Warby Parker

Stripe

Warby Parker

Vertically integrated DTC eyewear — Warby Parker designs frames in-house, contracts manufacturing directly (cutting out the brand licensing middlemen), and sells directly to consumers through its website and owned retail stores. The $95 price point (later raised to $95-$195) eliminates the traditional retail markup chain.

Home Try-On program lets customers pick five frames to try for free before buying. Revenue comes from prescription glasses, sunglasses, contact lenses, and eye exams (offered in stores).

The company expanded from pure e-commerce into physical retail with 200+ stores, making it an omnichannel brand rather than purely online.

Stripe

Stripe charges a flat 2.9% + $0.30 per transaction. That's it.

No setup fees, no monthly fees, no hidden charges. The simplicity is the product.

When a customer pays on a website using Stripe, Stripe handles everything — fraud detection, currency conversion, bank transfers, tax calculation, compliance. The merchant just sees money arrive in their account.

On top of the core payments, Stripe has built an entire financial infrastructure stack. Billing for subscriptions, Connect for marketplace payments, Atlas for incorporating a company, Issuing for creating virtual cards, Treasury for banking-as-a-service, and Radar for fraud prevention.

They're basically building the financial plumbing for the entire internet.

Warby Parker

Neil Blumenthal lost a pair of glasses backpacking and couldn't believe replacing them cost $700. He mentioned this at Wharton Business School, where classmates Dave Gilboa, Andrew Hunt, and Jeffrey Raider were having the same reaction.

They dug into the economics and discovered that Luxottica — an Italian conglomerate most people have never heard of — owned Ray-Ban, Oakley, LensCrafters, Sunglass Hut, Pearle Vision, and the licensing rights for Chanel, Prada, and Versace. One company controlled the supply chain from design to retail and priced accordingly.

The four students launched Warby Parker in February 2010 with a simple website selling prescription glasses for $95 — about a quarter of what Luxottica charged. GQ called them "the Netflix of eyewear" before they'd shipped their 100th pair.

They hit their first-year sales target in three weeks and had a 20,000-person waitlist within 48 hours of launch.

Stripe

Patrick Collison was 19. His brother John was 17.

They had already built and sold a company — Auctomatic, an eBay auction tool — for $5 million while still teenagers in Limerick, Ireland. Patrick went to MIT, John went to Harvard, and they both dropped out because they had a better idea.

The idea was embarrassingly obvious in hindsight. In 2010, accepting payments on the internet was a nightmare.

You had to get a merchant account, negotiate with a payment processor, deal with a gateway provider, handle PCI compliance, and write thousands of lines of code. It took weeks or months.

The Collisons thought it should take five minutes.

They built a simple API — seven lines of code — that let any developer start accepting credit card payments immediately. No merchant account.

No paperwork. No phone calls with banks.

Just paste seven lines of code and you're in business. They originally called it /dev/payments, then changed it to Stripe in 2011.

Peter Thiel and Elon Musk — the PayPal mafia — were among the first investors. Sequoia and Andreessen Horowitz piled in soon after.

The Collisons had built exactly what every developer on Earth had been wishing for.

Warby Parker

The DTC playbook: build a beautiful brand, price dramatically below incumbents, and tell a compelling story about why the old way was a rip-off. The Home Try-On program was brilliant viral marketing — people posted photos of themselves in five different frames on social media asking friends to vote.

"Buy a Pair, Give a Pair" philanthropy (one pair donated for every pair sold) gave the brand a social mission that resonated with millennials. Physical retail expansion gave customers who wanted to try before they buy a real store experience.

Celebrity endorsements and fashion magazine coverage positioned Warby Parker as a lifestyle brand, not just a discount option. Steady geographic expansion of stores into new markets, each store becoming a customer acquisition channel.

Stripe

Stripe grew almost entirely through developer love. They didn't hire a sales team for years.

They didn't run ads. They just built the best developer documentation anyone had ever seen and let word of mouth do the rest.

The developer-first strategy was deliberate. The Collisons realized that in a startup, the developer usually decides which payment provider to use.

If you make the developer happy, you win the company. Stripe's API documentation became legendary — clear, beautiful, with working code examples in every language.

They also grew by growing with their customers. Early Stripe customers included tiny startups that later became giants — Lyft, DoorDash, Instacart, Shopify.

As those companies scaled to billions in revenue, Stripe's processing volume scaled with them. Stripe didn't need to acquire new customers because its existing ones kept getting bigger.

The international expansion was methodical. Instead of launching everywhere at once like Uber, Stripe carefully added country after country, making sure each one worked perfectly with local payment methods, currencies, and regulations.

By 2024 they were processing payments in 195 countries.

Warby Parker

Luxottica (now EssilorLuxottica after merging with the world's largest lens maker) remains a $90 billion behemoth with resources Warby Parker can't match. Post-IPO stock performance has been disappointing — shares fell over 70% from their 2021 highs as the DTC bubble deflated.

Physical retail expansion is capital-intensive and each store needs to reach profitability. Competition from dozens of DTC eyewear brands (Zenni, EyeBuyDirect, Pair Eyewear) that copied the model and often undercut Warby Parker on price.

Prescription eyewear requires optometrist involvement, which adds complexity and regulatory overhead compared to selling non-prescription consumer products. And the fundamental challenge of glasses: people only buy them every 1-3 years, making customer lifetime value dependent on retention across very long purchase cycles.

Stripe

Valuation whiplash. In 2021, Stripe hit a peak valuation of $95 billion during the fintech boom.

By 2023, they had to mark it down to $50 billion during the tech correction — a 47% drop that made headlines everywhere. Employees who had been paper millionaires suddenly weren't.

The valuation has since recovered to $91 billion after a secondary share sale in 2025, but those two years were rough for morale.

Competition is relentless. Adyen, the Dutch payments company, has been eating into Stripe's enterprise market.

Square (now Block) competes on the small business side. PayPal is everywhere.

New fintech players pop up constantly. The payments business has razor-thin margins and everyone is fighting for the same 2.9%.

Going public is the elephant in the room. Stripe has been expected to IPO for years.

Investors, employees, and the media keep asking when. The Collisons have consistently said they're in no rush, but with $8.7 billion raised and thousands of employees holding stock options, the pressure to provide liquidity is enormous.

As of 2025, they've opted for secondary sales instead of a public offering.

Warby Parker

Prescription eyeglasses starting at $95 including basic lenses — the product that broke the Luxottica pricing model. Home Try-On — pick five frames online, receive them in a box, try them at home for free, return what you don't want.

Progressive lenses and blue-light-filtering options for higher-end needs. Prescription and non-prescription sunglasses.

Scout contact lenses — Warby Parker's daily disposable contact lens brand. In-store eye exams with licensed optometrists.

Virtual Try-On using iPhone face-scanning technology to see frames on your face through the app.

Stripe

Stripe Payments is the core — accept credit cards, debit cards, Apple Pay, Google Pay, and 135+ payment methods in 195 countries. Stripe Connect lets marketplaces and platforms pay out to sellers (Shopify, Lyft, DoorDash all use it).

Stripe Billing handles subscription and recurring billing. Stripe Atlas lets you incorporate a US company from anywhere in the world — fill out a form, get a Delaware C-corp, bank account, and tax ID in days.

Stripe Radar uses machine learning to block fraud in real time. Stripe Treasury lets platforms offer banking services to their customers.

Stripe Tax automatically calculates and collects sales tax in every jurisdiction.

Warby Parker

Pre-IPO investors included General Catalyst, Tiger Global Management, T. Rowe Price, Durable Capital Partners, and D1 Capital Partners.

The company went public on the NYSE in September 2021 via direct listing.

Stripe

Peter Thiel, Elon Musk, Sequoia Capital, Andreessen Horowitz, General Catalyst, Founders Fund, Tiger Global, GV (Google Ventures), Goldman Sachs, Baillie Gifford