Figma

Uber

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/month for the Professional tier and $75/month for the Organization tier. 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 ARR by 2023. 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.

Uber

Uber is a marketplace that connects riders with drivers. You request a ride through the app, the nearest driver accepts, picks you up, drops you off, and Uber takes a cut — typically 25-30% of the fare.

The driver keeps the rest. Uber doesn't own any cars.

They don't employ any drivers. They built a $150 billion company by being the middleman with a really good app.

The model expanded into Uber Eats (food delivery, same concept — restaurants cook, drivers deliver, Uber takes a cut), Uber Freight (connecting truckers with shippers), and advertising. The advertising business is quietly enormous — Uber has data on where millions of people go every day, and brands will pay handsomely for that.

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.

Uber

The idea started in Paris in December 2008. Travis Kalanick and Garrett Camp were at the LeWeb tech conference and couldn't find a cab.

Camp had been obsessing over the idea of summoning a car with your phone. He bought the domain UberCab.com, built a prototype, and recruited Kalanick to help run it.

The first version launched in San Francisco in 2010 as a black car service — not the cheap rideshare everyone knows today. You'd tap a button, a Lincoln Town Car would show up, and it cost about 1.5x a regular taxi.

Ryan Graves answered a tweet from Kalanick looking for an "entrepreneurial product manager" and became employee number one. He ran operations while Kalanick was still finishing up another startup.

Graves would later become CEO briefly before handing the reins to Kalanick. The app launched with just a handful of cars in San Francisco.

It worked so well that riders couldn't shut up about it.

The real inflection point came in 2012 when they launched UberX — regular people driving their own cars at prices cheaper than taxis. That one decision turned Uber from a luxury black car service into a verb.

Within two years, UberX was available in hundreds of cities and the word "Uber" had entered the dictionary.

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.

Uber

Uber's early growth strategy was beautifully ruthless. They'd roll into a new city, launch without asking permission, and deal with the regulatory fallout later.

They called it "Travis's Law" — it's easier to ask forgiveness than permission.

The playbook was simple: launch in a new city, give massive discounts to riders (sometimes completely free rides), pay drivers signing bonuses and guaranteed hourly rates, and flood the zone until the city was hooked. Then slowly raise prices and cut driver incentives once the market was locked.

They burned billions doing this but it worked — by 2016 Uber was in 500+ cities across 70 countries.

They also weaponized word of mouth with referral codes. Every rider could give free rides to friends.

Every new driver got a bonus for signing up. The viral loop was insane.

At peak growth, Uber was adding a new city every day.

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.

Uber

Where do you even start? Uber might have faced more simultaneous existential crises than any company in history.

Regulatory wars. Taxi unions, city governments, and entire countries tried to shut Uber down.

London revoked their license. France arrested two executives.

Uber was banned, unbanned, re-banned, and sued in dozens of jurisdictions simultaneously.

The toxic culture. In 2017, former engineer Susan Fowler published a blog post describing rampant sexual harassment, discrimination, and HR cover-ups at Uber.

It went nuclear. Investigation after investigation followed.

Board members resigned. Executives were fired.

Travis Kalanick's ouster. After the culture scandals, a leaked video of him berating an Uber driver, and a federal investigation into stolen trade secrets from Google's self-driving car unit Waymo, the board forced Kalanick to resign as CEO in June 2017.

Dara Khosrowshahi came in from Expedia to clean things up.

The cash burn was legendary. Uber lost $8.5 billion in 2019 alone.

They subsidized rides so heavily that riders were paying less than the actual cost of the trip. The company didn't turn its first operating profit until Q3 2023 — fourteen years after founding.

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.

Uber

Uber Rides is the core product — get from A to B in someone else's car. UberX is the standard option, Uber Black is the premium black car tier, UberXL fits bigger groups, and Uber Reserve lets you schedule rides in advance.

Uber Eats is the food delivery arm and competes directly with DoorDash and Grubhub. Uber Freight is the logistics play — basically Uber for semi-trucks, connecting carriers with shippers.

Uber for Business lets companies manage employee rides and meals. Uber now also offers package delivery, grocery delivery, and even boat rides in some cities.

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.

The final private round in 2024, after the Adobe deal collapsed, reportedly valued Figma at $12.5 billion. Peter Thiel was indirectly connected through the Thiel Fellowship that funded Dylan Field's early journey.

Uber

Benchmark Capital, First Round Capital, Menlo Ventures, Jeff Bezos, Goldman Sachs, Google Ventures, Saudi Arabia's Public Investment Fund, SoftBank, Toyota, PayPal co-founder Peter Thiel, Tencent