• 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
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
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
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
Fortune Secondary Logo
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Tech

PoliticsColleges and Universities
Pentagon chief blocks officers from attending Ivy League schools and other top universities, including partners on AI and space
By Jason MaFebruary 28, 2026
4 hours ago
AIAnthropic
Anthropic CEO Dario Amodei says ‘we are patriotic Americans’ committed to defending the U.S. but won’t budge on ‘red lines’
By Jason MaFebruary 28, 2026
9 hours ago
sarandos
InvestingMedia
3 things we will never know after Netflix pulled out of the Warner Bros. bidding, handing it to Paramount
By Nick LichtenbergFebruary 28, 2026
12 hours ago
OpenAI CEO Sam Altman
AIAnthropic
OpenAI sweeps in to ink deal with Pentagon as Anthropic is designated a ‘supply chain risk’—an unprecedented action likely to crimp its growth
By Jeremy KahnFebruary 28, 2026
12 hours ago
Big TechAmerican Politics
Your spend as a ‘weapon’: Scott Galloway’s ‘Resist and Unsubscribe’ movement asks you to ditch Amazon, Apple, and Netflix to oppose Trump
By Kristin StollerFebruary 28, 2026
16 hours ago
world's fair
CommentaryRobots
Something big is happening in AI, but panic is the wrong reaction
By Peter CappelliFebruary 28, 2026
17 hours ago

Most Popular

placeholder alt text
Success
Japanese companies are paying older workers to sit by a window and do nothing—while Western CEOs demand super-AI productivity just to keep your job
By Orianna Rosa RoyleFebruary 27, 2026
2 days ago
placeholder alt text
Middle East
Iran is now on 'death ground' amid existential threat from U.S. attacks and could 'go big' in retaliation, former NATO commander warns
By Jason MaFebruary 28, 2026
10 hours ago
placeholder alt text
AI
The week the AI scare turned real and America realized maybe it isn't ready for what's coming
By Nick LichtenbergFebruary 28, 2026
18 hours ago
placeholder alt text
Success
Walmart exec says U.S. workforces needs to take inspiration from China where ‘5 year-olds are learning DeepSeek’
By Preston ForeFebruary 27, 2026
2 days ago
placeholder alt text
Personal Finance
Current price of gold as of February 27, 2026
By Danny BakstFebruary 27, 2026
2 days ago
placeholder alt text
Middle East
Dubai’s worst nightmare unfolds as Iran strikes Gulf neighbors
By Dana Khraiche, Fiona MacDonald and BloombergFebruary 28, 2026
6 hours 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.