Upwork

Senior Engineering Manager, Emerging Business

Remote

Not SpecifiedCompensation
Senior (5 to 8 years)Experience Level
Full TimeJob Type
UnknownVisa
Information Technology & ServicesIndustries

Position Overview

  • Location Type: Remote
  • Employment Type: Full-time
  • Salary: Not specified

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 Senior Engineering Manager to join our Emerging Business organization and lead the development of AI-native products that create measurable impact for our customers. This role is ideal for a hands-on engineering leader who thrives at the intersection of execution, innovation, and team leadership. If you’re passionate about building and scaling AI-powered solutions, prototyping new experiences, and working cross-functionally to bring ideas to life, you’ll thrive here.

Reporting to the Director of Engineering for Emerging Businesses, you’ll manage and grow multiple teams focused on rapidly delivering AI-first features and systems. You’ll play a critical role in shaping the technical direction of our AI investments, enabling our teams to build autonomous, intelligent agents that solve real customer problems.

Responsibilities

  • Lead and develop multiple engineering teams focused on AI-native product development, ensuring high performance and collaboration.
  • Rapidly build functional prototypes and proof-of-concepts to validate ideas, demonstrating full-stack technical fluency.
  • Oversee the architecture and implementation of AI agent systems that enhance user experience and drive business outcomes.
  • Collaborate closely with Product, Design, and Machine Learning partners to align roadmaps and deliver value with speed.
  • Champion AI-first thinking, guiding teams to explore, adopt, and scale innovative technologies responsibly and pragmatically.
  • Translate emerging AI trends into actionable insights that influence technical strategy and product direction.
  • Ensure delivery of high-quality, maintainable solutions while balancing short-term milestones with long-term scalability.

What it Takes to Catch Our Eye:

  • Demonstrated success managing multiple engineering teams (typically 2+ teams and 10+ engineers) in a fast-paced environment.
  • Strong understanding of AI systems, including LLMs, agent architectures, and real-world implementation challenges.
  • Proven ability to prototype and guide technical direction with hands-on contributions when needed.
  • Strong collaboration skills and a track record of working effectively across engineering, product, and machine learning teams.
  • Pragmatic approach to shipping working solutions while setting a long-term vision.

Skills

AI
Machine Learning
Software Development
Prototyping
Full-Stack Development
AI-native Product Development
System Architecture
Team Leadership
Cross-Functional Collaboration

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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