Lead Product Designer, Ads & Monetization

About Upwork

Upwork ($UPWK) is the world’s human and AI-powered work marketplace that connects businesses with highly skilled, AI-enabled independent talent from across the globe. From entrepreneurs to Fortune 100 enterprises, companies rely on Upwork’s trusted platform and its mindful AI companion, Uma, to find and hire expert talent, leverage AI-powered work solutions, and drive business transformation. With on-demand access to professionals spanning more than 10,000 skills across AI & machine learning, software development, sales & marketing, customer support, finance & accounting, and more, Upwork enables businesses of all sizes to scale, innovate, and build agile teams for the age of AI and beyond.

Upwork’s platform has facilitated more than $25 billion in economic opportunity for talent around the world.

The Opportunity

We’re looking for a Lead Product Designer to help shape the future of monetization on Upwork. You’ll design the experiences that power how we grow and evolve our advertising ecosystem, from surfacing the right work and talent at the right moment, to helping businesses connect with the best-fit freelancers through promoted listings, sponsored placements, and emerging ad formats.

This is a high-impact opportunity to influence the core revenue engine of a two-sided marketplace, working at the intersection of discovery, search, and performance-based design. You’ll lead end-to-end experiences that connect value to visibility and collaborate deeply with cross-functional partners to unlock new monetization pathways. Join us in reimagining how Upwork monetizes its platform—and make a lasting impact on how independent work thrives.

Responsibilities

• Lead the design strategy and execution across the Ads & Monetization space, delivering high-quality product experiences that balance business goals with user value.
• Partner with product managers, engineers, and data scientists to identify opportunities to enhance visibility, promote relevance, and drive conversions through ads and sponsored placements.
• Translate complex monetization goals into intuitive, ethical, and user-centered design flows that integrate into core marketplace interactions.
• Prototype and test new ad formats, surfacing strategies, and placement mechanics with a bias toward experimentation and iteration.
• Leverage data and user insights to continuously improve performance-focused features and workflows, optimizing for both client and talent satisfaction.
• Collaborate across functions to ensure design consistency, clarity, and impact—building shared frameworks and scalable patterns.
• Contribute to Upwork’s design culture by mentoring peers, sharing best practices, and advocating for quality and customer impact.

What it takes to catch our eye

• Experience designing for monetization, advertising platforms, or performance marketing—ideally within a marketplace or search-heavy environment.
• Strong product thinking with a demonstrated ability to align design decisions with business metrics and growth goals.
• A portfolio that showcases user-first monetization design across web and/or mobile, with clarity on your role, thought process, and results.
• Proficiency in tools like Figma and comfort with rapid prototyping, experimentation frameworks, and working with data-rich interfaces.
• Familiarity with AI-powered systems, relevance models, or surfacing logic is a plus.

Our Culture

Our culture is built on trust, risk-taking, customer focus, and excellence.

Location

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.