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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

Your company is going to change business goals every year, and your customer success strategy has to move towards and align with those priorities. For example, say your company is going upmarket to Enterprise. It’s not only a differentiator, but it will change the course of your business and product. You have to listen.

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Snowflake Buys Crunchy Data for $250m, Databricks Buys Neon for $1B. The New AI Database Battle.

SaaStr

With this news, we will be introducing Snowflake Postgres: enterprise-grade, AI-ready, and fully managed. The company reported more than 5,200 business customers using its AI capabilities weekly and achieved quarterly revenue topping $1 billion for the first time in Q1 2025exceeding analyst expectations.

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The Journey from Freemium to PLG to SLG: Key Learnings from Dropbox, Salesforce and Vimeo

SaaStr

It’s a fundamental business architecture that requires rethinking your entire customer journey. Because too many startups fall into what Gross calls the “Enterprise Mirage” – landing a few big logos through heroic efforts but failing to build repeatable systems. Who doesn’t want that?

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Loveable and Replit Both Hit $100M ARR in Record Time. The Vibe Coding TAM: How Big Can This Market Really Get?

SaaStr

Horizon 2: Enterprise Democratization (2027-2030) TAM: $40-300B This is where vibe coding becomes transformational rather than just convenient. As AI reliability improves and enterprise features mature, we see business users creating applications that traditionally required IT department involvement.

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Replit’s New Release Addressed Most of The Challenges We Hit Vibe Coding. But Is ‘Prosumer’ Vibe Coding Really Ready for Commercial Apps Yet?

SaaStr

When the AI “panicked” after seeing empty database queries, it executed destructive commands against live business data without any separation layer. This categorical prevention ensures that experimentation, testing, and AI-driven modifications cannot impact live business data. Our fault? We saw Jason’s post.

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RAG Explained: What Is Retrieval-Augmented Generation?

How To Buy Saas

In simple terms, RAG allows any SaaS or business to plug their proprietary data or the latest information into an AI model without retraining it so the models responses stay accurate and relevant to the users context. What Problem Does Retrieval-Augmented Generation Solve? How Does RAG Work in Simple Terms?

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The Playbook for Going Upmarket with Stripe’s CRO and Checkr’s COO

SaaStr

Jean Dwit (Chief Business Officer at Stripe) and Lindsay Scrace (COO at Checker) have done it multiple times at companies like Google Cloud, Stripe, and Checker. They came to SaaStr Annual to share what theyve learned about making the move to go more enterprise actually work.