Justin's AI Newsletter

The most interesting content, news, and insights in AI each week.

Hi everyone,

This newsletter is a little different: not your typical rundown of AI news and automations to try. Today, I want to share something more personal: an update on the company I co-founded, Cassidy.​

I’m very grateful and excited to announce that Cassidy has raised an additional $10M in Series A funding, bringing our total funding to $14M.

Many of you subscribed here after finding my AI content over the past few years—whether on LinkedIn, TikTok, or Instagram. You started following me because you wanted to see how AI could actually be useful in business, not just flashy demos. About two years ago, we launched Cassidy with that same mission in mind.

From the beginning, our thesis has been simple:
The highest-value work inside a company is never generic. It’s the nuanced workflows unique to your business—the ones no off-the-shelf SaaS can capture and, until now, often weren’t even possible to automate. When the people closest to the work become the builders, automation reflects the reality of the process. Adoption spreads naturally, and each improvement fuels the next.

That belief is why we built Cassidy: a context-powered automation platform that lets non-technical teams design, deploy, and evolve the exact workflows they need—without waiting on IT or stitching together a patchwork of point solutions.

Today, Cassidy is trusted by global companies companies, powering use cases such as:

• A global insurer automatically compares 90+ contract clauses at renewal, flags risky changes, and delivers clean reports to underwriters in minutes.
• A healthcare network triages thousands of weekly support tickets, classifies intent, and generates policy-backed responses that reduce wait times.
• A manufacturer assembles first-pass RFP responses in hours instead of weeks — evaluating requirements, scoring responses, and drafting accurate proposals.

With this new capital, we’ll continue expanding the Cassidy platform, growing our team, and helping more enterprises unlock the full value of their institutional knowledge. Read more here: https://www.cassidyai.com/blog/announcing-cassidys-10m-series-a.

If you’d like to join us, we’re hiring: https://jobs.ashbyhq.com/Cassidy.

And finally, thank you. To everyone who has been here since the earliest posts, who has tried Cassidy, given us feedback, or just cheered from the sidelines—I can’t tell you how much it means. This community is the reason Cassidy exists, and I’m grateful every day that I get to build alongside you.

– Justin Fineberg

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