Dapper Labs

Sierra

Dapper Labs

Platform and marketplace — Dapper Labs builds NFT products and earns revenue from primary sales (minting new NFTs and selling them to users), marketplace transaction fees (5% on peer-to-peer trades), and licensing fees paid to sports leagues for using their IP. The company also built the Flow blockchain, which it controls and operates.

Revenue is heavily tied to NFT trading volume and new user acquisition. The licensing deals with NBA, NFL, UFC, and LaLiga give Dapper Labs exclusive rights to create digital collectibles from official content — a massive competitive moat when the market is hot, and a significant cost burden when the market cools.

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.

Dapper Labs

Roham Gharegozlou was running a blockchain company called Axiom Zen when his team launched CryptoKitties in November 2017 — a game where users could buy, breed, and trade digital cats as NFTs on Ethereum. It went so viral that it congested the entire Ethereum network and accounted for 25% of all Ethereum traffic.

CryptoKitties proved that people would pay real money for unique digital assets, but it also proved that Ethereum couldn't handle consumer-scale applications. Gharegozlou spun out Dapper Labs in 2018 to solve both problems: build consumer NFT products AND build a blockchain (Flow) that could actually handle millions of users.

The NBA came calling in 2019, licensing their highlights for what became NBA Top Shot. When Top Shot launched in October 2020, a LeBron James dunk clip sold for $208,000.

By February 2021, Top Shot was processing $50 million in daily transactions. The NFT boom had arrived and Dapper Labs was at the center of it.

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.

Dapper Labs

Licensing deals with major sports leagues gave Dapper Labs content that no competitor could replicate. NBA Top Shot specifically targeted sports fans, not crypto enthusiasts — a much larger addressable market.

The custodial wallet and credit card payments removed every crypto friction point, making it possible for someone with zero blockchain knowledge to buy an NFT in two minutes. Pack drops with limited supply created urgency and excitement similar to physical trading card releases.

Building the Flow blockchain gave Dapper Labs control over transaction costs and speed, avoiding Ethereum's congestion and gas fee problems. Celebrity involvement (Michael Jordan, Kevin Durant, Will Smith all invested) generated press coverage and credibility.

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.

Dapper Labs

The NFT market collapsed. NBA Top Shot's monthly sales fell from $224 million in February 2021 to under $5 million by late 2022.

The $7.6 billion valuation from 2021 looks nearly impossible to justify with current revenue. Massive layoffs — the company cut over 50% of staff in multiple rounds through 2022 and 2023.

The Flow blockchain never achieved the developer adoption needed to become a major ecosystem — most NFT activity stayed on Ethereum and later Solana. Licensing deals with sports leagues require minimum guarantees regardless of volume, creating fixed costs that hurt when revenue drops.

Regulatory risk — the SEC has investigated whether NBA Top Shot moments are unregistered securities. And the core question: are digital sports highlights a lasting collectible category or were they a pandemic-era novelty?

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.

Dapper Labs

NBA Top Shot — officially licensed digital basketball highlights ("moments") sold as NFTs. Users buy packs, trade moments, and complete challenges.

NFL All Day — same concept applied to American football highlights. UFC Strike — officially licensed UFC fight moments as NFTs.

LaLiga Golazos — Spanish soccer league highlights as digital collectibles. Flow blockchain — Dapper Labs' own blockchain designed for consumer applications, used by NBA Top Shot and other products.

Dapper Wallet — custodial crypto wallet that works with credit cards, removing the complexity that makes normal crypto wallets unusable for regular people.

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.

Dapper Labs

Investors include Andreessen Horowitz, Coatue Management, GV (Google Ventures), Samsung, and celebrity investors including Michael Jordan, Kevin Durant, and Will Smith. The $7.6 billion valuation was reached in a 2021 funding round.

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.