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

Jack Dorsey Bought Twitter Stock, Should You?

By
Mathew Ingram
Mathew Ingram
Down Arrow Button Icon
By
Mathew Ingram
Mathew Ingram
Down Arrow Button Icon
February 15, 2017, 6:21 PM ET

Twitter investors got a nice Valentine’s Day present on Tuesday from the co-founder and CEO of the company. According to a securities filing that he tweeted a link to, Jack Dorsey acquired about 425,000 shares of Twitter—worth a total of about $7 million—through a variety of trusts he controls.

Those purchases helped push Twitter’s stock (TWTR) up by about 5% at one point on Tuesday, and some of that enthusiasm carried through into Wednesday as well. It may have been a nice counterpoint to some of the doom and gloom that pushed Twitter shares down last week, after the company reported its financial results. But does Dorsey’s investment mean anything?

Obviously, having the CEO buy $7 million worth of stock is a signal that he has faith in the shares, and possibly believes them to be undervalued, which is definitely a good thing. And his tweet about the trades was clearly designed to send investors a thumbs-up sign.

#LoveTwitter https://t.co/fELbw0ska7

— jack (@jack) February 14, 2017

That said, however, Dorsey also recently made about $11 million, thanks to some pre-scheduled sales of Square (SQ) stock that he owns as the chief executive officer the payments company. So he had some money lying around with which to buy the Twitter shares without facing too much hardship.

Yet while Dorsey may have confidence that his investment will bring a great return, that doesn’t necessarily mean regular investors should load up as well.

As optimistic as Dorsey was in his opening statement on the company’s recent conference call, calling 2016 a “transformative year,” Twitter’s business appears to be fundamentally broken—and it’s unclear how the company intends to fix it. Several of the brokerage firms that cover the stock downgraded it to a “sell” after last week’s results.

Get Data Sheet, Fortune’s technology newsletter.

Although Twitter’s adjusted operating profit improved somewhat in the latest quarter, the company still managed to lose $167 million, according to generally accepted accounting principles, a result of the massive amounts of equity grants it has handed out to employees to get them to stay. Last year, Twitter lost a total of $450 million.

The service has also shown virtually no user growth in the U.S. over the past year, and only a tiny amount of growth worldwide. Revenues came in much lower than expected, and Twitter admitted that it is having to restructure its advertising model. Ad sales, which make up the vast majority of revenue, actually fell in the quarter.

Apart from a sudden sharp swing upwards to about the $24 level in October, when there were rampant rumors that a number of buyers were considering an acquisition of the company (none of which materialized), Twitter’s stock has tumbled by more than 70% over the past two years.

So, could the company’s share price have hit bottom? Possibly. Some analysts have argued that based on Twitter’s cash flow, it is fairly valued at around $10 billion. But buying the shares assumes that they will increase in price. Is there any reason to believe that the stock is going to climb significantly over the next few months?

It seems unlikely that any of the acquirers who lost interest in bidding for the company in October has seen anything that would change their minds about doing a deal now. If anything, in fact, Twitter’s latest earnings report makes it look significantly worse.

There’s still the possibility that Twitter might catch the eye of a foreign acquirer, someone like Softbank. Alternatively, a private-equity group buyout led by someone like Marc Andreessen—who used to be an avid Twitter user—is also a possibility. But those seem like long shots at best. As always, the question is: How much risk are you willing to take?

About the Author
By Mathew Ingram
See full bioRight Arrow Button Icon

Latest in Tech

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Fortune Secondary Logo
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • World's Most Admired Companies
  • See All Rankings
  • Lists Calendar
Sections
  • Finance
  • Fortune Crypto
  • Features
  • Leadership
  • Health
  • Commentary
  • Success
  • Retail
  • Mpw
  • Tech
  • Lifestyle
  • CEO Initiative
  • Asia
  • Politics
  • Conferences
  • Europe
  • Newsletters
  • Personal Finance
  • Environment
  • Magazine
  • 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
  • Group Subscriptions
About Us
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Tech

Goldman Sachs’ tech boss says tracking individual AI usage isn’t useful. He just watches how fast his 12,000 engineers move from idea to production
AIBanks
Goldman Sachs’ tech boss says tracking individual AI usage isn’t useful. He just watches how fast his 12,000 engineers move from idea to production
By Marco Quiroz-GutierrezMay 8, 2026
3 hours ago
hacking
CybersecurityHacking
Student hackers get revenge on final exams as ‘ShinyHunters’ takes down nearly 9,000 schools study software
By Heather Hollingsworth and The Associated PressMay 8, 2026
6 hours ago
Michael Saylor says remarks about selling Bitcoin were intended to jam short-sellers and ‘haters’ 
CryptoBitcoin
Michael Saylor says remarks about selling Bitcoin were intended to jam short-sellers and ‘haters’ 
By Ben WeissMay 8, 2026
6 hours ago
Apple promised a smarter Siri, but a lawsuit says it didn’t deliver—and you can get up to $95 back
LawApple
Apple promised a smarter Siri, but a lawsuit says it didn’t deliver—and you can get up to $95 back
By Catherina GioinoMay 8, 2026
6 hours ago
Fortune 500 Power Moves: Which executives gained and lost power this week
C-SuiteFortune 500 Power Moves
Fortune 500 Power Moves: Which executives gained and lost power this week
By Fortune EditorsMay 8, 2026
6 hours ago
Tired hispanic man in a professional suit feeling sad while waiting for the appointment of a job interview at a recruitment office
EconomyJobs
The job market is healing for everyone—except in the office
By Eva RoytburgMay 8, 2026
7 hours ago

Most Popular

California farmers must destroy 420,000 peach trees after Del Monte closes its canneries and cancels more than $550 million in long-term contracts
North America
California farmers must destroy 420,000 peach trees after Del Monte closes its canneries and cancels more than $550 million in long-term contracts
By Sasha RogelbergMay 7, 2026
1 day ago
'Blue dot fever' plagues musicians like Post Malone, Meghan Trainor, and Zayn as a growing list of artists cancel tours due to lagging ticket sales
Arts & Entertainment
'Blue dot fever' plagues musicians like Post Malone, Meghan Trainor, and Zayn as a growing list of artists cancel tours due to lagging ticket sales
By Dave Lozo and Morning BrewMay 7, 2026
1 day ago
A Michigan farm town voted down plans for a giant OpenAI-Oracle data center. Weeks later, construction began
Magazine
A Michigan farm town voted down plans for a giant OpenAI-Oracle data center. Weeks later, construction began
By Sharon GoldmanMay 6, 2026
3 days ago
U.S. Treasury will have to borrow $2 trillion this year just to continue functioning—more than $166 billion every month
Economy
U.S. Treasury will have to borrow $2 trillion this year just to continue functioning—more than $166 billion every month
By Eleanor PringleMay 7, 2026
1 day ago
Airbnb CEO Brian Chesky warns two types of people won’t survive the AI era: ‘pure people managers’ and workers who resist change
Success
Airbnb CEO Brian Chesky warns two types of people won’t survive the AI era: ‘pure people managers’ and workers who resist change
By Emma BurleighMay 7, 2026
1 day ago
Current price of oil as of May 7, 2026
Personal Finance
Current price of oil as of May 7, 2026
By Joseph HostetlerMay 7, 2026
1 day ago

© 2026 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.