15 Expensive Mistakes That Left Multi-Billion-Dollar Holes

Have you ever broken something expensive? You might feel better learning about 15 of the most expensive mistakes in history, ranging from corporate blunders to catastrophic accidents.

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We all make mistakes, but some blunders cost millions—or even billions. From catastrophic accidents to corporate slip-ups, here’s a rundown of 15 historically expensive mistakes and the lessons they left behind.

Image: AP News

In 2014, a Montana Rail Link train carrying Boeing 737 fuselages took an unexpected detour…straight off the tracks and into a creek. The derailment destroyed six fuselages, costing Boeing around $540 million in total losses. Investigators found that track alignment issues were missed during inspection, proving that in high-stakes industries, even minor oversights can snowball into massive financial hits.

14. The “Crap” Heard ‘Round the World: Gerald Ratner’s Brand Blunder

Image: The Times

British businessman Gerald Ratner turned his family’s jewelry business into a multimillion-dollar empire, but one ill-fated speech in 1991 nearly wiped it all out. He called his own products “total crap,” triggering an 80% stock drop and almost erasing his fortune. Ratner’s blunder is a classic case of how much a single careless comment can cost in customer trust and company credibility.

13. Hoover’s Marketing Misstep: Free Flights That Soared Too High

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In the early ‘90s, vacuum company Hoover tried to boost sales with a “Buy a Hoover, Get Two Free Flights” promo. However, the promotion spiraled out of control when customers swarmed for flights to America. Hoover wound up owing $72 million in flight costs, losing market share, and tanking its reputation, all because they underestimated customer enthusiasm. Lesson? Always crunch the numbers on ambitious promotions.

12. Runaway Supercar Truck: When Safety Comes at a Price

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In August 2023, a truck hauling 10 supercars down a steep hill in the UK jackknifed, wrecking $2.5 million worth of luxury cars. The driver managed to avoid hitting cyclists, making a heroic decision, but the financial loss was hefty. This incident underscores how, in transportation, split-second decisions can come with steep costs.

11. Volkswagen Emissions Scandal: Cutting Corners Comes at a Cost

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In one of the most infamous corporate scandals, Volkswagen installed “defeat devices” in their diesel cars to cheat emissions tests. Once uncovered, VW faced $33.3 billion in fines and settlements. To make matters worse, Volkswagen had to recall or buy back nearly 11 million vehicles worldwide. In the United States alone, these vehicles fill 37 “car graveyards”, including one in Victorville, California, where more than 20,000 cars sit unused—a haunting monument to the fallout of unethical business practices. The scandal not only shattered VW’s reputation but also highlighted the colossal financial and environmental costs of cutting corners.

10. The Prestige Oil Disaster: Sinking Environmental Standards

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When the oil tanker Prestige sank off Spain in 2002, it spilled 50,000 tons of crude oil, becoming one of Spain’s worst environmental disasters. With cleanup costs exceeding $600 million, this disaster highlights the cost of disregarding maintenance and safety protocols. The captain’s refusal to admit the vessel’s defects served as a costly lesson in accountability.

9. Texaco’s Lake Peigneur Whirlpool: A $44.8 Million Oversight

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In 1980, Texaco was drilling in Louisiana’s Lake Peigneur when they accidentally punctured a salt mine, creating a whirlpool that swallowed rigs, equipment, and homes. The costly accident resulted in a $44.8 million fine. This disaster emphasizes the importance of risk assessments and thorough planning when drilling near delicate sites.

8. Excite Passes on Google: The $1 Trillion Miss

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Back in 1999, George Bell, CEO of Excite.com, passed on a $1 million offer to buy a new search engine from two guys named Larry and Sergey. Fast forward, and Google is a trillion-dollar powerhouse, while Excite is long forgotten. Bell’s miss teaches us the importance of recognizing game-changing potential in tech, even if it seems risky.

7. Facebook Says “No Thanks” to WhatsApp Founders

Image: CNBC

In 2007, Jan Koum and Brian Acton applied for jobs at Facebook but were turned down. The duo went on to create WhatsApp, which Facebook later acquired for a jaw-dropping $19.6 billion. If Facebook had hired them initially, they could have saved billions. This slip serves as a reminder of the value of spotting and investing in talent early on.

6. Superyacht Mishap: Nourah of Riyad Capsizes

Image: YachtForums

During a routine maintenance mishap in 2020, the $70 million superyacht Nourah of Riyad capsized due to improper mounting. This costly accident underscores the importance of detail-oriented maintenance in high-value assets. Even the wealthiest yacht owners face massive losses when protocol isn’t followed.

5. The USS San Francisco: Navigational Blunder with a $135 Million Bill

Image: Wikipedia

On January 7, 2005, the USS San Francisco, a nuclear submarine, struck an uncharted underwater mound, resulting in $135 million in damages. This incident highlights the necessity of precise navigation in military operations. Neglecting to chart one small detail led to a huge, costly repair and proved the stakes involved in naval missions.

4. Wells Fargo’s Fake Account Scandal: Shortcuts that Cost Billions

Image: The Business Journals

In an effort to boost sales, Wells Fargo employees opened millions of unauthorized accounts to hit sales targets. Once discovered, the bank faced fines and settlements totaling $3 billion. This scandal underscores how toxic work cultures can encourage costly shortcuts and erode customer trust.

3. Kodak’s Digital Downfall: A Missed Opportunity Worth Billions

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Kodak invented the digital camera in 1975 but decided to shelve it, fearing it would hurt film sales. As digital photography surged, Kodak’s film business plummeted, ultimately leading to its bankruptcy in 2012. This story serves as a clear reminder that embracing innovation, even when it threatens existing products, is key to long-term survival in tech.

2. The Deepwater Horizon Explosion: Safety Cuts Turn Catastrophic

Image: Wikipedia

BP’s Deepwater Horizon oil rig exploded in 2010, releasing millions of barrels of oil into the Gulf of Mexico. Cleanup costs soared to $65 billion. Neglecting safety to save money led to tragic environmental damage and underscored the dire costs of cutting corners in safety.

1. The Challenger Disaster: Ignoring Engineers’ Warnings

Image: CNN

On January 28, 1986, NASA’s Challenger space shuttle exploded shortly after launch due to faulty O-rings that engineers had warned about. The tragedy cost NASA $2 billion in damages and, more importantly, seven lives. The Challenger serves as a powerful reminder of the consequences of ignoring expert advice in high-stakes situations.

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