Year two in review
After reaching $100M in ARR in seven quarters, we followed with our first-ever $50M quarter — kicking off our third year with over $150M in ARR.
Increasing momentum
In the last six months, we’ve seen a step change in our business, driven by significant adoption across the Fortune 20. Why?
First, Sierra’s extensible platform and the depth of our partnership model enable the most established, complex, and regulated businesses to launch capable agents quickly. Last week, one of the largest healthcare companies in the world went live just seven weeks after the project kickoff — and it would have been six had it not been for the winter holidays!
One in four of our customers has revenue over $10 billion and 50% over $1 billion. Agents built on Sierra touch over 95% of US shoppers, 50% of families in healthcare, 70% of the value chain in fintech, and 25% of European banking.
Second, the value of the use cases that our platform handles is increasing rapidly — from conversational real estate search with Redfin to mortgage origination at Rocket Mortgage and subscription management with SiriusXM. This reflects the intuition we’ve always had that CEOs are focused on driving growth, and that is where the long term value lies.
A tale of two narratives
Over the last year, two very different enterprise realities have emerged. On one side, you have an MIT study published in August that suggested that 95% of AI pilots fail to deliver measurable business returns. On the other side, you have the extraordinary growth of applied AI companies like Harvey (legal), Cursor (coding), and Sierra (customer engagement). We’re often asked how both things can be true. In our experience, it’s the difference between companies engaged in “AI tourism” and teams focused on jobs to be done.
AI tourism starts with the technology rather than the problem. Teams experiment with models and internal tooling, often producing impressive demos — but then struggling in production because deploying agents in the wild is much harder than it looks.
Teams seeing real impact start with a clear job to be done — a specific business process where success can be defined and measured. Narrowing the problem turns AI from a science project into an engineering problem — where guardrails, evaluation, and reliability can be designed up front. It’s this focus that we’ve seen from companies deploying AI successfully with Sierra, from ADT to Cigna, DIRECTV, Gap, Hyvee, Ramp, Rivian, Safelite, Sutter Health and hundreds more.
Onward and upward
As Sierra enters our third year in operation, we’re more convinced than ever that applied AI — built around real jobs to be done — will define the next generation of enterprise software. Speed to impact is key, and with Sierra even the largest business can launch highly effective agents fast. We’re excited to help more companies engage more deeply with more of their customers in 2026.
