FOLLOW US

Mon

August 23, 2026

Business January 3, 2019 4 mins read

Microsoft Sets Eyes on Upwork Acquisition

Business ı By Cedric Dent

0 Comments

Microsoft

According to sources, Microsoft is in talks with Upwork to acquire the company in 2019.   The companies announced their official partnership last month to enable enterprises to build freelance teams at scale.

Upwork has noted in recent history that enterprises are its highest value client for two reasons:

  1. Enterprise clients historically spend the most money on Upwork.   For instance Microsoft hired over 2,000 jobs on Upwork last year.
  2. Enterprises are least likely to disintermediate Upwork.   Smaller companies that are highly budget conscious are more prone to attempt to work directly with the freelancer in order to get a discount on the freelancer work.   Data has shown that these smaller companies eventually go back to Upwork's platform to engage freelancers due to the perils of working with freelancers direct, especially freelancers that are internationally based.

Since the Microsoft/Upwork partnership was announced and the news of the potential acquisition, there's been a flurry of news reports that hail the acquisition as "a clear indication freelancing has become part of the entire workforce" and a "a natural acquisition for Microsoft."

With LinkedIn in its portfolio, Microsoft has introduced features such as Talent Insights and even started a new Talent division in Dynamics 365 with LinkedIn at its core. Having Upwork under its wings could bring these advanced capabilities to the more flexible freelance market, instead of focusing exclusively on full-time hiring.

LinkedIn currently has 575 million registered users, a far cry from the 12 million freelance workers and five million clients on Upwork, indicating that the deal would greatly benefit the Upwork platform as well.

Microsoft's LinkedIn Acquisition & How It Plays Into Its Possible Acquisition of Upwork

LinkedIn filed for its IPO in January 2011 and traded under the NYSE symbol "LKND" at $45 a share.

On June 13, 2016, Microsoft announced that it would acquire LinkedIn for $196 a share, a total value of $26.2 billion and the largest acquisition Micorosoft has made to date. The acquisition was an all-cash, debt-financed transaction.

Microsoft allowed LinkedIn to "retain its distinct brand, culture and independence."  The deal was completed on December 8, 2016.

Since then revenue and profits have soared for LinkedIn.

One of the shortcomings of the LinkedIn network is that it is built primarily under the 3rd industrial revolution model of hiring full-time employees.   The market has seen a major shift to freelancers in recent years, or as Upwork puts it, "labor is undergoing a revolution."

The World Economic Forum has stated that the economy is experiencing the fourth industrial revolution, transforming how and where work gets done.   Work is increasingly no longer constrained by location due to advances in technology.

In the fourth industrial revolution, instead of the worker moving to the workplace, we are seeing that work is moving to the worker—collaboration is less constrained than ever before by physical proximity and geographic borders, particularly for highly-skilled professionals.

LinkedIn’s model is built on the 3rd industrial revolution, where you post jobs and then relocate workers to you corporate headquarters.  Prior to smart phones, SalesForce, Skype, and the plethora of other high-speed internet enabled technology, it was imperative for teams to collaborate in person, at the office.

Today that is no longer the case.

Moreover, for many companies work is one-off or on an as-needed basis.   Companies are willing to pay a premium to access a top rated freelance designer or copywriter on Upwork versus hiring them full-time.

The reality is that most companies have not heard of Upwork, and many highly talented freelancers have never been on the network.

Additionally on LinkedIn it takes an average time of 30 days to hire an executive, whereas on Upwork it takes less than 1 day to hire a freelancer.   Imagine if all executives on LinkedIn, whether full-time employed or between jobs, had the ability to access Upwork automatically to supplement their incomes.    The ability for businesses on LinkedIn to automatically hire freelancers would be exceptionally powerful, and would assuredly create a new, highly viable source of revenue for both Microsoft and Upwork.

Microsoft and Upwork entered a formal partnership last month.   Upwork's CEO, Stephane Kasriel, said that Upwork doesn’t plan similar deals with Microsoft competitors like Google’s G Suite workplace software or Slack.

“Right now that is not the plan,” Kasriel said.

Both Upwork and Microsoft declined to comment on this story.

Disclaimer: As a company that uses Upwork on a daily basis, many of us freelancers have made an investment in UPWK.   We believe in the platform fully.

Previous Article

Gov. Tom Wolf to Continue Pushing for More Criminal Justice Reforms

Read More
217 Posts

Cedric Dent

Cedric is a contributor to the USA Herald.

Discussion

No comments yet. Be the first to join the discussion!

Don’t Miss It
America August 21, 2026
Publix Blueberry Recall Escalates to FDA’s Highest Danger Rating
By – Rihem Akkouche
Breaking News August 21, 2026
Tyler Duckworth, ‘The Challenge’ Champion, Dies…

 The two-time MTV winner had been in front of an…

By – Ramzi Salem
High Profile Court Cases August 21, 2026
Alex Jones’ $45M Punitive Award Cut…

AUSTIN, Texas — The Texas Third Court of Appeals cut…

By – Michallie Harrison
High Profile Court Cases August 21, 2026
Pawleys Island School Closes After Sex-Offender…

PAWLEYS ISLAND, S.C. — Pawleys Island Christian Academy has closed…

By – Michallie Harrison
America August 21, 2026
Eric Swalwell Faces FBI Search as…

WASHINGTON — Former congressman Eric Swalwell is facing an escalation…

By – Jackie Allen
High Profile Court Cases August 20, 2026
Austin Metcalf’s Racist History Kept From…

MCKINNEY, Texas — Jurors who rejected Karmelo Anthony’s self-defense claim…

By – Michallie Harrison
America August 20, 2026
Ilja Dragunov Departs From WWE, Closing…

A wrestler once billed as “the Mad Dragon” has slipped…

By – Rihem Akkouche
America August 20, 2026
Ilja Dragunov Departs From WWE, Closing…

A wrestler once billed as “the Mad Dragon” has slipped…

By – Rihem Akkouche
America August 20, 2026
Comcast $117.5M Settlement Clears Final Hurdle…

A data breach that touched more than 31 million lives…

By – Rihem Akkouche
America August 20, 2026
Mitsubishi Electric to Acquire PCI Energy…

Mitsubishi Electric Corp. just planted a much bigger flag in…

By – Rihem Akkouche
America August 20, 2026
ISIS New York Capitol Attack Plot…

A plan authorities describe as both deliberate and deeply dangerous…

By – Rihem Akkouche
America August 20, 2026
KKR’s $9B UGI Bid Headlines a…

Wall Street’s rumor mill never really sleeps, but this week…

By – Rihem Akkouche
America August 20, 2026
Slayer’s Law Blocks Nick Reiner From…

The Slayer’s Law more commonly called a “slayer statute,” has…

By – Jackie Allen
America August 20, 2026
Slayer’s Law Blocks Nick Reiner From…

The Slayer’s Law more commonly called a “slayer statute,” has…

By – Jackie Allen
America August 20, 2026
Bitcoin Twins See Bitcoin’s $65,000 Level…

The Bitcoin Twins, Cameron and Tyler Winklevoss, are once again…

By – Jackie Allen
America August 19, 2026
Hayden Panettiere Death Investigation Heats Up…

 Police Seek Answers in Panettiere’s Final Hours A Death Investigation…

By – Jackie Allen
America August 18, 2026
Hayden Panettiere Remembered for her Acting…

Hayden Panettiere, the former child star who became internationally known…

By – Jackie Allen
America August 18, 2026
Penn State Cocaine Ring Used Pledges,…

HARRISBURG, Pa. — Fourteen people face charges in an alleged…

By – Michallie Harrison
America August 18, 2026
Homewrecker Lawsuit Puts North Carolina’s Rare…

Former Sen. Kyrsten Sinema is at the center of a…

By – Jackie Allen
America August 20, 2026
Robin Williams’ Children Reactivate His Instagram…

Inside This Report Zak, Zelda, and Cody Williams have relaunched…

By – Samuel Lopez
America August 19, 2026
Christian Metal Band Demon Hunter Declares…

INSIDE THIS REPORT Christian metal band Demon Hunter has sued…

By – Samuel Lopez
America August 19, 2026
Judge Removed After Saying Jury “Got…

INSIDE THIS REPORT A visiting judge removed Judge John Roach…

By – Samuel Lopez
America August 19, 2026
Did the Government Just Admit It…

INSIDE THIS REPORT Avi Loeb says government sources asked him…

By – Samuel Lopez
America August 19, 2026
Eight Years After Elon Musk Shot…

Key Takeaways Elon Musk’s Tesla Roadster has been traveling through…

By – Samuel Lopez
America August 19, 2026
A Near-Total “Blood Moon” Will Light…

Key Facts A deep partial lunar eclipse will be visible…

By – Samuel Lopez
America August 16, 2026
Perez Hilton’s Mother Seeks Temporary Custody…

By Samuel López | USA Herald Perez Hilton’s family has…

By – Samuel Lopez
America August 13, 2026
Taylor Farms Jalapeño Recall Salmonella Scare…

A single shipment of peppers has set off a chain…

By – Rihem Akkouche
America August 12, 2026
Heat Dome Brings Dangerous Temperatures Across…

A powerful Heat dome is expanding across the United States,…

By – Jackie Allen
America August 8, 2026
Joe Biden: Hunter Says the Prostate…

Former President Joe Biden is experiencing a worsening battle with…

By – Jackie Allen
America August 1, 2026
Stormed the Border: Spain Says 25,000…

CEUTA, Spain (AP) — Spanish authorities say thousands of migrants…

By – Jackie Allen
Breaking News July 29, 2026
Trump Ends Medicare Part D Subsidy,…

The Trump administration is ending a Medicare Part D subsidy…

By – Michallie Harrison
America August 17, 2026
Von Miller Cowboys Contract Brings Future…

Some homecomings happen quietly. This one came with a social…

By – Rihem Akkouche
America August 14, 2026
White House Denies Role in Josh…

LOS ANGELES — The White House is denying any role…

By – Michallie Harrison
America August 13, 2026
Prichard Colon Death: Once-Unbeaten Boxer Dies…

Prichard Colon never threw another punch after that October night…

By – Rihem Akkouche
America August 13, 2026
Tiger Woods and Nike: 27-Year Partnership…

Tiger Woods built one of the most lucrative athlete-brand partnerships…

By – Jackie Allen
America August 12, 2026
209 Triple-Doubles, Two Offers Declined: Russell…

There were two NBA teams ready to hand Russell Westbrook…

By – Rihem Akkouche
America August 11, 2026
Part 2. Archbald Faces Big Expansion…

In Archbald, Pennsylvania, a community of roughly 7,000 residents, the…

By – Jackie Allen

No posts found.

No posts found.

Signup for the USA Herald
exclusive Newsletter