The stock market has long been a playground for those who thrive on risk and reward. Over the years, some investors have struck gold with bets that seemed utterly insane at the time. Whether through sheer luck or a sharp eye for potential, these stories of massive payoffs continue to inspire and baffle. Here are 13 of the most incredible stock market gambles that paid off big time.
1. The Apple Turnaround
Back in the late 1990s, Apple was on the brink of collapse. Struggling to compete in an industry dominated by Microsoft, the company’s stock was trading at around $1 per share. Enter Steve Jobs, who returned to the company he co-founded with a bold vision and a new strategy, according to Investopedia. His leadership, coupled with innovative products like the iMac, turned Apple around completely. Those who bought Apple shares during its dark days saw their investments skyrocket as the company became a tech giant. Fast forward to today, and Apple is not just a household name but also a global powerhouse. Investors who believed in Jobs’ vision were richly rewarded, with some achieving millionaire status.
The success story of Apple serves as a testament to the power of innovation and leadership. Many investors at that time were skeptical of the company’s ability to recover. However, those who took the plunge and invested in Apple when it seemed like an insane gamble are undoubtedly grateful for their faith in Jobs’ genius. The lesson here is clear: sometimes, betting on a leader and their vision can lead to unparalleled rewards. It’s a classic case of high risk, high reward, and Apple’s turnaround remains one of the greatest in corporate history.
2. Amazon’s Meteoric Rise
When Amazon went public in 1997, it was just an online bookstore, and many investors were hesitant to put their money into such a niche market. However, Jeff Bezos had a grand vision for Amazon, aiming to transform it into a “everything store.” According to Business Insider, those who bought into Bezos’ dream early on were handsomely rewarded as Amazon expanded beyond books. Amazon’s stock price has since gone through the roof, and early investors have seen unimaginable returns.
Today, Amazon is a behemoth in the retail world, influencing countless industries from technology to streaming media. The company’s ability to pivot and innovate continuously has kept it at the forefront of the corporate world. Investors who believed in Amazon’s potential, at a time when it seemed like a risky bet, have seen their faith rewarded with stock prices that have skyrocketed over the years. It’s a prime example of how staying ahead of the curve can pay off big time in the stock market.
3. The Tesla Gamble
Tesla’s journey in the stock market has been nothing short of a rollercoaster ride. When the company went public in 2010, electric cars were still a relatively novel concept, and skepticism abounded. Yet, Elon Musk’s vision for a sustainable future resonated with some investors. According to CNBC, those who believed in Tesla’s mission and bought its stock during its early days saw their investments soar over 20,000% in just a decade.
The rise of Tesla has been characterized by innovation and a bold vision of transforming the automotive industry. Despite facing numerous challenges, including production delays and intense competition, Tesla has emerged as a leader in the electric vehicle market. Investors who took a chance on Tesla when it was still a fledgling company have been richly rewarded, as its stock continues to defy expectations. It’s a perfect illustration of how daring bets on future-oriented technologies can yield substantial returns.
4. Netflix’s Evolution
Netflix started as a DVD rental service through the mail, which many thought was a niche and limited business model. However, the company had bigger plans to disrupt the traditional entertainment industry. As it transitioned into streaming, Netflix faced significant skepticism. The concept of streaming was still new, and competition from established networks posed a significant threat. But those who saw the potential in Netflix’s vision to revolutionize how people consumed media and invested early were handsomely rewarded.
The company’s stock price has soared over the years as Netflix became the dominant player in the streaming market. With a focus on original content and global expansion, Netflix has consistently stayed ahead of the competition. Investors who recognized the shifting media landscape and bet on Netflix’s potential have seen their investments multiply many times over. This story underscores the importance of identifying emerging trends and the companies poised to capitalize on them.
5. Bitcoin’s Incredible Surge
Although not a traditional stock market bet, Bitcoin’s rise is too remarkable to ignore. When Bitcoin first emerged in 2009, it was largely dismissed as a fringe technology with no real-world application. Fast forward a few years, and those who took the chance and invested in Bitcoin during its early days have seen astronomical returns. Its price has surged from mere cents to tens of thousands of dollars, making early investors millionaires.
Bitcoin’s journey has been marked by volatility, but its rise has also spurred the growth of the entire cryptocurrency market. Despite skepticism from traditional financial institutions, Bitcoin has gained increasing acceptance and recognition. Investors who believed in the promise of decentralized currency have seen their bets pay off in unimaginable ways. The Bitcoin story is a testament to the potential for disruptive technologies to redefine industries and create new investment opportunities.
6. Google’s Unstoppable Growth
When Google went public in 2004, it was already well-known as a search engine, but few could have predicted the extent of its growth. The company quickly expanded beyond search, diving into advertising, mobile operating systems, and more. Google’s stock has appreciated significantly since its IPO, rewarding investors who recognized the potential of this tech giant. Its parent company, Alphabet, now holds a vast portfolio, making it one of the most valuable companies in the world.
Google’s story is one of relentless innovation and diversification. By continually pushing the boundaries of technology, Google has managed to maintain its dominance in various sectors. Investors who took a chance on Google early on have seen their investments grow exponentially. The lesson here is the importance of recognizing companies with a strong vision for growth and a willingness to explore new avenues. Google’s success emphasizes the value of betting on companies that are not just leaders but innovators in their fields.
7. The Unexpected Rise of Zoom
Before the pandemic, Zoom was just one of many video conferencing tools available on the market. However, as remote work and online communication became essential, Zoom quickly became a household name. Those who invested in Zoom before the pandemic saw their investments skyrocket as the company’s user base expanded rapidly. The company’s stock experienced an incredible surge, making early investors very happy indeed.
Zoom’s rise highlights the impact of unforeseen global events on market dynamics. While the pandemic was an unexpected catalyst, Zoom’s ability to scale and meet demand was crucial to its success. Investors who saw the potential in digital communication technologies were handsomely rewarded as Zoom became an essential tool for businesses and individuals alike. This story underscores the importance of being prepared for sudden shifts in market demand and the opportunities they present.
8. Facebook’s Social Media Domination
When Facebook went public in 2012, social media was still in its early stages, and many investors were unsure about its profitability. Despite initial skepticism, Mark Zuckerberg’s vision of connecting the world through social media proved to be a goldmine. Facebook’s stock has seen substantial growth since its IPO, rewarding those who believed in its potential. The company’s ability to monetize its platform through advertising has been a significant driver of its success.
Facebook’s journey from a college project to a global social media giant is a testament to the power of network effects. By continually innovating and expanding its offerings, Facebook has maintained its dominance in the social media space. Early investors who recognized the potential of social media to transform communication and advertising have reaped significant rewards. Facebook’s story emphasizes the importance of investing in platforms that have the potential to change how people interact on a global scale.
9. The Rebirth of Disney
Disney has always been a beloved brand, but its fortunes have fluctuated over the years. However, recent strategic moves, including the acquisition of companies like Pixar, Marvel, and Lucasfilm, have revitalized its brand. These acquisitions, along with the launch of Disney+, have propelled Disney to new heights. Investors who recognized the value of Disney’s content and its potential for growth have been well rewarded as its stock price has climbed.
Disney’s ability to leverage its content library and expand into new markets has been key to its resurgence. The company’s focus on streaming and its strong brand have been significant drivers of its recent success. Investors who saw the potential in Disney’s strategy and invested in the company during its transformative phase have seen substantial returns. The Disney story illustrates the importance of strategic acquisitions and digital transformation in driving growth.
10. The Rise of Alibaba
Alibaba’s IPO was the largest in history at the time, and it attracted a lot of attention from investors worldwide. Founded by Jack Ma, Alibaba was already a dominant player in China’s e-commerce market. However, its potential for growth and expansion into new areas made it an attractive investment. Investors who bought into Alibaba at its IPO have seen significant returns as the company continues to grow and dominate the Chinese market.
Alibaba’s success is attributed to its ability to innovate and expand beyond traditional e-commerce. With ventures in cloud computing, digital payments, and more, Alibaba has become a tech powerhouse. Investors who recognized the potential of Alibaba’s diverse business model have been richly rewarded. The story of Alibaba highlights the importance of investing in companies with a strong foothold in emerging markets and a vision for expansion.
11. PayPal and the Digital Payments Revolution
PayPal has been at the forefront of the digital payments revolution since its inception. When the company went public in 2002, many were skeptical about the viability of digital payments. However, as e-commerce and online transactions grew, so did PayPal’s fortunes. Investors who believed in the potential of digital payments and bought PayPal stock early on have seen impressive returns.
PayPal’s success is due to its ability to adapt and innovate in the rapidly changing digital landscape. By expanding its services and forming strategic partnerships, PayPal has maintained its relevance and continued to grow. Investors who recognized the potential of digital payments to transform commerce have been well rewarded. The PayPal story underscores the importance of investing in companies that are positioned to capitalize on digital transformation.
12. The Gamble on Nvidia
Nvidia started as a company focused on graphics processing units (GPUs) for gaming. However, its foresight in recognizing the potential of GPUs for artificial intelligence and data centers has driven its phenomenal growth. Investors who saw the potential in Nvidia’s technology and invested early have seen remarkable returns. The company’s stock has surged as its GPUs are now integral to a variety of high-demand applications.
Nvidia’s success story is one of strategic vision and adaptability. By expanding its focus beyond gaming, Nvidia has positioned itself as a leader in emerging technologies. Investors who recognized the potential of Nvidia’s innovation in the tech space have been richly rewarded. The Nvidia story highlights the importance of investing in companies with cutting-edge technology that can drive future trends.
13. The Bet on Square

Square was initially dismissed by skeptics who doubted its ability to compete in the payment processing industry. However, its focus on simplifying transactions for small businesses and innovation in digital payments have driven its success. Investors who saw potential in Square’s unique approach to payments have seen the company’s stock soar. Square’s ability to evolve and expand its services has been key to its impressive growth.
The company’s success can be attributed to its strategic vision and commitment to meeting the needs of small businesses. With the rise of digital payments, Square has positioned itself as a leader in the fintech space. Investors who recognized the potential of Square’s business model have been handsomely rewarded. The Square story underscores the importance of investing in companies that address unmet needs and have a vision for growth.
This article is for informational purposes only and should not be construed as financial advice. Consult a financial professional before making investment or other financial decisions. The author and publisher make no warranties of any kind.