Business

Top 10 Websites: Their History and How They Actually Make Money

Top 10 Websites: Their History and How They Actually Make Money

Everyone uses these websites daily, but few people know how they actually started or how they make money behind the scenes. Understanding a website’s business model — not just what it does — reveals a lot about why it looks and behaves the way it does. Here’s the real history and business logic behind 10 of the internet’s most influential sites.

1. Forbes

Forbes started in 1917 as a print business magazine founded by B.C. Forbes, long before the internet existed, and built its early reputation on covering business leaders and markets. Forbes.com launched in 1996 and has since evolved into one of the most-visited business and finance sites in the world. Forbes’ own media kit and company information outlines its current reach across business, investing, and lifestyle content.

Forbes’ business model today combines traditional advertising with a large contributor network — outside experts and journalists who write under the Forbes brand, often for exposure rather than direct payment, which lets Forbes publish an enormous volume of content across countless niches. It also famously earns significant licensing revenue from its “Forbes Rich List” and similar rankings, which other outlets and brands reference constantly, reinforcing Forbes’ authority in wealth and business coverage.

2. Medium

Medium launched in 2012, founded by Evan Williams (who also co-founded Blogger and Twitter), with the goal of creating a cleaner, more thoughtful alternative to typical blogging platforms and low-quality content farms. Its distinctive minimalist design and focus on readability quickly attracted writers and readers looking for an alternative to cluttered blog platforms.

Medium’s business model has shifted several times — it experimented with pure advertising, then moved to a subscription model (Medium Membership) that pays writers based on how much engaged reading time their articles generate from paying subscribers, rather than raw pageviews or clicks. This membership-funded model was a deliberate attempt to reward quality, in-depth writing over clickbait, though it has also meant many articles are locked behind a paywall for non-members.

3. Microsoft

Microsoft’s history predates the modern web entirely — founded in 1975 by Bill Gates and Paul Allen, initially building software for early personal computers, most famously MS-DOS and later Windows, which became the dominant operating system for personal computers worldwide. Microsoft.com itself has existed since the early days of the commercial internet.

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Microsoft’s business model has evolved dramatically over five decades: from selling software licenses (Windows, Office) to a heavy shift toward cloud services and subscriptions under CEO Satya Nadella, with Azure cloud computing and Microsoft 365 subscriptions now representing a massive share of total revenue. Microsoft has also become a major AI infrastructure provider through its partnership with OpenAI, reflecting how the company continually reinvents its core business model as computing trends shift.

4. Wikipedia

Wikipedia launched in 2001, founded by Jimmy Wales and Larry Sanger, built on the radical idea that virtually anyone could edit and contribute to a shared, collaborative encyclopedia. Despite early skepticism about whether crowd-sourced content could be reliable, Wikipedia has become one of the most-visited reference sites in the world. the Wikimedia Foundation’s own transparency reports detail how the site actually sustains itself financially.

Unlike nearly every other major site on this list, Wikipedia runs entirely on donations through the nonprofit Wikimedia Foundation, deliberately avoiding advertising to preserve its neutral, non-commercial reputation. This funding model is a genuinely unusual choice for a site with Wikipedia’s massive global traffic, and it’s central to why Wikipedia has largely avoided the content-quality and clickbait pressures that shape most ad-funded media sites.

5. Amazon

Amazon began in 1994 as an online bookstore founded by Jeff Bezos, operating out of a garage in Seattle, with an initial strategy of using books specifically because they were easy to ship and had near-universal demand. It expanded methodically into nearly every product category over the following decade, becoming the dominant global e-commerce platform.

Amazon’s business model is actually several distinct businesses under one brand: e-commerce retail (often operating on thin margins deliberately, to build market share), third-party marketplace fees (letting other sellers use Amazon’s platform for a cut of sales), Amazon Prime subscriptions, and — significantly — Amazon Web Services (AWS), its cloud computing division, which for years has generated a disproportionate share of Amazon’s actual profit despite being a smaller part of its overall revenue.

6. LinkedIn

LinkedIn launched in 2003, founded by Reid Hoffman and a team of co-founders, with a specific focus on professional networking rather than the casual social networking that platforms like Facebook would later popularize. It was acquired by Microsoft in 2016 for approximately $26 billion, becoming one of the largest tech acquisitions in history at the time.

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LinkedIn’s revenue comes from three main sources: premium subscriptions for job seekers and sales professionals, recruiter tools that let companies search and contact candidates (historically its largest revenue segment), and advertising. Its business model benefits from a genuine network effect — the platform becomes more valuable to both job seekers and recruiters as more professionals maintain active profiles, reinforcing LinkedIn’s dominant position in professional networking.

7. YouTube

YouTube was founded in 2005 by three former PayPal employees and was acquired by Google in 2006 for $1.65 billion — a price that seemed enormous at the time for a company with no clear revenue model yet, but proved to be one of the most successful acquisitions in internet history. Google’s own account of the YouTube acquisition reflects on how the platform evolved after joining Google.

YouTube’s business model centers on advertising revenue shared between Google and content creators through the YouTube Partner Program, alongside YouTube Premium subscriptions that remove ads and unlock additional features. This creator revenue-sharing model was genuinely pioneering, effectively creating an entirely new career category — professional YouTubers — that didn’t meaningfully exist before the platform’s monetization system matured.

8. Reddit

Reddit launched in 2005, founded by Steve Huffman and Alex Ohanian, structured around user-submitted content organized into topic-specific communities called subreddits, with content ranked by user voting rather than editorial curation. This structure let Reddit scale into thousands of highly specific niche communities without needing centralized content moderation for each one.

Reddit’s business model historically struggled to monetize effectively despite massive traffic, relying primarily on advertising and premium subscriptions (Reddit Premium) for years. Its 2024 IPO and subsequent data-licensing deals with AI companies — selling access to its enormous archive of human-generated conversation data for AI model training — opened a significant new revenue stream that reflects how valuable large volumes of authentic human text have become in the AI era.

9. Craigslist

Craigslist began in 1995 as an email list created by Craig Newmark to share local San Francisco event listings among friends, evolving into a website by 1996 and expanding into classified ads across countless categories and cities. Remarkably, Craigslist has maintained essentially the same minimal, text-heavy design since its early years, deliberately avoiding the redesigns most sites undergo.

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Craigslist’s business model is notably simple: it’s free for most listings, generating revenue primarily from paid job postings and certain real estate listings in major cities. Despite having a fraction of the investment and design polish of competitors, Craigslist has remained relevant for decades specifically because its simplicity and free listings created strong user loyalty that newer, more polished competitors have struggled to fully displace.

10. Wikipedia’s Direct Competitor Consideration: Britannica

Encyclopaedia Britannica’s history stretches back to 1768 as a print encyclopedia, making it one of the oldest continuously operating reference brands in the world. Its shift online, and eventual end of print publication in 2012, represents one of the clearest examples of a legacy media institution being forced to fundamentally restructure by internet-era competition, specifically from free alternatives like Wikipedia.

Britannica’s current business model relies on subscription access for in-depth content, alongside educational licensing to schools and libraries, positioning itself as a more rigorously fact-checked, editorially controlled alternative to Wikipedia’s crowd-sourced model — a direct response to competing on trust and accuracy rather than trying to match Wikipedia’s free, comprehensive scale.

What These Business Models Have in Common

Looking across all ten, a few patterns repeat: advertising remains the dominant revenue source for content-heavy sites, subscription models have grown significantly as a hedge against advertising volatility, and network effects (where a platform becomes more valuable as more people use it) explain much of why category leaders like LinkedIn, Amazon, and YouTube have proven so difficult for competitors to dislodge. Our guide to what Google actually wants from content in 2026 covers how these same content-driven business models are adapting to the current search and AI landscape.

The Bottom Line

The websites people use daily rarely started as the businesses they are today — Amazon began as a bookstore, YouTube was acquired before it had a real revenue model, and Wikipedia deliberately rejected the advertising approach nearly every other major site relies on. Understanding these histories and business models offers a genuinely useful lens for anyone building a website or content business today, since the core lessons — network effects, diversified revenue, and adapting the business model as the industry shifts — remain just as relevant now as when these companies were founded. For more business and technology history, browse our Business section.