 2015 (!), to helping kick off SaaStr Europa 2023.  And...
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So we decided to do some folks a solid this year for SaaStr Annual. It’s tougher times for many, job hunting is tougher, and in general meeting the best of the best in SaaS and Cloud IRL is more valuable than ever. And when we polled the 400+ CROs, CMOs and CCOs attending SaaStr Annual,...
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Dear SaaStr: How Do You Split Up Founder Shares? It’s a question for the ages. First, let’s note that most successful SaaS startups do not have equal founder splits. Less than 15% do. That data here: At the Top SaaS Companies, Founder-CEOs Own ~15% at IPO. And Most Co-Founders Are Not Equal (And That’s OK)....
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So the growth rates of Cloud infrastructure leaders have been all over the place: Cloudflare is growing 30% at $1.6 Billion in ARR GitLab is growing 30% at $730m ARR Microsoft Azure, Google Cloud are on fire, fueled by AI But others are seeing more headwinds due to downturns in the “B2B2B” segment of tech. ...
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Dear SaaStr: Why Do Founders Hire So Many Terrible VPs that Mislead Them? I think it’s a combination of three factors: Trusting your team. It’s hard to scale if you don’t. Needing a team. You can’t do it all yourself. And Hiring folks to do something you don’t know yourself and/or haven’t done yourself. Because...
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Sara Varni, CMO at Datadog hosts SaaStr's Workshop Wednesday, to share how to build pipeline and create alignment across sales and marketing.

The post How to Build Pipeline and GTM Alignment in 2024 with Datadog’s CMO Sara Varni appeared first on SaaStr.