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HISTORICAL FACTS: Upwork - The Untold Story

The more commodified your job, the more likely AI can do it – lessons from online freelancing

Not long ago, if you needed a speech polished, a document translated or a logo designed, you would probably have hired a freelancer online. Millions of people did exactly that. They went to platforms such as Fiverr and Upwork and paid someone (maybe on the other side of the world)…

The Conversation

North Korean agents using AI to trick western firms into hiring them, Microsoft says

North Korean agents using AI to trick western firms into hiring them, Microsoft says

Firm says AI tools are masking identities of false applicants, who then funnel wages from remote IT jobs to North Korea

The Guardian - UK

As Upwork Plunges Below Key Support Levels, Should You Buy the UPWK Stock Dip?

As Upwork Plunges Below Key Support Levels, Should You Buy the UPWK Stock Dip?

Upwork stock tumbles as management issues disappointing Q1 guidance. But AI tailwinds could help UPWK shares recover through the remainder of 2026.

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20 Money-Making Skills You Can Learn in Less Than an Hour

Learning quick skills like social media scheduling, video editing and proofreading could put you well on your way to a profitable side hustle fast.

6 Ways To Turn Your Day Job Skills Into a Side Gig

Try turning your job skills into extra income in 2026! Discover some realistic side hustles that pay well -- no extra training or certifications needed.

Can Upwork Maintain Its Comeback? Reasons to Be Bullish and Bearish

Upwork shares are up more than 30% in 2025, but can the stock carry this momentum into 2026? We've got 3 reasons for optimism, but also 2 reasons to doubt it.

Comparing Freelance Marketplaces for eCommerce Businesses

Running an eCommerce business today requires more than just listing products and waiting for customers.

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AI is making the workplace lonelier

"I hate myself for saying it, but a big reason Gemini works [is] because it functions as the colleague with no drama."

I Asked ChatGPT for Side Hustles We Can Do as a Couple — Here’s What It Said

I Asked ChatGPT for Side Hustles We Can Do as a Couple — Here’s What It Said

If you're looking to make more money in 2026 with some fun projects you can do with a partner, you have endless options, including some highly creative ones.

The Financial Backup Plan Most People Forget

The Financial Backup Plan Most People Forget

Your emergency fund sits ready. You've trimmed expenses. Maybe you even researched a personal loan just in case things get tight. But here's the catch: most people prepare for Plan A and maybe Plan B, then stop. They never build the one thing that actually keeps them afloat during extended…

The dimming job market's bright spot: AI skills

The dimming job market's bright spot: AI skills

Businesses want workers who can wrangle data.

Upwork's Stock Soars on Q3 Blowout and a New AI Blueprint

Upwork's Stock Soars on Q3 Blowout and a New AI Blueprint

Upwork's stock surged as record profitability and accelerating AI-driven growth signal that the company's strategic transformation is successfully unfolding.

Upwork Stock Climbs On Strong Q3 Results, Upbeat Guidance

Upwork Stock Climbs On Strong Q3 Results, Upbeat Guidance

Upwork Inc (NASDAQ:UPWK) shares are soaring Tuesday after the company reported better-than-expected third-quarter financial results and issued fourth-quarter guidance above analyst estimates.

Why Upwork Shares Are Trading Higher By Over 22%; Here Are 20 Stocks Moving Premarket

Why Upwork Shares Are Trading Higher By Over 22%; Here Are 20 Stocks Moving Premarket

Shares of Upwork Inc (NASDAQ:UPWK) rose sharply in pre-market trading after the company reported better-than-expected third-quarter financial results and issued fourth-quarter guidance above estimates. Also, the company raised its FY25 guidance above estimates.

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I Asked ChatGPT How To Make $5,000 Extra A Month Without Quitting My Job

Earning an extra several thousand dollars a month while keeping your full-time job might sound ambitious — but according to ChatGPT, it's a realistic goal with the right mix of strategy, time, and consistency.

5 Easy Ways To Make Money After Work

There are plenty of low-effort ways to earn extra cash from home — both online and offline — that can fit into your schedule.

Upwork CEO Hayden Brown: ‘There will be plenty of work for humans, even as AI agents do more’

Also: All the news and watercooler chat from Fortune.

Blogging Away Debt

$100,000 milestone

Work continues to go well. It was kind of fun to get this email from Upwork where I’ve gotten a bunch of work over the last several years.

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10 Side Hustles That Can Fund Your Disney Vacation in Under a Year

Discover proven side hustles that can generate $3,000 to $5,000 for your Disney vacation in six to 12 months, from delivery driving to online freelancing.

Fiverr Surges As Restructuring Promises Millions In Savings

Fiverr International (NASDAQ:FVRR) shares climbed more than 9% on Friday, as investors viewed the stock’s valuation as attractive following its second-quarter earnings report. The company’s recent restructuring initiatives are expected to deliver roughly $30 million in cost savings, further boosting sentiment.

$100 Million Buyback in Upwork Stock Follows a Strong Quarter

Upwork has approved a $100 million buyback program, even as it trades near 52-week highs, as insiders know the upside is still there.

Ramit Sethi: 5 Easy Side Gigs To Help You Build Wealth

Money expert Ramit Sethi has spoken a lot about side hustles when it comes to improving your finances. Here he shares five easy gigs you can start today.

11 Side Gigs To Build a $1K Emergency Fund in a Month

There's no shortage of income-producing side hustles to choose from. In fact, you can even earn $1,000 in a month if you commit to the challenge.

San Francisco Probes Scale AI Over Labor Practices After $14 Billion Meta Deal, Raising Questions On Gig Worker Rights In AI Boom: Report

San Francisco is investigating Scale AI's labor practices just months after Meta Platforms Inc. (NASDAQ:META) bought nearly half of the artificial intelligence startup in a $14 billion deal, casting new attention on how tech's fastest-growing firms treat the workers powering their models.

Aha moments, the 'first ten hours', and other pro tips from business leaders building AI-ready workforces

In a candid roundtable discussion at Brainstorm Tech, leaders from Adobe, Workday, Indeed, Upwork, and Deloitte shared insights and learnings on how businesses are preparing their workers to excel in the age of AI.

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