Principal Software Engineer - AI Native Experiences - Remote

Overview

Upwork is the world’s human and AI-powered work marketplace that connects businesses with highly skilled, AI-enabled independent talent from across the globe. We’re seeking a Principal Engineer to lead the design and development of AI-native product experiences across Upwork’s web and mobile platforms.

In Short

• Lead the design and development of AI-native features on web and mobile platforms.
• Collaborate with cross-functional teams to deliver intelligent features.
• Drive technical direction and provide mentorship to engineering teams.
• Define scalable architectural patterns for AI integration.
• Shape strategic product direction with technical insights.
• Focus on delivering user value and maintaining high engineering quality.
• Work closely with Product, Design, and AI/ML teams.
• Resolve ambiguity and align stakeholders for complex initiatives.
• Foster a product-first mindset within the team.
• Encourage a culture of trust, risk-taking, and excellence.

Requirements

• 10+ years of software engineering experience with full-stack expertise.
• Experience leading product experiences that integrate AI or automation.
• Strong architectural instincts and systems thinking.
• Ability to mentor engineers and drive alignment.
• Familiarity with AI-integrated UX patterns.

Benefits

• Comprehensive medical coverage for you and your family.
• Unlimited PTO.
• 401(k) plan with matching.
• 12 weeks of paid parental leave.
• Employee Stock Purchase Plan.