AT A GLANCE

Warby Parker
Pinterest
2010
Founded
2010
New York, NY
HQ
San Francisco, California
$535M+
Total Raised
$1.5 billion
Neil Blumenthal, Dave Gilboa, Andrew Hunt & Jeffrey Raider
Founder
Ben Silbermann, Paul Sciarra, Evan Sharp
E-commerce
Type
Social Media
Public (NYSE: WRBY)
Status
Public (NYSE: PINS)

FUNDING HISTORY

Warby Parker

Series A2011
$13M raised
Series B2013
$42M raised$500M val.
Series C2015
$100M raised$1.2B val.
Series E2018
$75M raised$1.8B val.
Series F2020
$245M raised$3.0B val.
IPO (Direct Listing)2021
$0 raised$6.0B val.

Pinterest

Series A2011
$10M raised$40M val.
Series B2012
$100M raised$1.5B val.
Series D2013
$225M raised$3.8B val.
Series G2015
$367M raised$11.0B val.
IPO2019
$1.4B raised$12.7B val.

BUSINESS MODEL

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.

Pinterest

Pinterest makes money through advertising — specifically through "Promoted Pins" that look nearly identical to organic content. This is the magic of Pinterest's business model: ads don't interrupt the experience because the experience IS discovering products and ideas.

A promoted pin for a kitchen knife set appears right alongside organic pins of kitchen designs. The user doesn't distinguish between "ad" and "content" because both serve the same purpose.

Shopping ads are the fastest-growing segment. Brands upload their product catalogs, Pinterest matches products to user searches and boards, and users can buy directly through the platform or click through to the retailer's site.

Pinterest gets paid per click or per thousand impressions.

Revenue reached $3.65 billion in 2024, up from $3.05 billion the year before, and 2024 was its first genuinely profitable year. Average revenue per user is growing but still well below Meta's — the upside is enormous if Pinterest can close that gap.

HOW THEY STARTED

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.

Pinterest

Ben Silbermann was a former Google ad operations employee who quit in 2008 to build apps. His first attempt was an iPhone app called Tote — essentially a mobile catalog that let women browse and bookmark products from fashion retailers.

Nobody downloaded it. But Silbermann noticed something in the data: users were saving products obsessively.

The collecting behavior was more interesting than the shopping behavior.

He teamed up with Paul Sciarra, a classmate from Yale, and Evan Sharp, a designer who was studying architecture at Columbia. Together they built Pinterest — a visual bookmarking tool that let people "pin" images from around the internet to organized boards.

Think of it as a digital mood board that anyone could make.

Pinterest launched as an invite-only beta in March 2010. Growth was painfully slow at first.

Silbermann personally wrote to the first 5,000 users, giving them his phone number and asking what they wanted. The early community was overwhelmingly women interested in home decor, fashion, recipes, and DIY projects.

By 2011, Time magazine named Pinterest one of the 50 best websites. By 2012, it was the fastest site in history to reach 10 million unique monthly visitors.

HOW THEY GREW

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.

Pinterest

Pinterest grew organically through women sharing boards with each other. The weddings use case was the killer app — brides-to-be would create boards for dresses, venues, flowers, and invitations, then share them with their wedding parties.

That viral loop drove millions of signups.

SEO is the secret weapon. Pinterest pages rank extremely well in Google Image Search.

Someone searching "modern living room ideas" often sees Pinterest results on page one. That drives a large stream of organic traffic from people who were not looking for Pinterest at all.

Unlike other social platforms, which compete with Google for attention, Pinterest quietly benefits from it.

The shopping pivot has been the growth unlock. Under CEO Bill Ready (former Google and PayPal executive who took over in 2022), Pinterest aggressively invested in shopping features — catalog integrations, buyable pins, merchant verification, and visual search for products.

The thesis: Pinterest users are already in a shopping mindset, so removing friction between "I like this" and "I bought this" is the straightforward path to revenue growth.

THE HARD PART

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.

Pinterest

Pinterest's demographics are both an advantage and a limitation. The platform skews heavily female (over 60% women) and is strongest in home, fashion, food, and weddings.

Expanding beyond these categories to attract male users, younger demographics, and different use cases has been slow.

Competition for ad dollars is fierce. Pinterest competes with Meta, Google, TikTok, and Amazon for advertising budgets.

Most advertisers allocate the bulk of their spend to Meta and Google first, then consider others. Pinterest needs to prove its return on ad spend is competitive to win larger budget allocations.

Creator economy is underdeveloped. While Instagram, TikTok, and YouTube have massive creator ecosystems with monetization tools, Pinterest has historically been about content discovery, not content creation.

Users pin other people's content — the original creators often don't even know their work is on Pinterest. Building a creator program and driving original content creation on the platform has been a recent focus but lags far behind competitors.

THE PRODUCTS

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.

Pinterest

Pinterest Home Feed — the core discovery surface showing personalized pins based on user interests, boards, and search history. Pinterest Lens — visual search technology that lets users take a photo of any object and find similar items to buy on Pinterest.

Pinterest Shopping — integrated e-commerce allowing users to browse and purchase products directly from pins linked to retailer catalogs. Pinterest Boards — the organizing system where users save and categorize pins into collections, used for wedding planning, home renovation, recipes, fashion, and more.

Pinterest Shuffles — a collage-making app for Gen Z users to create aesthetic mood boards, driving younger user adoption.

WHO BACKED THEM

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.

Pinterest

Bessemer Venture Partners, FirstMark Capital, and Andreessen Horowitz were early investors. Fidelity and Valiant Capital participated in later rounds.

Rakuten invested strategically. The April 2019 IPO raised $1.4 billion at a $12.7 billion valuation.

Elliott Management, the activist investor, took a large stake in 2022 and pushed for operational improvements that contributed to the company's path to profitability.

MORE COMPARISONS