Cloudflare

Sea Group

Cloudflare

Cloudflare operates on a freemium model with usage-based pricing. The free tier provides basic CDN, DDoS protection, and SSL for any website — this is how millions of sites use Cloudflare without paying a cent.

Paid plans start at $20/month (Pro), $200/month (Business), and custom enterprise pricing for large organizations.

The free tier is the growth engine, not charity. Every free website that routes through Cloudflare adds data to the network — more traffic patterns to analyze, more attacks to learn from, more threat intelligence to feed the machine learning models.

Free users make the paid product better.

Enterprise contracts are where the real money lives. Large organizations pay six and seven figures annually for advanced security, performance, and compliance features.

Revenue reached $1.67 billion in 2024 and kept compounding at roughly 28% a year. The company has been approaching profitability with improving margins.

Sea Group

Sea runs three distinct businesses under one roof, and the genius of the structure is how they feed each other.

Garena is the gaming division. It develops and publishes games — most famously Free Fire, which Sea built itself after years of just licensing other people's games.

Free Fire launched in 2017 and became a phenomenon in emerging markets. It's a battle royale game optimized for low-end Android devices and slow internet connections.

Exactly the phone most people in Southeast Asia, Latin America, and India actually own. Garena makes money through in-game purchases — skins, characters, seasonal passes.

At its peak, Free Fire had over 100 million daily active users.

Shopee is the e-commerce marketplace. It operates like a hybrid of Amazon and eBay — sellers list products, buyers purchase, Sea handles payments, logistics coordination, and marketing.

Shopee makes money through advertising, transaction fees, and value-added services for sellers. It's now the dominant e-commerce platform in Southeast Asia and has a significant presence in Brazil.

SeaMoney is the fintech arm. It offers mobile wallets, digital payments, buy-now-pay-later, and banking services through MariBank in Singapore.

The pitch is simple: hundreds of millions of people in Southeast Asia are unbanked or underbanked. Give them a mobile wallet tied to their Shopee account and they'll use it for everything.

It's the super-app play, executed patiently.

Cloudflare

The origin story starts with Project Honey Pot, a free open-source project that Matthew Prince created in 2004 to track online spammers and hackers. The project grew to track millions of malicious IP addresses, and the Department of Homeland Security started using the data.

But Prince noticed something: he had all this threat intelligence and no good way to help website owners actually use it.

At Harvard Business School in 2009, Prince teamed up with Michelle Zatlyn for a class project exploring how to turn that threat data into a product. Their professor gave them a B — which Prince has jokingly called the most expensive B in HBS history, given what the company became.

They brought in Lee Holloway, a brilliant but unconventional systems programmer Prince had worked with previously, as the third co-founder and technical architect.

Cloudflare launched publicly at TechCrunch Disrupt in September 2010 with a bold pitch: sign up for free, change your DNS, and Cloudflare will make your website faster and more secure. No hardware to install.

No software to configure. Just a DNS change.

In the first day, thousands of websites signed up. The simplicity was the product — in an industry where security meant expensive appliances and complex configurations, Cloudflare said "just point your domain at us and we'll handle it."

Sea Group

Forrest Li moved from China to Singapore in 2005 to do his MBA at Stanford. He didn't go back.

In 2009, he founded Garena — which literally means 'Global Arena' — as an online gaming platform for Southeast Asia. The region was massively underserved.

Hundreds of millions of young, mobile-first users with low PC penetration but exploding smartphone adoption. Nobody was building for them.

Li saw that gap and went straight at it.

Garena started by licensing popular PC games — League of Legends, FIFA Online — and localizing them for markets like Indonesia, Thailand, Vietnam, and the Philippines. It was a straightforward licensing model, unglamorous, not the kind of thing that gets TechCrunch headlines.

But it worked. Garena quietly became the dominant gaming platform across Southeast Asia.

The company rebranded to Sea Limited in 2017 when it IPO'd on the New York Stock Exchange, raising $884 million. By then, Li had already launched Shopee in 2015 — an e-commerce marketplace — and SeaMoney, a digital payments and financial services arm, was taking shape.

Three businesses. One holding company.

The bet was that gaming would fund the others until they could stand on their own. That's exactly what happened.

Cloudflare

Cloudflare grew by being free. The free tier removed every barrier to adoption.

A blogger in India and a Fortune 500 company could both sign up in five minutes. This created a massive installed base that generates word-of-mouth, training data, and upsell opportunities.

The developer community became the second growth engine. Cloudflare Workers turned the company from a security vendor into a cloud computing platform.

Developers build entire applications on Cloudflare's edge network, which creates deep technical lock-in. Once your application runs on Workers, migrating to AWS Lambda is a significant engineering effort.

Strategic pricing warfare accelerated commercial adoption. When Cloudflare launched R2 storage with zero egress fees, it directly attacked Amazon S3's most hated pricing model.

The "Bandwidth Alliance" partnered with cloud providers to eliminate data transfer fees. These moves positioned Cloudflare as the anti-AWS — the cloud company that doesn't nickel-and-dime you.

Sea Group

The counterintuitive move was using gaming to subsidize e-commerce. Most tech companies pick a lane.

Sea used Garena's cash flows — which were enormous when Free Fire was at its peak — to fund Shopee's aggressive, money-losing expansion. They didn't need to raise debt or dilute shareholders to burn cash in new markets.

The gaming division was basically an ATM.

Free Fire itself was a masterclass in product-market fit. Instead of porting a premium game to low-end markets and watching it fail, Sea built a battle royale game from scratch that ran on 1GB RAM Android phones with patchy 3G connections.

The game was optimized for exactly the hardware that 800 million people in emerging markets actually owned. Nobody else was doing that.

Shopee's growth hack was localization taken to an almost absurd degree. They didn't just translate the app.

They hired local teams in every market, ran country-specific campaigns, integrated local payment methods, and partnered with local logistics providers. In Brazil, they ran Shopee-branded motorbike delivery.

In Indonesia, they integrated with hundreds of local courier companies. The playbook was: be more local than the locals.

The final piece was the flywheel. A Garena user downloads Free Fire, spends money on in-game items using SeaMoney's wallet, then starts buying physical goods on Shopee with the same wallet.

Three products, one ecosystem, one user. That's the compounding effect Li was building toward from day one.

Cloudflare

AWS, Google Cloud, and Microsoft Azure are simultaneously partners and competitors. Cloudflare's network sits in front of these clouds, which makes the cloud providers uncomfortable.

As Cloudflare expands into compute (Workers), storage (R2), and databases (D1), the competitive overlap grows. The cloud providers could theoretically build or acquire similar capabilities and bundle them for free.

Profitability pressure is real. Cloudflare has prioritized growth over profits, spending aggressively on network expansion and R&D.

Operating margins have been negative for most of the company's public life, though they've been improving. Investors have tolerated this during growth-stock mania but patience may not last forever.

Content moderation controversies arise periodically. As a company that provides infrastructure to millions of websites, Cloudflare occasionally faces pressure to terminate service to controversial or harmful sites.

They removed 8chan after the El Paso shooting in 2019 and the Daily Stormer in 2017. Prince has described these decisions as uncomfortable, arguing that infrastructure providers shouldn't be arbiters of online speech but sometimes have no choice.

Sea Group

The post-pandemic collapse was brutal and nearly existential for the stock, if not the business. During COVID, Sea was the perfect story — gaming was up, e-commerce was up, digital payments were up.

The stock hit $372 in October 2021. Market cap touched $200 billion.

Sea was the most valuable company ever to come out of Southeast Asia.

Then the world opened back up. Free Fire's daily active users fell off a cliff as people left their homes again.

Garena had funded the empire, and now the empire's funding engine was broken. Sea lost its license to publish Free Fire in India after the Indian government banned Chinese-linked apps.

India had been a massive market. Gone overnight.

Sea responded by cutting costs aggressively — laying off staff, retreating from markets like France, Spain, Poland, and India where Shopee had expanded without yet reaching profitability. The stock fell from $372 to under $40 by early 2023.

A 90% drawdown. That's not a correction.

That's a reset.

The deeper challenge is structural. Shopee competes with Lazada (backed by Alibaba), TikTok Shop (which has exploded in Southeast Asia), and increasingly with Temu and Shein.

These are not small competitors. TikTok Shop in particular has disrupted the e-commerce landscape in Indonesia and Thailand faster than most analysts expected.

Sea has scale and local knowledge, but the fight for Southeast Asia's e-commerce market is far from over.

Cloudflare

Cloudflare CDN — a content delivery network spanning 330+ cities in 120+ countries that caches and serves web content from the nearest location to each user, making websites dramatically faster. Cloudflare DDoS Protection — automatic detection and mitigation of distributed denial-of-service attacks.

Has blocked some of the largest DDoS attacks in internet history, including a 71 million requests-per-second attack in 2023. Cloudflare Workers — a serverless computing platform that lets developers deploy code to Cloudflare's edge network, running applications in 330+ locations worldwide with millisecond latency.

Cloudflare Zero Trust — a complete security platform replacing traditional VPNs and firewalls with identity-based access controls for remote workforces. Cloudflare R2 — object storage that competes with Amazon S3 but with zero egress fees, saving companies thousands on data transfer costs.

Sea Group

Free Fire is the crown jewel — a mobile battle royale game with over 100 million daily active users at its peak, built specifically for low-end Android devices in emerging markets. It's been the most downloaded mobile game globally multiple times and remains dominant across Southeast Asia and Latin America despite declining from its COVID peak.

Shopee is Sea's e-commerce marketplace and the business with the highest long-term ceiling. It operates across Singapore, Malaysia, Indonesia, Thailand, Vietnam, Philippines, Taiwan, and Brazil.

It's consistently ranked the most-visited e-commerce site in Southeast Asia. The app includes livestream shopping, local seller tools, Shopee Pay, and Shopee Food in select markets.

SeaMoney — now operating as the financial services umbrella — includes ShopeePay (mobile wallet integrated with the Shopee checkout), SeaBank (a licensed digital bank in the Philippines and Indonesia), and MariBank (a digital bank in Singapore). The pitch is financial inclusion for the underbanked, backed by transaction data from Shopee.

Cloudflare

New Enterprise Associates (NEA) led the Series A. Venrock, Pelion Venture Partners, and Union Square Ventures invested early.

Fidelity, Microsoft, Google Capital (now CapitalG), and Baidu all invested in later rounds — notably both Google and Baidu investing in the same company. The September 2019 IPO raised $525 million at a $4.4 billion valuation.

The stock has since grown significantly.

Sea Group

Sea went public in 2017 without needing a late-stage mega-round from the usual suspects. But it had institutional backing from early on.

Tencent is the most significant external shareholder — the Chinese gaming giant held a roughly 22% stake at various points, which gave Sea both credibility in gaming and a complicated geopolitical headache as anti-China sentiment grew in Southeast Asia and the U.S.

Naveen Tewari's General Atlantic and other growth equity funds participated in rounds before the IPO. Post-IPO, Sea attracted attention from large institutional investors including T.

Rowe Price, BlackRock, and various sovereign wealth funds drawn to the Southeast Asia growth story.

Masayoshi Son's SoftBank also took a stake — consistent with SoftBank's bet on emerging market consumer internet platforms. The Tencent relationship is the most interesting one because it's both a competitive asset (access to gaming IP and distribution) and a liability (political risk in markets sensitive to Chinese corporate influence).