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The $500M Flywheel You’ve Probably Never Heard Of

WorkOS ARR hit $30M, Imagine ARR hit $20M

John Tian's avatar
John Tian
Nov 04, 2025
∙ Paid

WorkOS ARR hit $30M

WorkOS is an API platform that helps developers add enterprise-grade identity and access features to their apps quickly, so products can become enterprise-ready and close larger deals faster.

It focuses on building blocks like SSO, user provisioning, directory sync, and audit logging, enabling engineering teams to ship enterprise capabilities without building everything from scratch. Here’s a concise overview to guide you.

After hit $20M ARR 5 months ago with 1000+ customers such as OpenAI, Cursor, Vercle and HeyGen, WorkOS has now hit $30M ARR.

Imagine ARR hit $20M

Imagine.art is an AI-powered creative platform that enables users to generate and edit visual content—images, videos, and related media—via text prompts and AI-driven tools.

It positions itself as an all-in-one suite with specialized studios for images and videos, plus features for editing, upscaling, animation, and motion.

From a Pregnancy Side Project to a $500 Million Empire with 3 pivots

A startup that has captured my attention started with a deceptively modest idea—a gift registry for kids—and experienced a meteoric rise to become a $500 million-a-year platform.

It solved a universal pain point for expectant mothers: helping them navigate a scattered e-commerce landscape by providing a single place to collect and organize all their desired baby items and gifts.

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