🔑 Buying HBO, Sports Illustrated, and dozens of other media companies


Welcome to The Business Buying Academy with Sieva Kozinsky.

🔑 The deal that defined media M&A for years

Media M&A is fascinating to me.

Nearly every media property we know of today has been bought and sold many times.

The industry is constantly being shaken up.

Today, I'm going to give you a brief overview of one of the most consequential deals in media history: The Time-Warner merger.

But first you need some context.

The end of the 1980s was a transition period for M&A. The LBO machine cooled after junk-bond defaults and the Savings & Loan Crisis (S&L Crisis for short).

The S&L Crisis was the collapse of 1,000+ U.S. savings and loan institutions (basically smaller banks that focused solely on taking deposits and making loans).
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After high interest rates made their long-term fixed-rate mortgages unprofitable, many of them collapsed. Taxpayers ultimately covered a bailout of roughly $124 billion.

The broader investment market cooled for a bit.

M&A deals slowed as junk bonds (which many S&Ls bought) weren't as available to fund deals.

But then dealmaking roared back.

Cheaper capital, industry consolidation, and the internet boom all contributed the new era of dealmaking.

Media was at the forefront.

In March 1989 Time Inc. and Warner Communications announced merger to create the world’s largest media company.

The deal combined Time’s magazines, books, HBO, and cable systems with Warner’s film studio, record labels, and cable assets.

But it wasn't a simple merger.

There was a bidding war and intense legal battles.

The deal shaped the media landscape for decades.

But before we get to the deal itsel, let's go back to the 1970s for some context.

In September 1979, American Express paid $175 million for half of Warner Communications’ cable business.

The new joint venture, Warner-Amex, was a bet that American cable was about to grow exponentially.

The bet was correct. But the timing was wrong.

They also bet on interactive TV; On demand programming, voice prompts, and live shopping. This was mostly correct.

Warner already had QUBE in Columbus, Ohio: a box with buttons so subscribers could vote, shop, and talk back to the set.

From that experiment came the channels that still define cable: Pinwheel became Nickelodeon, Star Channel became The Movie Channel, and a music experiment became MTV.

But the vision was ahead of its time.

The economics of building out these channels outpaced the profits they could generate at the time.

QUBE never paid for itself.

By the mid-1980s Warner-Amex was drowning in losses and hundreds of millions in debt. American Express wanted out.

In 1985, Time Inc. and Tele-Communications Inc. offered roughly $850 million in cash plus the assumption of about $500 million in debt for the whole cable company.

But instead, Warner ended up buying American Express’s half of the company for $450 million.

Time kept the cable systems but later sold MTV Networks to Viacom.

Time did not get Warner’s cable that year.

But four years later they came back for the whole company.

That is the landscape that leads up to the Time Warner deal.

The thesis behind the deal: Content and distribution should live under one roof.

Now let's get to the deal we're here to talk about:

The Time-Warner merger.

It was supposed to be a merger of equals.

The original plan was clean, but then Paramount showed up.

On March 3, 1989, Time and Warner announced a stock-for-stock merger.

Time brought People, Sports Illustrated, Fortune, HBO, and cable systems to the table.

Warner brought the movie studio, records, and the rebuilt cable operation. Warner shareholders would have owned about 62% of the combined company.

In June 1989, Martin Davis of Paramount Communications offered $175 a share in cash, about $10.7 billion, for Time.

Time stock jumped, but Time’s board said $175 did not come close to the company’s true value.

Paramount later raised the bid to $200 a share, roughly $12.2 billion.

Time’s response was a restructuring designed to make a vote unnecessary and a hostile bid unattractive.

It abandoned the clean stock swap, launched a $70-a-share cash tender for 51% of Warner (about $7 billion in the first slice), and planned to take the rest later for cash and securities, about $14 billion.

Time and Warner also swapped blocks of stock so each already owned a piece of the other.

The new Time Warner would carry as much as $14 billion in fresh debt.

But Paramount sued in Delaware.

Their argument: Time’s board had put a long-term strategy ahead of an all-cash premium.

On July 14, a judge refused to block the Warner deal. On July 24, the Delaware Supreme Court affirmed.

Paramount dropped the bid the same day. Time closed the cash tender, took control of Warner, and renamed itself Time Warner.

The Consequences of the Legal Battle

Paramount Communications v. Time Inc. became a landmark.

Delaware said directors could pursue a pre-existing strategic plan even when a higher cash bid appeared, so long as they were not already running an auction.

Time Warner was born as the world’s largest communications company and immediately had to service a lot of debt.

In 1996 the company absorbed Turner Broadcasting and its library; the same library Ted Turner had kept after the messy 1986 MGM purchase.

And they kept acquiring more media companies.

Until the strategy backfired:

In 1990, both companies merged to form Time Warner, which was the world's largest media conglomerate for 18 years. Time Warner expanded by forming Time Warner Cable in 1992 and acquiring Turner Broadcasting System in 1996. It 2001 merger with AOL, which formed AOL Time Warner, became one of worst business deals in corporate history, which led to the company revert its name to Time Warner in 2003.

Decades later, these same players are still playing in the M&A arena.

Today, Paramount (now call Paramount Skydance) is on the verge of acquiring Warner Bros. Discovery.

40 years after failing to acquire Warner, Paramount now has a deal within reach.

Paramount recently signed agreement to acquire all of Warner Bros. Discovery, but the deal has not closed.

In late 2025 Netflix struck a deal to buy WBD’s studios and streaming business (including HBO Max) for about $83 billion while spinning off the linear networks.

Paramount, freshly controlled by David Ellison after Skydance’s takeover, launched a competing all-cash bid for the entire company.

After raising its offer to $31 per share (roughly $110 billion enterprise value including debt), WBD’s board accepted the offer in February 2026; Netflix declined to match and walked away.

The companies signed a definitive merger agreement on February 27, 2026. WBD shareholders approved it in April, and the U.S. Justice Department cleared it in June.

But there's a remaining obstacle: An antitrust lawsuit filed in July 2026 by 12 state attorneys general (led by California) plus the Writers Guild of America. They argue the combination of two major studios plus large streaming and cable assets would reduce competition.

A federal judge issued a temporary restraining order; the parties then stipulated that the deal will not close until after a trial on the merits (now set for March 2027) or June 1, 2027 at the latest.

Sieva


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Disclaimer: nothing here is investment advice. Please do your own research. The information above is just for information and learning.

Sieva Kozinsky

Learn how to buy businesses in 5-minutes or less, once a week. Lessons & specific tactics on how invest your money and generate cash flow for your life.

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