Top Posts: #1. Inherent Churn vs. Fixable Churn: You Have to Attack Both #2.  We Just Left a Vendor We’ve Used for 5+ Years. They Don’t Even Know It Yet. #3.  How Many Sales Reps You Really Need for Next Year #4.  Is SaaS Back? (TL;DR: It Sure Feels Like It) #5.  4 Truly Great...
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The post Top SaaStr Posts and Videos of the Week: A16Z, Ironclad’s CEO, HubSpot’s CRO, YCombinator’s Secrets, and More! appeared first on SaaStr.

So with Databricks announcing the largest VC round ever this week, we thought it would be fun to take a look back at the top SaaStr sessions and podcasts with Databricks’ founders and top execs: #1.  The Future of AI, Open Source and Enterprise SaaS with Databrick’s Founder CEO Ali Ghodsi: #2.  “Lessons Learned in...
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Dear SaaStr: What Are Some Ways to Keep Investors From Firing You? Founders tend to worry a bit too much about getting fired — and not enough about transparency. Yes, it does happen. And sometimes, it’s very dramatic, see e.g., Travis Kalanik at Uber. But most investors absolutely do not want to fire founders. Because:...
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So have we made any real progress in diversity in SaaS the past 5 years?  The past 10? In some ways, for sure yes.  But we have a long way to go, still.  A long way. Per Carta’s latest data, only 18% of tech sales execs are women, and 26% of reps overall: I’m slightly...
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Dear SaaStr: When and how should SaaS startups offer reduced pricing vs the competition? For most SaaS apps, you want to at least start with “just right”, Goldilocks pricing: #1. Too high a price, and you start to add friction to the sales process. Deals take longer, leads shop other vendors, etc. That may be...
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Tough lesson for CEOs to learn: You have to treat Great employees differently from Good ones Great ones want their careers enabled, want you to have their back, and want no politics. That's about it. Let them run. Good ones want many other, varied things. And need much more. — Jason ✨👾SaaStr 2025 is May...
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Former Head of Revenue at BILL and HubSpot, Michelle Benfer shares her insights on one of the most critical roles in any SaaS organization: frontline sales managers.

The post How to Train Your Sales Leaders: Key Learnings from HubSpot and BILL with Michelle Benfer appeared first on SaaStr.

Dear SaaStr: How Do I Deal With Investors That are Unhappy With The Company? Be transparent. And show them an honest, data-driven path to a better future. First, investors get most upset when founders hide things. And founders tend to hide things more when times are tougher. So … share more: Make sure you send...
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Salesforce, Nov 2024: We're hiring 1,000 new sales execs to sell AI!… Salesforce, Dec 2024: Now we're hiring 2,000 new sales execs to sell AI — Jason ✨👾SaaStr 2025 is May 13-15✨ Lemkin (@jasonlk) December 19, 2024 So it was just the other day Salesforce somewhat stunned the tech world by announcing it would hire...
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So we have a classic set of New Year’s Resolutions in SaaS that we update every year. Over the years, so much has changed in SaaS.  The best grow faster than ever.  And yet, many are still struggling to get over the Crash of 2022.  AI is remaking so many categories, but it’s often murky...
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