Trends 1990s heyday 1995–early 2000s

Early eBay

Ebay Website (1999)

β–Ά A clip β€” press play

The person-to-person auction era before storefronts and one-click checkout. You photographed your own stuff with a grainy digital camera, hand-wrote the listing in janky HTML, and mailed a check to a stranger whose feedback score was the only thing telling you they could be trusted. Half the thrill was a last-second bidding war; the other half was the box arriving at all.

Pierre Omidyar launched the site as AuctionWeb on September 3, 1995, as a hobby to make a little extra money. One of the first things sold was a broken laser pointer, which went for $14.83 β€” the buyer, it turned out, collected broken laser pointers. In September 1997 the company renamed itself eBay, a shortening of Omidyar's consulting firm Echo Bay Technology Group (echobay.com was already taken).

Every listing was a small act of trust between strangers. You found something in your closet, photographed it, described its flaws (or didn't), and set a starting bid. Payment meant mailing a personal check or money order and waiting for it to clear before anything shipped β€” instant online payment was still years off. The running tally of feedback, a column of green stars, was the entire reputation system holding the whole thing together. Beanie Babies became an outright obsession on the platform, accounting for 10% of all listings in 1997.

In September 1998 eBay went public on NASDAQ at $18 a share and closed its first day at $53, a market cap near $1.9 billion. It acquired PayPal on October 3, 2002 for roughly $1.5 billion in stock, and as instant payment, fixed "Buy It Now" prices, and professional storefronts took over, the ramshackle charm of the early auction quietly faded β€” the digicam photos, the hand-coded listings, the mailed check, and the specific agony of watching someone outbid you in the final ten seconds.

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Toys 1993–1999

Beanie Babies

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Tech 1993–2002 peak

AOL

The dial-up gateway that wired up America. AOL's "You've Got Mail" voice, aggressive free-trial CD carpet-bombing, and shift to unlimited $19.95/month pricing triggered the legendary busy-signal crisis β€” millions of Americans' first taste of the internet.

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Trends 1997–2010

Candystand

Life Savers' secret weapon for brand loyalty: genuinely good Flash games, free for anyone, with the advertising hiding inside the games themselves. The mini golf alone kept a generation of school computer labs quietly clicking.

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Trends 1999–2010 peak

Flash Game Sites

A corner of the web where anyone could upload a game, the community voted, and you could lose hours flicking through hand-coded animations and wildly unpolished experiments. Flash game sites were the internet's scrappy basement arcade.