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

SaaStr

The $10M ARR Rule for Enterprise Here’s a controversial but important take: If you’re under $10M ARR, stay away from Enterprise. 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.

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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

We’ve been tracking B2B growth metrics for over a decade, and what happened in the vibe coding space between November 2024 and July 2025 breaks every model we’ve seen. For Enterprise Strategic Planning Procurement Strategy : Enterprises should begin pilot programs now rather than waiting for full enterprise readiness.

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

SaaStr

Enterprise buyers: Need predictability in pricing Want to buy solutions, not features Require modularity and customization Have completely different procurement processes The key is to repackage your components into enterprise-ready solutions. In 2019, top SaaS companies spent 50-55% of revenue on sales and marketing.

Scale 272
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Best Applicant Tracking Systems for 2025

How To Buy Saas

Other features include customizable hiring workflows , integrated video interviews , assessment tools , and deep analytics for hiring metrics. It also offers features to support Diversity, Equity & Inclusion (DEI) , such as anonymous applications to reduce bias and tools to track diversity metrics.

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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. By keeping core products simpler and pushing customization to marketplace apps, they created a more adaptable platform.

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7 Ways to build Enterprise Readiness into your SaaS roadmap

CloudGeometry

Now may be the time to turn your eyes to the enterprise readiness horizon. Here are seven things enterprise SaaS customers look for. #1 It’s not just that enterprises are rich targets. Multi-tenancy is a core tenet of building an enterprise ready platform architecture. Read more here. #6

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3 Secrets to Help You Sell Upmarket Faster

SaaStr

But keep in mind that employee count isn’t always indicative of company size, ARR or funding, and so typically revenue is the more important metric. . But how do you know if you’re ready to go upmarket? Well, it depends on your company’s stage and overall readiness.

Scale 293