Venture capitalists don’t need Lamborghinis or yachts to make headlines—they have real wealth stories that put crypto traders to shame. From SoftBank’s groundbreaking $20M investment in Alibaba (now worth over $60B!) to Groupon investors turning a few hundred dollars into millions, the opportunities in venture investing are staggering.
What’s even more exciting? These kinds of gains aren’t exclusive to Silicon Valley elites. With equity crowdfunding, you can start your investment journey into the next big startup with as little as €100. Platforms today democratize the venture world, enabling you to potentially own a piece of the next tech giant.
Read on to discover the most legendary deals in venture history and how you can dive into this exhilarating world of high-risk, high-reward opportunities!
Top 10 Investment Deals with Returns Above x100
- Alibaba
- Investor: SoftBank
- Initial Investment: $20M in 2000
- Deal Details: At the time of investment, Alibaba was a fledgling e-commerce platform in China, struggling to expand. SoftBank’s visionary CEO Masayoshi Son saw its potential in a globalizing digital economy. The $20M investment secured SoftBank a 34% stake.
- Outcome: By the time of Alibaba’s IPO in 2014, its valuation skyrocketed to $231B, and SoftBank's stake was worth $60B. This was a 3,000x return, redefining SoftBank as a global tech investment powerhouse.
- WhatsApp
- Investor: Sequoia Capital
- Initial Investment: $60M between Series A and B (2011–2013)
- Deal Details: Sequoia was the sole investor, betting on the app’s simple user experience and global potential despite its lack of revenue. WhatsApp prioritized a no-ads policy, which resonated with users.
- Outcome: Facebook acquired WhatsApp in 2014 for $22B. Sequoia’s $60M investment turned into $3B, delivering a 50x return and solidifying its status as a top-tier VC firm.
- Facebook
- Investor: Accel Partners
- Initial Investment: $12.7M in 2005
- Deal Details: At the time, Facebook (then “Thefacebook”) was still a college-only platform with 2M users. Accel’s Series A investment secured a 15% stake, betting on the platform’s potential to grow beyond campuses.
- Outcome: By the time of its 2012 IPO, Facebook had become a global phenomenon. Accel’s stake was valued at $9B, achieving a nearly 700x return.
- Groupon
- Investor: Eric Lefkofsky (Co-founder and Early Investor)
- Initial Investment: $546 in 2007
- Deal Details: Lefkofsky helped pivot The Point, a failing crowd-sourced voting site, into Groupon—a deals-based e-commerce platform. His investment was structured through personal vehicles like Green Media LLC.
- Outcome: By the time of Groupon’s $13B IPO in 2011, Lefkofsky’s holdings were worth $3.6B. His small initial stake yielded an unimaginable 1,000,000x return.
- Google
- Investor: Kleiner Perkins Caufield & Byers
- Initial Investment: $12.5M in 1999
- Deal Details: This Series A round was split between Kleiner Perkins and Sequoia Capital. Google’s founders, Larry Page and Sergey Brin, initially struggled to attract investors due to skepticism about the search engine market.
- Outcome: By the time of Google’s IPO in 2004, Kleiner’s stake was valued at over $7B, marking one of the most iconic VC returns at over 500x.
- Snapchat (Snap)
- Investor: Benchmark Capital
- Initial Investment: $13.5M in Series A and B rounds
- Deal Details: Benchmark saw potential in Snap’s ephemeral messaging and growing popularity among millennials, backing the app early despite heavy competition in the social media space.
- Outcome: Snap’s IPO in 2017 valued the company at $24B. Benchmark’s stake grew into several billion dollars, yielding a return well over 100x.
- Cerent
- Investor: Kleiner Perkins Caufield & Byers
- Initial Investment: $8M in 1998
- Deal Details: Cerent, a maker of fiber-optic network equipment, was poised to disrupt telecommunications infrastructure. Kleiner Perkins led the funding during its nascent stage.
- Outcome: Cisco acquired Cerent for $6.9B in 1999, earning Kleiner Perkins billions from a mere $8M investment—a return exceeding 800x.
- Delivery Hero
- Investor: Insight Partners
- Initial Investment: ~$15M (early rounds)
- Deal Details: Delivery Hero started as an online food delivery platform in Germany and expanded aggressively across Europe and Asia. Insight Partners backed the company for its scalability in an emerging global food delivery market.
- Outcome: By the time of its IPO in 2017, Delivery Hero was valued at $4.9B, delivering a return well beyond 100x for Insight Partners.
- Uber
- Investor: First Round Capital
- Initial Investment: $1.5M in 2010
- Deal Details: Uber was a risky bet, aiming to disrupt traditional taxi services. First Round Capital invested early, recognizing the platform’s scalability and potential to reshape urban mobility.
- Outcome: Uber’s IPO in 2019 valued the company at $80B. First Round Capital’s investment yielded returns in the billions, well over 500x.
- Zoom
- Investor: Emergence Capital
- Initial Investment: $5M in Series A (2012)
- Deal Details: Despite being in a competitive market, Emergence Capital invested in Zoom due to its superior video-conferencing technology and founder Eric Yuan’s vision for seamless, reliable communication.
- Outcome: By the time of Zoom’s 2019 IPO, Emergence’s stake was worth over $1B, delivering a return of more than 200x.
Find more her ”From Alibaba To Zynga: 45 Of The Best VC Bets Of All Time And What We Can Learn From Them”.
The Path to Becoming a Venture Capitalist
Equity crowdfunding is your gateway to this elite world of transformative investments. Platforms like Crowdcube and Seedrs allow retail investors to fund innovative startups under the same regulatory protections as traditional investors. By starting with small amounts, you can own shares in exciting projects and maybe even land an x100 opportunity.
However, investing in startups is inherently risky. Only invest what you can afford to lose, and diversify your portfolio to manage risk effectively.
Important Reminder: Investing in early-stage companies is speculative and carries significant risks, including the possibility of total loss of investment. Do your due diligence and consult professionals if needed.
For more tips and insights into crowdfunding opportunities, visit Crowdinform.com!
