Upwork

Director of Product Operations

Remote

Not SpecifiedCompensation
Expert & Leadership (9+ years)Experience Level
Full TimeJob Type
UnknownVisa
Online Marketplace, Biotechnology, Software DevelopmentIndustries

Director of Product Operations

Company: Upwork

Employment Type: [Not Specified] Location Type: [Not Specified] Salary: [Not Specified]


Position Overview

Upwork is the world’s largest work marketplace, connecting businesses with highly skilled professionals worldwide. From entrepreneurs to Fortune 100 enterprises, companies trust Upwork’s platform to access expert talent, leverage AI-powered work solutions, and drive meaningful business outcomes. Upwork’s AI-powered platform has facilitated over $20 billion in economic opportunity for professionals worldwide. With professionals spanning 10,000+ skills, including AI and machine learning, software development, sales and marketing, customer support, finance and accounting, and more, Upwork empowers businesses of all sizes to scale, innovate, and build agile teams.

We’re looking for a Director of Product Operations to help elevate how our product teams work, accelerating speed, accountability, and impact. This Principal-level role is critical in shaping the tools, governance, and operating systems that drive Upwork’s product development lifecycle. You’ll lead innovation in AI-powered processes, act as a catalyst for transformation, and drive scale through clarity, systems thinking, and influence. If you thrive in high-growth environments and enjoy turning complexity into opportunity, this is your moment.


Responsibilities

  • Design, implement, and iterate on a best-in-class Product Development Lifecycle (PDLC) that balances rigor with speed.
  • Lead AI-powered workflow transformation across the product org, embedding automation and intelligence to streamline execution and decision-making.
  • Oversee the product tech stack—ensuring seamless integration, deep adoption, and measurable improvements in velocity and insight generation.
  • Partner cross-functionally with product, design, and engineering leadership to identify friction points and deliver operational solutions at scale.
  • Define and monitor key operational health metrics using platforms like Jira, Looker, Amplitude, and others.
  • Act as a strategic thought partner to senior leadership, driving continuous improvement through influence and systems-level thinking.
  • Champion change management efforts to embed a culture of excellence, experimentation, and resilience.

Requirements

  • 10+ years in product operations or product management with a proven record of building and scaling systems, processes, and tooling in high-growth environments.
  • Hands-on experience designing and implementing AI-enabled workflows that reduce overhead and improve organizational intelligence.
  • Strong command of tools such as Jira, Linear, Figma, and Looker, with the ability to align tooling strategy with business needs.
  • Exceptional communication and influence skills, including experience driving cross-functional alignment and presenting to senior executives.
  • A track record of thriving in fast-paced, ambiguous environments and leading initiatives with clarity, accountability, and a growth mindset.

Company Information

Come change how the world works. At Upwork, you’ll shape the future of work for a global, remote-first workforce, creating economic opportunities for professionals worldwide. While we have a physical office in Palo Alto, we currently hire full-time employees in 21 U.S. states, making it easier than ever to join our mission from wherever you call home.

Our culture is built on trust, risk-taking, customer focus, and excellence, all in service of our core mission: to create economic opportunities so people have better lives. We embrace authenticity and inclusion, encouraging everyone to bring their whole selves to work. Personal and professional growth is a priority here, supported through development programs, mentorship, and our Upwork Belonging Communities.

We’re proud to offer benefits that go beyond the basics, including comprehensive medical coverage for you and your family, unlimited PTO, a 401(k) plan with matching, 12 weeks of paid parental leave, and an Employee Stock Purchase Plan. Visit our Life at Upwork page to learn more.


Application Instructions

[Not Specified]

Skills

Product Development Lifecycle
AI-powered workflows
Automation
Data analysis
Jira
Looker
Amplitude
Cross-functional collaboration
Operational metrics
Systems thinking

Upwork

Online platform connecting freelancers and clients

About Upwork

Upwork connects freelancers with clients looking for various services in the gig economy, which focuses on short-term contracts instead of permanent jobs. The platform allows freelancers to create profiles that showcase their skills, while clients can post job listings for specific projects. Freelancers bid on these projects, and clients choose the best candidates based on proposals and reviews. Upwork earns revenue through service fees charged to freelancers based on their earnings, with a tiered structure that rewards long-term client relationships. The platform also offers premium memberships and additional services for enhanced visibility and access to job listings. Upwork provides tools for time tracking, invoicing, and project management, making it easier for both freelancers and clients to manage their work and payments. The goal of Upwork is to facilitate successful project completion by bridging the gap between freelancers and clients.

San Francisco, CaliforniaHeadquarters
2015Year Founded
$143.8MTotal Funding
IPOCompany Stage
Consulting, Enterprise SoftwareIndustries
10,001+Employees

Benefits

Health Insurance
Unlimited Paid Time Off
401(k) Retirement Plan
401(k) Company Match
Parental Leave
Employee Stock Purchase Plan

Risks

Increased competition from Fiverr and Toptal threatens Upwork's market share.
The new Fiverr-style Project Catalog may commoditize services, reducing freelancers' perceived value.
Strategic shifts under new management may not align with current client expectations.

Differentiation

Upwork connects freelancers with clients across diverse industries, enhancing global work opportunities.
The platform offers tools like time tracking and invoicing for efficient project management.
Upwork's tiered fee structure incentivizes long-term client relationships, differentiating it from competitors.

Upsides

Upwork's acquisition of Objective AI enhances its AI capabilities for better talent matching.
The introduction of Featured Jobs increases visibility for job posts, attracting more candidates.
Upwork's recognition as the top job posting site boosts its credibility among employers.

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