AT A GLANCE

Anthropic
Pinterest
2021
Founded
2010
San Francisco, California
HQ
San Francisco, California
$42.7 Billion
Total Raised
$1.5 billion
Dario & Daniela Amodei
Founder
Ben Silbermann, Paul Sciarra, Evan Sharp
AI
Type
Social Media
Private ($380B valuation)
Status
Public (NYSE: PINS)

FUNDING HISTORY

Anthropic

Series A/B2021
$704M raised$4.0B val.
Series C2023
$450M raised$5.0B val.
Amazon Investment2023
$4.0B raised$20.0B val.
Google Investment2023
$2.0B raised$20.0B val.
Series D2024
$2.0B raised$18.0B val.
Series E2025
$3.5B raised$61.5B val.
Series F2026
$30.0B raised$380.0B 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

Anthropic

Anthropic makes money through API access and subscriptions, similar to OpenAI. The Claude API charges developers per token for input and output.

Claude Pro costs $20/month for individuals with priority access and higher usage limits. Claude Team is $25-30/user/month for businesses.

Claude Enterprise offers custom pricing with enhanced security, admin controls, and longer context windows. Amazon Web Services resells Claude through Amazon Bedrock and Google Cloud offers it through Vertex AI, both generating revenue-sharing income for Anthropic.

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

Anthropic

Dario Amodei was VP of Research at OpenAI. His sister Daniela Amodei was VP of Operations.

They were two of the most senior people at the company. In 2020-2021, they grew increasingly concerned that OpenAI was prioritizing commercialization over safety research.

The board crisis that would eventually happen in 2023 was already brewing beneath the surface — the tension between "move fast and ship products" and "slow down and do the safety work" was real.

In early 2021, Dario and Daniela left OpenAI and took a group of key researchers with them. They founded Anthropic as a public benefit corporation — a structure that legally requires the company to consider its impact on society, not just shareholder returns.

The name comes from "anthropic principle" in physics — the idea that the universe's fundamental parameters seem fine-tuned for human existence.

The founding thesis was simple: AI was going to become incredibly powerful whether anyone wanted it to or not. The safest path was to have a safety-focused lab at the frontier of capabilities, not watching from the sidelines.

Build the most powerful AI you can, but build it with safety baked into every layer.

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

Anthropic

Anthropic grew through a deliberate "safety as a brand" strategy. While OpenAI chased consumer virality with ChatGPT, Anthropic positioned Claude as the thoughtful, reliable, safety-conscious alternative.

Developers who found ChatGPT inconsistent or who worried about data privacy gravitated to Claude.

The enterprise partnerships were the real growth engine. Amazon has put $8 billion in and made Claude a featured model on Amazon Bedrock.

Google has invested billions more and integrated Claude into Google Cloud. These partnerships gave Anthropic instant distribution to millions of enterprise developers without building a sales team.

Claude's strength in specific use cases drove adoption. Claude became known as the best AI for long-document analysis, subtle writing, and careful reasoning.

Law firms, financial analysts, researchers, and enterprise customers who needed accuracy over speed chose Claude. The reputation for quality over flash built a loyal and growing user base.

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

Anthropic

The funding arms race is existential. Training frontier AI models costs billions.

Anthropic has raised tens of billions and needs to keep raising because each generation of Claude costs more to train. If a funding round fails or investors lose confidence, Anthropic can't compete at the frontier.

The company is in a spending war with OpenAI (backed by Microsoft) and Google (with DeepMind) — two of the richest companies in history.

Being second in consumer awareness hurts. ChatGPT is a household name.

Claude is not. Most non-technical people have never heard of Anthropic.

This matters because consumer brand recognition drives enterprise adoption — CIOs buy what they've heard of. Anthropic has to fight for mindshare against a competitor with a massive head start in public awareness.

The safety-capabilities tension is real. Anthropic's entire brand is built on being the "safe" AI company.

But to stay competitive, they must build increasingly powerful models. Every capability improvement creates new risks.

If Anthropic ships something that causes harm, the reputational damage is catastrophic because safety is their core promise. If they move too slowly, they become irrelevant.

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

Anthropic

Claude is the flagship AI assistant — available via web app, mobile app, and API. Claude excels at long-document analysis, coding, writing, and reasoning.

Claude's context window runs to 1 million tokens on its largest-context models, which is thousands of pages in one go. The Claude API lets developers build applications powered by Claude.

Claude for Enterprise provides businesses with a private, secure deployment. Constitutional AI is Anthropic's research framework for training AI systems to be helpful, harmless, and honest — the safety methodology that differentiates Claude from competitors.

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

Anthropic

Google ($3B+), Amazon ($8B), Spark Capital, Salesforce, Menlo Ventures, SK Telecom, Lightspeed

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