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Upwork

Director of Product Operations

Job Summary

The role involves designing and implementing efficient product development processes with a focus on AI-enabled workflow transformation. The candidate will oversee operational systems, tools, and metrics to enhance team velocity and decision-making. Strong cross-functional collaboration and experience in high-growth environments are essential. The position emphasizes automation, systems thinking, and influencing senior leadership to drive continuous improvement.

Required Skills

Cross-functional Collaboration
System Design
Automation
Product Management
Change Management
Operational Metrics
Systems Thinking
AI-powered workflows
Tools: Jira, Looker, Amplitude, Figma, Linear

Benefits

Paid Parental Leave
Employee Stock Purchase Plan
Medical Coverage
Unlimited Paid Time Off
401(k) with matching

Job Description

Upwork ($UPWK) 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 earning, 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

What it takes to catch our eye

  • 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


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 about our values, working principles, and the overall employee experience.

Ready to help shape the future of work? Check out our Careers page and follow us on LinkedIn, Facebook, Instagram, TikTok, and X to learn more about life at Upwork.

Upwork is an Equal Opportunity Employer committed to recruiting and retaining a diverse and inclusive workforce. We do not discriminate based on race, religion, color, national origin, gender (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, genetic information, or other legally protected characteristics under federal, state, or local law.

Please note that a criminal background check may be required once a conditional job offer is made. Qualified applicants with arrest or conviction records will be considered in accordance with applicable law, including the California Fair Chance Act and local Fair Chance ordinances.

The annual base salary range for this position is displayed below. The range displayed reflects the minimum and maximum salary for this position, and individual base pay will depend on your skills, qualifications, experience, and location. Additionally, this position is eligible for the annual bonus plan or sales incentive plan and eligibility to participate in our long term equity incentive program.

Annual Base Compensation
$195,000$251,500 USD

To learn more about how Upwork processes and protects your personal information as part of the application process, please review our Global Job Applicant Privacy Notice

Interested in this job?

Application deadline: Open until filled

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Upwork

A freelancing platform connecting businesses with independent professionals for remote work across various industries.

See more jobs
Date PostedJune 28th, 2025
Job TypeFull Time
LocationRemote
Salary$195,000 - $251,500
Exciting fully remote opportunity for a Director of Product Operations at Upwork. Offering $195,000 - $251,500 (full time). Explore more remote jobs on FlexHired!

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