Full-Time

Vice President of Communications

Communications

Posted on 9/11/2025

Upwork

Upwork

10,001+ employees

Online marketplace connecting freelancers with clients

Compensation Overview

$216.5k - $402.8k/yr

+ Annual Bonus Plan + Sales Incentive Plan + Long Term Equity Incentive Program

Palo Alto, CA, USA

Remote

Remote-first company; eligible to work remotely from any of 34 U.S. states; Palo Alto office available.

Category
Growth & Marketing (3)
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Requirements
  • Proven change leader: Demonstrated success guiding multi-channel communications through major business shifts, including AI integration and organizational transformation.
  • PR/IR expertise: Deep experience in public relations, executive communications, and investor relations within a high-growth, publicly traded tech company.
  • Global media network: Existing roster of deep and broad media relationships spanning business, technology, and trade outlets, plus strong analyst connections.
  • Talent builder: Inspires high-performing teams of subject-matter experts and attracts top senior-level talent.
  • Executive partner: Trusted advisor with a sharp understanding of how to craft and deliver strategic narratives across diverse stakeholder groups.
  • Technical storyteller: Outstanding writer who can translate complex technical innovation into accessible narratives—and equip leaders to do the same.
  • Crisis calm: Steady under pressure, navigating high-stakes moments with clarity, composure, and sound judgment.
  • Inclusive communicator: Committed to amplifying diverse perspectives across every audience touchpoint.
Responsibilities
  • Chief Storyteller: Partner with senior leadership to translate our AI-driven innovation into compelling narratives for technical and non-technical audiences, while leading a signature executive visibility program that places C-suite leaders at flagship industry events and in tier-one media.
  • Strategic leader: Define and drive an integrated global communications strategy across internal communications, public relations, executive visibility, investor relations, and crisis communications.
  • Master at Media relations: Oversee global PR & media outreach, building trusted relationships with tier-one press and industry analysts to elevate Upwork’s brand and thought leadership.
  • Growth Driver: Develop and implement a metrics-driven strategy to drive growth across both sides of our marketplace by amplifying Upwork’s position as the global leader in AI-powered work; set measurable goals to evaluate the performance of your growth strategy.
  • Strong partner to investor communications: Lead financial-market messaging with Finance and Legal partners, ensuring clarity and consistency across earnings calls, investor days, and other shareholder engagement.
  • Driver of employee engagement and alignment: Design internal communications that foster strategic alignment and clarity, to strengthen Upwork’s culture and engagement.
  • Team builder: Build and scale a high-performing communications team known for narrative excellence, flawless execution, and strong stakeholder management.
  • Data-driven: Measure and optimize communications impact with robust tools, metrics, and insight-based pivots.

Upwork is an online marketplace that connects freelancers with clients needing short-term projects across many fields. Freelancers create profiles and bid on posted jobs; clients pick based on proposals, profiles, and reviews, and the platform handles collaboration and payments with tools like time tracking, invoicing, and project management. It earns revenue through a tiered service fee on freelancers’ earnings, plus optional premium memberships and services for greater visibility. Its goal is to simplify finding work or hiring help online, enabling scalable freelance collaboration and reliable project completion.

Company Size

10,001+

Company Stage

IPO

Headquarters

San Francisco, California

Founded

2015

Simplify Jobs

Simplify's Take

What believers are saying

  • Lyfted subsidiary expands into Employer of Record services beyond freelancing.
  • Q1 2026 adjusted EBITDA beat estimates by $10M despite headwinds.
  • Record 30.8% free cash flow margins from AI automation efficiencies.

What critics are saying

  • Toptal captures senior developer clients with top 3% vetted talent at $150-$250/hr.
  • Generative AI displaces low-skill freelancers in writing and design within 12 months.
  • EU platforms like Lemon.io erode share with GDPR-compliant engineers at $70-115/hr.

What makes Upwork unique

  • Upwork's AI agent Uma generated $100M incremental revenue in FY2025.
  • Enterprise segment grows at 20% CAGR with Business Plus clients spending 2.5x average.
  • ChatGPT app launched April 9, 2026, integrates job posts into OpenAI ecosystem.

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Your Connections

People at Upwork who can refer or advise you

Benefits

Health Insurance

Unlimited Paid Time Off

401(k) Retirement Plan

401(k) Company Match

Parental Leave

Employee Stock Purchase Plan

Company News

The Associated Press
Apr 9th, 2026
Upwork launches ChatGPT app to connect businesses with 18M professionals across 10,000 skills

Upwork has launched an integration with ChatGPT that allows businesses to describe project needs, discover talent and draft job posts directly within the AI platform. Users are then guided to Upwork's marketplace, where Uma, the company's AI work agent, helps scope projects and generate contracts. The integration connects ChatGPT users to Upwork's 18 million professionals across 130 work categories and 10,000 skills. According to Upwork research, 94% of business leaders now mandate or encourage AI tool usage in their organisations. The partnership builds on a previous collaboration between Upwork and OpenAI to provide AI skills training and certifications to professionals on the platform. All ChatGPT users can access the new Upwork app, with additional features including project scoping and work delivery capabilities planned for later this year.

Yahoo Finance
Mar 25th, 2026
Upwork leads cash-producing stocks while Hayward and Scorpio Tankers face demand challenges

Upwork, an online platform connecting businesses with freelancers, has demonstrated strong cash-generating capabilities with a 28.3% trailing 12-month free cash flow margin. The company has achieved 10.1% annual growth in average revenue per customer over the past two years, whilst earnings per share have surged 197% annually over three years, significantly outpacing revenue growth. Meanwhile, StockStory has flagged Hayward and Scorpio Tankers as risky investments despite their cash generation. Hayward, a pool equipment manufacturer, faces slowing demand with earnings per share contracting 20.8% annually over four years. Scorpio Tankers, a refined petroleum shipper, confronts declining total vessels and projected sales drops of 1.3% over the next 12 months, alongside falling earnings per share.

Business Tech Papers
Mar 21st, 2026
Master business stocks analysis: expert trends & strategies 2026.

Master business stocks analysis: expert trends & strategies 2026. Marketing News Last month, I pored over quarterly reports for a portfolio of business services stocks-where I noticed something striking. The spread between the top and bottom performers was wider than usual, not because of macroeconomic shifts, but because of a quiet, overlooked factor: how companies internalize technology. The data showed that firms treating tech as a cost center underperformed by 30% compared to those embedding it into their DNA. That's the kind of disconnect most business stocks analysis misses-where execution trumps strategy. The question isn't just *which* stocks will rise, but *why* the best climb while others stall. business stocks analysis: the tech divide in stock performance. Consider the case of Automattic, whose WordPress platform powers over 40% of the web. While competitors like Adobe and Intuit spent billions on flashy AI tools, Automattic focused on making their infrastructure *disappear* for small businesses. Their stock didn't just grow-it redefined what "business services" meant in the cloud era. In business stocks analysis, this isn't about features; it's about eliminating friction. Automattic's customers didn't need to hire armies of developers to use their tools. That's the kind of competitive edge most investors overlook. Yet even smart tech integration fails without three non-negotiables: * Operational agility-Can they pivot when a niche market emerges? * Cost discipline-Are margins expanding or eroding? * Customer lifetime value-Do they retain, or just acquire? ADP, for instance, dominated payroll for decades until niche platforms like Deel disrupted its legacy model. The lesson? Business stocks analysis should prioritize *how* a company handles disruption-not just whether it can survive it. Where legacy firms go wrong. In my experience, the biggest drag on business stocks isn't competition-it's inertia. ManpowerGroup's decline wasn't about staffing demand; it was about treating temporary labor as a static product while competitors like Upwork built dynamic talent networks. Similarly, Fiverr's stock dip in 2025 stemmed from assuming creative AI tools were just another feature-not a regulatory minefield. Three silent killers appear in struggling stocks: * Ignoring earnings volatility-Even strong growth looks shaky if P&L swings wildly. * Leadership gaps-Investors flee when CEOs speak in quarterly soundbites instead of 5-year visions. * Regulatory blind spots-AI compliance laws turned a fast-growing startup's momentum into a liability. It's worth noting that Salesforce didn't just sell software-it sold a philosophy of customer intimacy. Their stock climbed because they turned data into stories, while competitors like Pega got lost in legacy integration debates. How to spot the next winners. Great business stocks analysis isn't about P/E ratios-it's about asking: *Does this company's 'why' match tomorrow's disruptions?* DocuSign's success wasn't just e-signatures; it was becoming the legal backbone of remote work. That clarity separates speculation from certainty. Start with these three filters: * Revenue drivers: Are they organic, or just debt-fueled? * Customer profiles: Loyal adopters or one-time buyers? * Leadership signals: Visionary or reactive? However, even the sharpest thesis can falter. The best investors treat business stocks analysis like a live map-always updating coordinates when the terrain shifts. The next wave of winners won't just adapt-they'll *anticipate* the questions investors will ask tomorrow. Those that do will keep climbing. Those that don't will still be catching up in 2027.

Yahoo Finance
Mar 19th, 2026
Reddit and Upwork shares fall 3.4% and 5.8% amid market sell-off

Reddit and Upwork shares fell in afternoon trading as markets reacted to hot inflation data, geopolitical tensions and the Federal Reserve's interest rate decision. Reddit dropped 3.4% whilst Upwork declined 5.8%. The Producer Price Index surged 0.7%, more than double economists' predictions, raising inflation concerns. An Israeli strike on a major Iranian gas facility sent Brent crude oil prices up 4%. The Federal Reserve maintained interest rates and signalled only one rate cut expected for the year. Upwork has experienced significant volatility, with 30 moves greater than 5% over the past year. The stock is down 42.2% year-to-date and trading 48.1% below its 52-week high of $22.11. Investors who purchased shares five years ago have seen their holdings decline to just 25% of their original value.

Yahoo Finance
Mar 16th, 2026
Upwork's earnings soar 197% while MYR Group and Astec struggle with demand

Upwork, an online platform connecting businesses with independent professionals, stands out among profitable stocks with a 16.4% operating margin. The company has demonstrated strong monetisation, achieving 10.1% annual growth in average revenue per customer over two years. Upwork's earnings per share grew 197% annually over three years, significantly outpacing revenue gains and indicating highly profitable incremental sales. Its impressive free cash flow enables new investments or shareholder returns through buybacks and dividends. In contrast, MYR Group and Astec face challenges. MYR Group's 5.4% backlog growth over two years disappointed, whilst its 10.8% gross margin trails competitors. Astec recorded just 2.7% annual revenue growth over two years, with backlog declining 13.1% on average, raising concerns about its cash-burning business model.

INACTIVE