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Scaling Customer Success from 0-5,000 Customers with Drata’s VP of Customer Success and VP of Customer Experience

SaaStr

This is where customer success comes in. Drata VP of Customer Success Management, Wen Yao, and VP of Customer Experience, Ashley Hyman, share how to scale customer success from 0 to 5,000 customers. They believe CS is a fundamental building block to the success of your organization.

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The Complete Guide to SaaS Pricing Strategy

Tom Tunguz

Most startups play defense when discussing pricing with customers. They dance between asking for too little, leaving money on the table, and asking for too much, only to lose the customer’s interest. The very best companies lead their customers in that dance. Expensify, Netsuite, New Relic, Slack follow this model.

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Dear SaaStr: How Should Founders Build Their First Customer Success Team?

SaaStr

Dear SaaStr: How Should Founders Build Their First Customer Success Team? Building a Customer Success (CS) team early is critical for SaaS startups. Customer Success should be a single-digit hire—ideally, your first 5-10 employees should include at least one CS hire.

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How Anthropic Rocketed to $4B ARR — And Why Your B2B Playbook May Already Be Obsolete

SaaStr

API-First Revenue Model Unlike the subscription-heavy models of traditional SaaS, 70-75% of Anthropic’s revenue comes from API calls through pay-per-token pricing. The key is ensuring that increased usage correlates with increased customer success. This requires rethinking pricing, packaging, and revenue recognition.

B2B 245
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Is Your Customer Success Team Helping or Harming Your Word-of-Mouth?

SaaStr

So we had another 2025 Customer Success experience the other day. When we asked for the roadmap review the Customer Success exec said Oh just go see it on our webinar later this week. At a basic level, this is what happens when Customer Success becomes part of the sales org. So what happened?

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The End of Customer Success As We Knew It

SaaStr

So I think 2023 may mark The End of Customer Success as We Knew It. The Massive Push to Efficiency As almost every public SaaS company got cash-flow positive and radically more efficient, and most startups had to stretch their dollars much further — customer success took a lot of the brunt. What happened? Just This Week.

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4 Recent, Very Bad, Truly Terrible Customer Success Experiences. Just This Week.

SaaStr

Customer Success has gotten worse over the past few years. The best Customer Success teams are still amazing. I don’t know if they were too lazy to look up if I was a customer, didn’t care, or didn’t even have an internal system to know (despite being worth billions). But look, it’s true.