Palantir

Sierra

Palantir

Palantir's business model is enterprise software — specifically, large multi-year contracts with governments and corporations. Contracts typically start at $1-5 million and can scale to hundreds of millions annually for large government agencies.

The sales process is uniquely intensive. Palantir deploys "forward-deployed engineers" (FDEs) who embed directly with customers for months, configuring the platform for specific use cases.

This hands-on approach is expensive but creates deep integration that makes switching nearly impossible. Once Palantir is embedded in an organization's workflows, it's practically permanent.

Revenue split has shifted over time. Government contracts (US and allied nations) historically dominated, but commercial revenue has been growing faster.

By 2024, commercial revenue approached 45% of total. Annual revenue exceeded $2.8 billion.

The company has been profitable since 2023.

Sierra

Companies pay Sierra to run their customer service with AI agents instead of hiring rooms full of humans. The agent talks to your customers over chat.

It answers questions. It processes returns.

It updates subscriptions. Here is the clever part.

Sierra charges based on outcomes, not seats. Brands pay when the AI actually resolves a problem, not just for having the software installed.

That pricing is unusual. Most software charges a flat monthly fee no matter what.

Sierra only gets paid when the bot does the job.

Palantir

Palantir was born from the aftermath of September 11, 2001. Peter Thiel — PayPal co-founder and contrarian investor — realized that the same fraud-detection algorithms PayPal used to catch financial criminals could help intelligence agencies catch terrorists.

The US government had mountains of data but terrible tools for connecting the dots.

Thiel co-founded Palantir in 2003 with Alex Karp (a Stanford law graduate who then took a PhD in social theory at Goethe University in Frankfurt, studying under Jürgen Habermas), Joe Lonsdale (a Stanford student who'd worked at Clarium Capital), Stephen Cohen (an engineer), and Nathan Gettings (a Clarium colleague). They named it after the palantíri in Tolkien's Lord of the Rings — the seeing stones that let you view distant events.

The CIA's venture arm, In-Q-Tel, was the first investor and first customer simultaneously. The initial product, Palantir Gotham, was built specifically for intelligence analysts who needed to find connections across massive, messy datasets — linking phone records, financial transactions, travel data, and classified intelligence into a single coherent picture.

The company operated in extreme secrecy for its first decade, with most employees unable to discuss what they actually built.

Sierra

Bret Taylor had already done the impossible twice. He co-created Google Maps.

He later became co-CEO of Salesforce, chaired Twitter's board during the messy Elon Musk takeover, and became chairman of OpenAI in late 2023. Clay Bavor spent 18 years at Google, most recently running its Labs group.

The two friends left their big jobs in 2023 to build something together. They picked customer service on purpose.

It is the least glamorous corner of software. Their logic was simple.

Companies hate their support costs. Customers hate waiting on hold.

AI that actually resolves problems could fix both sides at once. They launched Sierra in February 2024 with $110 million from Sequoia and Benchmark.

Palantir

Palantir's growth strategy for two decades was simple: get inside the US government, prove indispensable, and expand from there. CIA led to NSA.

NSA led to the Army. The Army led to the Air Force.

Each agency saw what the others were doing and wanted it.

The AIP launch in 2023 was the commercial growth inflection point. By integrating large language models into the platform, Palantir made its data analytics accessible to non-technical users.

A supply chain manager could ask questions in plain English and get answers from their data. This dramatically expanded the potential user base within existing customers and attracted new commercial clients.

"Boot camps" became the commercial go-to-market innovation. Palantir runs intensive multi-day workshops where potential customers bring their actual data and problems, and Palantir engineers build working prototypes on the spot.

Companies leave with tangible proof of value, which accelerates the sales cycle dramatically.

Sierra

Sierra went straight for big brands, not tiny startups. SoFi, Ramp, ADT, Sonos and Brex signed up early.

By 2026 it said more than 40% of the Fortune 50 were customers. The trick was trust.

Enterprises are terrified of an AI bot going rogue and insulting a customer. So Sierra built guardrails and let each company control exactly how the agent behaves.

Bret Taylor's contacts did the rest. When the chairman of OpenAI calls a Fortune 500 CEO, they pick up.

Sierra hit $100 million in annual recurring revenue in November 2025, seven quarters after launch, and $150 million by February 2026. In April 2026 it launched Ghostwriter, which builds and deploys a new agent from a plain-English description.

Palantir

The ethical debate follows Palantir everywhere. Privacy advocates have criticized Palantir's work with ICE (Immigration and Customs Enforcement), police departments, and intelligence agencies.

The company has been accused of enabling mass surveillance. Karp has been unapologetic — arguing that democracies need powerful analytical tools and it's better that a company with ethical guidelines builds them than the alternative.

Customer concentration was a historical risk. For years, a handful of massive government contracts drove the majority of revenue.

Losing a single contract could crater a quarter. The push into commercial has diversified the revenue base, but government still represents over 55% of revenue.

Valuation has been the market debate. Palantir trades at astronomical revenue multiples (60-80x revenue at its 2024 peaks), which assumes massive future growth that may or may not materialize.

Bears argue it's the most overvalued stock in tech. Bulls argue that AIP will drive exponential commercial growth.

The debate is loud and ongoing.

Sierra

Everyone is building AI customer service agents right now. Decagon has raised at a multi-billion valuation.

Salesforce, ServiceNow and Intercom all shipped their own agents. Sierra is not the cheap option.

It sells premium AI to giant companies that move slowly. The bigger risk sits underneath the product.

Sierra does not make its own AI models. It rents them from providers like OpenAI and Anthropic.

If those model makers decide to compete directly, Sierra's edge gets thin fast, and its co-founder chairing one of them only makes that question louder. A $15.8 billion valuation on roughly $150 million in revenue leaves almost no room for a stumble.

Palantir

Palantir Gotham — the original intelligence platform used by government agencies for counterterrorism, military operations, and law enforcement. Integrates and analyzes data from disparate classified and unclassified sources.

Palantir Foundry — the commercial platform that lets corporations build data-driven applications without coding. Used for supply chain optimization, clinical trials, financial modeling, and manufacturing.

Palantir AIP (Artificial Intelligence Platform) — launched in 2023, this layer brings large language models and generative AI into Palantir's existing platforms, letting users query and act on their data using natural language. The product that supercharged the stock price.

Palantir Apollo — a continuous delivery system that manages software deployment across every environment: cloud, on-premise, classified networks, and even air-gapped military systems.

Sierra

The core product is the Sierra AI agent. It is a branded customer service bot that companies deploy on their website, app, and phone lines.

It handles the boring stuff. Order tracking.

Refunds. Password resets.

Account changes. Sierra also built its own tools to test and monitor these agents so they do not make things up.

In 2024 the company added a voice version that talks to customers on the phone. In April 2026 it added Ghostwriter, a tool that builds and deploys a new agent from a plain-English description.

The whole pitch is one AI agent that carries your brand's name and never sleeps.

Palantir

In-Q-Tel (the CIA's venture arm) was the first investor and provided both capital and credibility. Peter Thiel's Founders Fund invested from the founding.

The company raised extensively from institutional investors including Tiger Global, Dragoneer, and Sompo Holdings. The September 2020 direct listing on the NYSE (similar to Spotify — no new shares sold) valued the company at approximately $22 billion.

The stock subsequently surged past a $200 billion market cap in early 2025.

Sierra

Sequoia Capital and Benchmark wrote the first checks at launch in February 2024, $110 million between them. Greenoaks Capital then led both the $175 million round in 2024 and the $350 million round in September 2025.

In May 2026 Tiger Global and Google's GV led a $950 million round at a $15.8 billion valuation, with Benchmark, Sequoia and Greenoaks back in. That takes total funding to about $1.6 billion.

That is partly the product and partly Bret Taylor. Investors bet on founders who have already built billion-dollar things.