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What’s New At WorkOS and What It Takes To Be “Enterprise-Ready” in SaaS with WorkOS CEO and Founder Michael Grinich

SaaStr

In this new SaaStr series called “What’s new at…,” Jason Lemkin chats with WorkOS CEO and founder Michael Grinich about what it takes to be Enterprise ready in SaaS, building vs. buying, and who the stakeholders are in a B2D motion. They offer all the features you need to sell to Enterprise customers. It’s not an option.

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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

Most organizations lose around 10% of their revenue due to bad or poor customer experiences. For example, say your company is going upmarket to Enterprise. You need to look at your CS segmentation strategy, uplevel your CS team to be Enterprise ready, and do digital implementation in the lower market.

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

SaaStr

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. Snowflake’s Broader AI Strategy Snowflake’s momentum in AI is accelerating.

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

SaaStr

Companies successfully implementing PLG are seeing dramatically lower customer acquisition costs as a percentage of revenue. Plus, these motions are creating more predictable, sticky revenue streams. The infrastructure cost for real Enterprise readiness is massive. Who doesn’t want that?

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5 Nonobvious Learnings from Atlassian’s Path to The First $10B in ARR With Ex-CRO Cameron Deatsch

SaaStr

The “Profitable Contradiction” Principle Fascinating paradox: Atlassian achieved higher enterprise penetration by making their products less “enterprise-ready” out of the box. Building a $10B ecosystem sometimes means doing the exact opposite of what enterprise software conventional wisdom suggests.

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Thanks to Calendly, Drift, Reprise, Secureframe, and Shift Paradigm for Sponsoring SaaStr Annual 2022!

SaaStr

Using the Drift Conversation Cloud, businesses can personalize experiences that lead to more quality pipeline, revenue and lifelong customers. More than 5,000 customers use Drift to deliver a more enjoyable and more human buying experience that builds trust and accelerates revenue. Usually, it takes a paradigm shift to grow.

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What’s The #1 Challenge After $1m-$2m ARR?

SaaStr

Or churn will increase, NPS will stagnate and decline, and upsell and revenue retention will be a fraction of what it could be. You will need a VP of Engineering to manage these processes, recruit and build the team, and make your product more secure and enterprise-ready. You’ll need more than 5–6 core engineers to go big.