Lead Data Engineer

Upwork Inc.’s (Nasdaq: UPWK) family of companies connects businesses with global, AI-enabled talent across every contingent work type including freelance, fractional, and payrolled. This portfolio includes the Upwork Marketplace, which connects businesses with on-demand access to highly skilled talent across the globe, and Lifted, which provides a purpose-built solution for enterprise organizations to source, contract, manage, and pay talent across the full spectrum of contingent work.

From Fortune 100 enterprises to entrepreneurs, businesses rely on Upwork Inc. to find and hire expert talent, leverage AI-powered work solutions, and drive business transformation. With access to professionals spanning more than 10,000 skills across AI & machine learning, software development, sales & marketing, customer support, finance & accounting, and more, the Upwork family of companies enables businesses of all sizes to scale, innovate, and transform their work forces for the age of AI and beyond.

Since its founding, Upwork Inc. has facilitated more than $30 billion in total transactions and services as it fulfills its purpose to create opportunity in every era of work. Learn more about the Upwork Marketplace at

As a Lead AI Engineer on our Data Platform & Services (DPS) team, you will bridge deep data engineering expertise with emerging AI capabilities to build production‑grade AI‑powered systems. You’ll design and deploy agentic frameworks, natural language querying (NLQ) capabilities, and prompt/LLM evaluation strategies that unlock insights at scale across Upwork. This is an opportunity to deliver tangible impact, enabling faster decision‑making, democratizing data access, and empowering analysts and stakeholders throughout the company.

• Design and implement scalable agentic frameworks that coordinate multiple AI agents to deliver accurate and reliable outcomes.
• Build and optimize natural language query solutions that provide compliant, intuitive, and self‑service access to enterprise data.
• Develop and maintain evaluation frameworks for LLMs and prompts, driving measurable improvements in accuracy, scalability, and resilience.
• Partner with data engineering peers to integrate AI orchestration with Python, SQL, and Snowflake pipelines.
• Contribute to AI‑powered summarization and explanation tools that enhance reporting, insights, and executive reviews.
• Collaborate cross‑functionally with product, analytics, and business teams to ensure solutions meet measurable business goals.

• Proven experience delivering AI‑powered data systems in production, including hands‑on expertise with LLMs and prompt engineering.
• Strong foundation in modern data engineering, with proficiency in Python, SQL, and platforms such as Snowflake.
• Demonstrated ability to design agentic orchestration frameworks that scale across diverse business scenarios.
• A collaborative problem‑solver with strong communication skills, able to align stakeholders and create clarity across teams.
• Growth mindset—excited to learn, iterate, and deliver measurable business outcomes through applied AI.

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.

Annual Base Compensation: $151,500 - $215,500 USD

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.