• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia
FinanceVenture Capital

After WeWork IPO Debacle, SoftBank Founder Is ‘Embarrassed’ by His Investing Record

By
Pavel Alpeyev
Pavel Alpeyev
and
Bloomberg
Bloomberg
Down Arrow Button Icon
By
Pavel Alpeyev
Pavel Alpeyev
and
Bloomberg
Bloomberg
Down Arrow Button Icon
October 7, 2019, 6:45 AM ET

SoftBank Group Corp.’s Masayoshi Son says he is unhappy with how far short his accomplishments to date have fallen of his goals.

“The results still have a long way to go and that makes me embarrassed and impatient,” Son said in an interview with Nikkei Business. “I used to envy the scale of the markets in the U.S. and China, but now you see red-hot growth companies coming out of small markets like in Southeast Asia. There is just no excuse for entrepreneurs in Japan, myself included.”

Son built a $13.8 billion personal fortune by transforming SoftBank into a global technology conglomerate and reaping massive returns from investments like Alibaba Group Holding Ltd. His $100 billion Vision Fund also holds stakes in some of the world’s biggest technology startups, a portfolio that ranges from ride-hailing and genomics to vertical farms and satellites. But trouble at two of SoftBank’s marquee investments — Uber Technologies Inc. and WeWork — has cast a shadow of doubt over the Japanese billionaire’s track record just as he’s busy wooing investors for an even bigger fund.

“It only just began and I feel there is tremendous potential there,” Son told Nikkei Business. The strategy is to invest in companies that share his vision of a world being reshaped by artificial intelligence, he said.

Son has often said that he has a 30-year plan for SoftBank and that his vision extends as far out as 300 years into the future. But his company’s shares have been battered by more immediate concerns, now trading at close to 31% lower than they were in April.

Uber’s share price has also suffered a more than 30% drop from the level at which the company went public, raising questions about the rest of SoftBank’s ride-hailing portfolio, which includes China’s Didi Chuxing Inc., India’s Ola and Singapore’s Grab. WeWork, a co-working giant into which Son has poured almost $11 billion, has had to delay what would have been one of the year’s biggest initial public offerings as the market balked at its inflated valuation and shaky governance. This one-two punch has helped erase the gains of SoftBank’s record $5.5 billion buyback eight months ago.

WeWork and Uber may be losing money now, but they will be substantially profitable in 10 years’ time, Son said in the interview. At a private retreat for portfolio companies late last month he had a different message: become profitable soon. At the gathering, held at the five-star Langham resort in Pasadena, California, Son also stressed the importance of good governance. Just days later, SoftBank led the ouster of WeWork’s controversial co-founder Adam Neumann.

Son has long been known as a free-spending benefactor who encouraged startup founders to pursue their dreams even if it meant losing billions of dollars in the process. While the Nikkei interview focused mostly on Son’s disappointment with flagging entrepreneurial spirits in his home country, it did include a somewhat cryptic note of caution for SoftBank portfolio company heads.

“Recently, I’ve been telling founders to ‘know your limit,’” Son said. “Knowing your limitations will help unleash limitless possibilities.”

More must-read stories from Fortune:

—Why PayPal’s approval to enter China’s payments market may be less than it seems
—Aston Martin went public a year ago—and then the wheels fell off
—The trade war is keeping U.S. pork producers from capitalizing on China’s pig crisis
—Huawei CEO has an elaborate plan to create a 5G rival in the U.S.
—Listen to our audio briefing, Fortune 500 Daily
Catch up with Data Sheet, Fortune’s daily digest on the business of tech.

About the Authors
By Pavel Alpeyev
See full bioRight Arrow Button Icon
By Bloomberg
See full bioRight Arrow Button Icon

Latest in Finance

InvestingSports
Big 12 in advanced talks for deal with RedBird-backed fund
By Giles Turner and BloombergDecember 13, 2025
1 hour ago
Spanish Prime Minister Pedro Sánchez often praises the financial and social benefits that immigrants bring to the country.
EuropeSpain
In a continent cracking down on immigration and berated by Trump’s warnings of ‘civilizational erasure,’ Spain embraces migrants
By Suman Naishadham and The Associated PressDecember 13, 2025
3 hours ago
EconomyAgriculture
More financially distressed farmers are expected to lose their property soon as loan repayments and incomes continue to falter
By Jason MaDecember 13, 2025
4 hours ago
InvestingStock
There have been head fakes before, but this time may be different as the latest stock rotation out of AI is just getting started, analysts say
By Jason MaDecember 13, 2025
7 hours ago
Politicsdavid sacks
Can there be competency without conflict in Washington?
By Alyson ShontellDecember 13, 2025
7 hours ago
Investingspace
SpaceX sets $800 billion valuation, confirms 2026 IPO plans
By Loren Grush, Edward Ludlow and BloombergDecember 13, 2025
9 hours ago

Most Popular

placeholder alt text
Economy
Tariffs are taxes and they were used to finance the federal government until the 1913 income tax. A top economist breaks it down
By Kent JonesDecember 12, 2025
2 days ago
placeholder alt text
Success
Apple cofounder Ronald Wayne sold his 10% stake for $800 in 1976—today it’d be worth up to $400 billion
By Preston ForeDecember 12, 2025
1 day ago
placeholder alt text
Success
40% of Stanford undergrads receive disability accommodations—but it’s become a college-wide phenomenon as Gen Z try to succeed in the current climate
By Preston ForeDecember 12, 2025
1 day ago
placeholder alt text
Economy
The Fed just ‘Trump-proofed’ itself with a unanimous move to preempt a potential leadership shake-up
By Jason MaDecember 12, 2025
1 day ago
placeholder alt text
Economy
For the first time since Trump’s tariff rollout, import tax revenue has fallen, threatening his lofty plans to slash the $38 trillion national debt
By Sasha RogelbergDecember 12, 2025
1 day ago
placeholder alt text
Success
Apple CEO Tim Cook out-earns the average American’s salary in just 7 hours—to put that into context, he could buy a new $439,000 home in just 2 days
By Emma BurleighDecember 12, 2025
1 day ago
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
Sections
  • Finance
  • Leadership
  • Success
  • Tech
  • Asia
  • Europe
  • Environment
  • Fortune Crypto
  • Health
  • Retail
  • Lifestyle
  • Politics
  • Newsletters
  • Magazine
  • Features
  • Commentary
  • Mpw
  • CEO Initiative
  • Conferences
  • Personal Finance
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map

© 2025 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.