Figma

OpenAI

Figma

Figma uses a freemium model. Individual designers can use Figma for free with up to three active projects.

Teams pay per editor per month — $15 for Professional, $45 for Organization and $75 for Enterprise. Viewers are always free, which was revolutionary.

In Sketch, if a developer wanted to inspect a design, they needed a license. In Figma, you just send them a link.

This "free viewers, paid editors" model was genius because it turned every designer into a distribution channel. A designer joins a company, uses Figma, invites 50 engineers and PMs to view files, and suddenly the whole company is embedded in the Figma ecosystem.

When decision-makers see everyone already using it, upgrading to a paid team plan is automatic.

Revenue grew from essentially nothing in 2018 to over $600 million a year by 2023, and past $700 million by the time the company went public in 2025. The company was profitable by mid-2022 — unusual for a venture-backed startup.

They achieved this without a massive enterprise sales team. The product spread bottom-up through organizations, designer by designer, team by team.

OpenAI

OpenAI makes money primarily through API access and subscriptions. The API charges developers per token (roughly per word) for using GPT models in their applications.

ChatGPT Plus costs $20/month for individual users, ChatGPT Team is $25-30/user/month, and ChatGPT Enterprise is custom-priced. Microsoft pays OpenAI licensing fees and also resells OpenAI models through Azure OpenAI Service.

OpenAI's annualised revenue ran past $13 billion during 2025 and kept climbing from there, which is the kind of growth curve that normally only exists in a pitch deck.

Figma

Dylan Field dropped out of Brown University in 2012 after interning at Flipboard and winning a Thiel Fellowship — Peter Thiel's program that pays students $100,000 to leave college and start something. His co-founder Evan Wallace was a Brown classmate and graphics programming wizard who'd built impressive WebGL demos that proved browsers could handle complex visual work.

Their original idea wasn't even a design tool. Field initially wanted to build a flight search engine, then pivoted to drone photography, before landing on the insight that would define Figma: professional creative tools were stuck in the desktop era while everything else had moved to the cloud.

Photoshop, Illustrator, Sketch — all required downloads, all worked on local files, and none of them let two people work on the same file simultaneously.

The technical challenge was enormous. Nobody believed you could build a high-performance vector graphics editor that ran entirely in a web browser.

Field and Wallace spent three years — 2012 to 2015 — just building the rendering engine before they had a product anyone could use. They basically had to invent new technology for browser-based graphics processing.

The first public beta launched in December 2015, and designers immediately noticed something no other tool offered: real-time multiplayer editing, like Google Docs but for design.

OpenAI

OpenAI was founded in December 2015 as a nonprofit AI research lab. The founding donors — including Elon Musk, Sam Altman, Peter Thiel, Reid Hoffman, and Jessica Livingston — pledged $1 billion with a mission to build artificial general intelligence (AGI) that would benefit all of humanity.

The idea was that AI was too important and too dangerous to leave in the hands of Google alone.

Sam Altman became chairman while Greg Brockman (former CTO of Stripe) became president. Ilya Sutskever, one of the most respected AI researchers alive, left Google Brain to become chief scientist.

The early team was stacked with world-class researchers who published their work openly — hence "Open" AI.

But AI research turned out to be staggeringly expensive. Training large models required millions of dollars in compute.

In 2019, OpenAI created a "capped-profit" subsidiary — investors could earn up to 100x their money, but profits beyond that would flow to the nonprofit. Microsoft invested $1 billion.

The mission was still to save humanity. The method now involved making a lot of money first.

Figma

Figma grew almost entirely through product-led growth — the product was so good and so easy to share that it spread virally through design teams. Every shared Figma link was marketing.

Every viewer who saw a design file in their browser without downloading anything was a conversion event.

The "free viewers" decision was the single most important growth lever. Traditional design tools charged per seat.

Figma said: only editors pay, everyone else is free. This removed all friction from collaboration and meant that for every paying designer, there might be 10-20 free viewers — all of whom experienced the product and became advocates.

Community was the second engine. Figma's open plugin system and free template marketplace created an ecosystem that locked in users.

Designers built their workflows around Figma-specific plugins, teams built design systems in Figma components, and switching costs climbed. By 2022, Figma had become the default — not just a design tool, but the operating system for product design.

OpenAI

ChatGPT's launch in November 2022 was the growth strategy — it just wasn't planned that way. The team expected a modest research preview.

Instead, ChatGPT hit 1 million users in 5 days and 100 million monthly active users in 2 months, making it the fastest-growing consumer application in history. The product went viral because it felt like magic — for the first time, anyone could have a natural conversation with a machine that seemed to understand them.

The Microsoft partnership provided distribution at massive scale. Microsoft integrated OpenAI models into Bing, Office 365 (Copilot), GitHub (Copilot), and Azure.

Overnight, hundreds of millions of Microsoft users had access to OpenAI technology. Microsoft's $13 billion investment was the largest AI bet in history and gave OpenAI nearly unlimited compute.

The API created an ecosystem. Thousands of startups built products on top of OpenAI's models — from customer service bots to coding assistants to content generators.

Each API customer locked themselves into OpenAI's ecosystem, creating switching costs and recurring revenue.

Figma

The Adobe acquisition saga was the biggest test. In September 2022, Adobe announced it would acquire Figma for $20 billion — the largest private software acquisition ever proposed.

Designers panicked. Would Adobe kill Figma's culture?

Bloat it with features? Integrate it into Creative Cloud and ruin the simplicity?

The deal fell apart in December 2023 when European regulators signaled they'd block it on antitrust grounds. Adobe walked away and paid a $1 billion breakup fee.

Figma was independent again — but now had to prove it could grow into a $20 billion company on its own.

Competition is intensifying. Canva is pushing into professional design.

Adobe is rebuilding its own collaborative tools. And newer entrants are using AI to generate designs automatically, potentially reducing the need for traditional design tools altogether.

Figma's challenge is staying ahead in a market it created while expanding into adjacent categories like presentations, whiteboarding, and development handoff.

OpenAI

The board crisis of November 2023 nearly destroyed the company. The nonprofit board fired Sam Altman as CEO on a Friday, citing a loss of confidence.

Within 48 hours, 95% of employees threatened to quit and follow Altman to Microsoft. By Tuesday, Altman was reinstated and the board was restructured.

The incident exposed the fundamental tension between OpenAI's nonprofit governance and its for-profit ambitions — a tension it finally addressed in late 2025 by restructuring the business as a public benefit corporation sitting under the original nonprofit.

The cost of training frontier models is eye-watering. Each new GPT generation costs hundreds of millions to train.

OpenAI is reportedly spending over $7 billion annually on compute. The company is burning through cash faster than almost any startup in history, which is why it keeps raising at higher and higher valuations.

If revenue growth slows before costs stabilize, the math gets ugly.

Safety concerns are not going away. Multiple prominent researchers have left OpenAI over disagreements about the pace of development versus safety research.

Ilya Sutskever, the chief scientist who was central to the board's decision to fire Altman, left in 2024 to start a safety-focused AI lab. The public debate about whether OpenAI is moving too fast — and whether its safety commitments are genuine — grows louder with every capability improvement.

Figma

Figma Design — the core browser-based interface design tool with real-time multiplayer collaboration, component libraries, auto-layout, and prototyping. FigJam — a collaborative whiteboard for brainstorming, diagramming, and planning that competes with Miro and Mural.

Dev Mode — a workspace specifically for developers to inspect designs, extract code snippets, and understand spacing and styling without bothering designers. Figma Slides — presentation software launched in 2024 that lets teams build slide decks using the same design tools and component libraries.

Community — a marketplace of free and paid design templates, plugins, and UI kits created by designers worldwide.

OpenAI

ChatGPT is the consumer chatbot — the product that made AI mainstream overnight. The flagship GPT models are multimodal, handling text, images, and audio in one system.

The OpenAI API lets developers integrate GPT into any application. DALL-E generates images from text descriptions.

Whisper transcribes and translates audio. Sora generates videos from text prompts.

GPT Store lets users create and share custom GPT agents. ChatGPT Enterprise gives businesses a private, secure version of ChatGPT with admin controls and no data training.

Figma

Index Ventures led the Series A and has been involved in nearly every round. Greylock Partners was an early backer.

Kleiner Perkins and Sequoia Capital invested in growth rounds. Addition (Lee Fixel's fund) led the Series E that valued Figma at $10 billion.

After the Adobe deal collapsed, a 2024 tender offer valued Figma at $12.5 billion, and the company went public on the NYSE in July 2025 at a considerably higher price. Peter Thiel was indirectly connected through the Thiel Fellowship that funded Dylan Field's early journey.

OpenAI

Microsoft ($13B), Thrive Capital, Khosla Ventures, Sequoia Capital, Founders Fund, Tiger Global, SoftBank, a16z