Why did WeWork fail and why it's still around

WeWork, once a unicorn, declared bankruptcy in 2023

This podcast episode chronicles the complete rise and fall of WeWork—from its founding in 2010 to its eventual 2023 bankruptcy.

The full story of WeWork, one of the most dramatic startup journeys of all time

WeWork has been through a lot since the office space company was founded as a startup in 2010. From its failed IPO in 2019, to the various leadership antics of its founder, Adam Neumann (some have claimed that he acted like a cult leader at times), to how it navigated remote work trends during the pandemic, this video tells the full story of WeWork's growth, failures, and more.

WeWork’s competitors in the coworking space include Industrious and The Malin

WeWork’s story is colored by the times it just couldn’t make its numbers work. Its competitors in the coworking industry, such as Industrious and Convene, seem to be prioritizing slow and stable financial growth instead.

‘I realized after I got there it was a cult,’ one former WeWork executive said

WeWork isn’t only known for how it revolutionized modern work, or its spectacular financial rise and fall. It’s also known for its former cultlike company culture under former CEO Adam Neumann, complete with a charismatic leader and “summer camp” company retreats that blurred the lines between work and personal life.

SoftBank lost billions of dollars on WeWork. Meanwhile, WeWork’s founder walked away a billionaire

In the years leading up to WeWork’s bankruptcy, the tech holding company SoftBank invested roughly $16B into the company.

WeWork’s S-1 was full of alarming financial and business information that concerned investors and the public

When WeWork’s S-1 came out, investors were particularly concerned about WeWork’s expenses far outpacing its growing revenue and its complex company structure, as well as a few potential conflicts of interest within the company.

WeWork marketed itself on community

In a new era of work where many millennials wanted to work for themselves in offices with exposed brick, cold brew on tap, and casual dress codes, WeWork realized these entrepreneurs and startup workers didn’t want to do it alone.

See the small apartment WeWork founder Adam Neumann lived in before he was a billionaire

WeWork CEO Adam Neumann used to share a relatively small apartment in New York City with his wife before he became a billionaire off of WeWork. At one point, the apartment rented for $3K per month.

The Wing was a coworking space and private members club before it closed down

The Wing was supposed to be more than a woman’s answer to the popular WeWork coworking spaces. Founder Audrey Gelman envisioned The Wing as a private members club where women could feel empowered and dignified—if they had a few thousand dollars a year for a membership, of course. However, after racism scandals and widespread employee criticism, The Wing ceased operations in 2022.

Why can't we just turn the empty offices into apartments?

As both rent prices and mortgage rates rise across the US, many companies have simultaneously continued operating hybrid or remote workforces post-pandemic. A podcast episode dives into why city dwellers aren't all living in their prepandemic break rooms just yet.

Many of the 2010s girlboss-era founders experienced a public fall from grace in 2020

In the 2010s, dozens of female founders were celebrated on the covers of business magazines like Inc. for their recent startup success, from Emily Weiss’s Glossier makeup brand to Steph Korey’s Away luggage company. But many of these companies were also the subject of large takedown articles around the year 2020.

WellHub is a startup serving roughly 4 million people in 11 countries, providing broad wellness benefits to employees

Valued at $2.4B in 2025, the company helps workers get gym access and meditation apps, in addition to basic healthcare. Listen to the founder of the company, Cesar Cevalho, explain how he scaled the company with Jeff Berman.

Explaining the collapse of Silicon Valley Bank

In March 2023, Silicon Valley Bank—the nation's 16th largest bank at the time—collapsed after a rapid run on its deposits. Among other factors, the bank had placed more than half of its investments into long-term bonds, leaving it without the necessary cash on hand as its clients, largely start ups, panicked and withdrew their money at the same time. This visualization lays out the timeline and impact of the collapse.

IPOs that failed

Plenty of private companies fail once they try to go public. Failing can mean shares sell for less than their initial asking price on its IPO date, or it can look like a company pulling out of the IPO process at the last minute. Some companies with failed IPOs include Pets.com, Etsy, and Robinhood. Learn more about these companies and others here.

Rent the Runway recently lost over 90% of its value

The COVID-19 pandemic and increased competition post-2020 are just two factors plaguing the designer clothing rental company.

An interview with WeBank’s CFO

Leveraging Tencent's massive WeChat network, WeBank started as China's first digital bank and now serves 340 million users and 2.8 million businesses (as of 2024). Chief Financial Officer Arthur Wang discusses how the company is using AI and continuous innovation to stay ahead of the technological curve.

The collapse of Archegos Capital Management drew scrutiny to family offices

Archegos, which managed the assets of Bill Hwang, wasn’t subject to the same oversight as traditional investment firms when it collapsed.

Sears failed to evolve in a changing economy

At its peak, Sears was the largest retailer in the world, making elite objects accessible to the middle class. But in 2018, the company officially filed for bankruptcy due to massive debt and losses.

Bezos has frequently cited a 1999 article titled Amazon.bomb to illustrate how dire the early predictions about Amazon got

Over the years, Amazon founder Jeff Bezos often recalls how wrong the predictions in the 1999 Barron’s cover story were. Among other things, that article declared Amazon’s entire business model to be unsustainable and destined to fail, noting its lack of profit and dependence on a massive amount of capital to fund its growth.

What it's like to work in an office designed by Frank Lloyd Wright

Frank Lloyd Wright's SC Johnson Global Headquarters is an administrative building in Wisconsin that radically challenged common practices for creating a corporate office space. Built in 1939, the office remains functional today with a spacious central room for exchanging ideas.

The world's 50 most valuable private companies

While public companies typically have the highest valuations, private companies get close. This list breaks down the top 50 as of 2025, with SpaceX at the top with a value of $350B, followed by ByteDance. Over three-fifths of the list are located in the US, with eight in China.

In 2020, Palantir moved its headquarters from Silicon Valley to Denver, CO

Despite being a famous tech startup synonymous with Silicon Valley, Palantir executives and cofounders have criticized tech founders for not taking a bigger role in upholding Western institutions and supporting American defense and intelligence work. That cultural tension is frequently cited as a motivating factor for the company's 2020 move to Denver, CO. In early 2026, the company announced another move to a suburb of Miami, FL.

Web3 is the successor to our current version of the Internet

Web1 (existing roughly from 1990 to 2005) was about decentralized and community-governed open protocols. Most of the value accrued to the edges of the network: users and builders. Web2 (roughly 2005 through 2020) was about siloed, centralized services run by corporations.

Elon Musk claims cutting costs fast was the only way to stop X from dying

Laying off 80% of X's workforce, says Musk, was required to avoid a financial collapse within months of him purchasing the platform. In 2023, he claimed X would be cash-flow positive within the year as advertisers returned to the platform.

How the American takeover of world football failed.

What happened behind the scenes at Europe’s top clubs as their Super League plans were pitched and ripped apart in a matter of days

SpaceX's S-1 or 'prospectus' revealed many previously unknown details about the company, including its unprofitability despite doing $18.7B in revenue in 2025, exactly how many voting shares Elon Musk will have in the company (roughly 85%), and more.

Legendary architect Frank Lloyd Wright designed the SC Johnson headquarters in Wisconsin, aiming to make a cathedral-like workplace

How Amazon operates a 'flywheel' business model, a self-reinforcing cycle that drives continuous growth

Watch this video that uses Lego bricks to explain how venture capital works.

A Yale student wrote a profound essay about the consulting industry's influence on elite college students that was published in a book of her writing after she died in a post-graduation car accident.

US consumers collectively owe more than $1T to credit card companies—almost as much as they owe in auto loans.

Before the current East Wing ballroom project, only two White House renovations in the past 100 years cost more than $10M.

Memecoins are a type of cryptocurrency—a form of digital currency with a wide variety of uses—created around popular 'memes,' or viral internet jokes.

The idea for the Federal Reserve was conceived in secret in 1910—with bankers donning duck hunt gear for disguise while traveling to a remote country club on Georgia's Jekyll Island

The name 'Silicon Valley' arose from the founding of Shockley Semiconductor Laboratory in Fairchild Semiconductor in 1956-57, founded near Stanford University in Palo Alto

A 2019 Facebook event called on attendees to "Storm Area 51, They Can't Stop All of Us," resulting in countless memes, the creation of a music festival, and eventually the arrests of those who did try to approach the area.

While the first exchange-traded fund (a 'basket' of different assets that can be bought and sold on a stock exchange) in the US only launched in 1993, the global ETF market has grown to more than $10T in the short time since.

In 2019, a laptop loaded with six of the worst malware in history and described as 'an exhibit of historical weaponry' sold for $1.3M.

Fast-casual restaurant Chili's is experiencing a resurgence, with its parent company recently reporting a nearly 32% increase in sales, thanks to passionate Gen Z fans on TikTok.

Explore an interactive map built from more than 100,000 survey responses on where people find joy in their lives

In its famous catalog, Sears sold $600 DIY house kits from 1908 through the 1940s, resulting in an estimated 100,000 'Sears and Roebuck homes.'

The Mona Lisa's celebrity status and repeated restorations have obscured what made the painting so revolutionary for its time

See the evolution of Ebola vaccine and treatment development.

According to the physics of black holes, our 4D reality may be a hologram—a projection of information coded on a 2D surface on the edge of the universe.

Fireworks make a loud booming sound after exploding due to air expanding faster than the speed of sound.

The Beatles' US label rejected the band's first two singles, 'Please Please Me' and 'From Me to You,' with one executive calling the band 'dead in the water.'

The use of fungi to detoxify land and water—a process known as mycoremediation—has been used to clean up natural resources affected by the 2025 California wildfires.

The US first hosted the World Cup in 1994, a tournament that lives in soccer infamy for its poor planning and the murder of Colombian player Andres Escobar, who'd accidentally scored on his own net.

See a 3D reconstruction of Tenochtitlan, the Aztec capital that was home to an estimated population of 200,000 to 400,000.

Apeirophobia is an overwhelming fear of living forever, perhaps stemming from the brain's inability to conceptualize an infinite life.