Upwork

Lead Machine Learning Engineer - AI Agents

Remote

Not SpecifiedCompensation
Expert & Leadership (9+ years)Experience Level
Full TimeJob Type
UnknownVisa
Information Technology & ServicesIndustries

Company Information

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 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.

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 p

Position Overview

  • Location Type: [Not Specified]
  • Job Type: Full-time
  • Salary: [Not Specified]

We’re looking for a Lead AI/ML Engineer to help shape the future of intelligent systems at Upwork. In this role, you’ll design and deliver cutting-edge infrastructure and models that power agentic LLM workflows across our platform. You’ll work at the intersection of research and production, owning the delivery of advanced ML solutions and driving business outcomes through applied innovation. This role offers the chance to lead high-impact projects, support and mentor others, and help shape the future of autonomous AI agents globally. You'll work on cutting-edge machine learning initiatives that drive real business results while contributing to the broader AI research community through publications at leading conferences.

Responsibilities

  • Architect and implement core infrastructure to support agent-based LLM systems, including multi-agent pipelines, RAG, and real-time orchestration.
  • Train and fine-tune custom models, including LLMs and foundation models, to solve unique Upwork-specific challenges.
  • Lead cross-functional collaboration across engineering, product, and research teams to align technical solutions with business impact.
  • Mentor and guide engineers and researchers, helping foster a high-performing, inclusive team culture grounded in AI excellence.
  • Translate experimental ideas into reliable, scalable production systems by applying best practices in AI engineering and deployment.
  • Publish and share innovations where appropriate, contributing to Upwork’s visibility in the broader AI/ML research community.

Requirements

  • Strong proficiency in Python and modern ML frameworks such as PyTorch or TensorFlow, with experience developing and deploying AI systems.
  • Deep understanding of core ML concepts, including transformers, generative models, and agent architectures such as MCP or A2A.
  • Experience training large models on GPU clusters and integrating LLMs with external tools via APIs or orchestration frameworks.
  • Comprehensive understanding of foundational deep learning, machine learning concepts, and state-of-the-art GenAI models.
  • Hands-on experience training custom LLMs on GPUs and working with Retrieval-Augmented Generation (RAG) systems.
  • Proven ability to build end-to-end ML pipelines—from data prep and experimentation to production deployment—in a cloud-native environment.
  • A growth mindset, strong communication skills, and the ability to translate complex technical work to stakeholders across functions.
  • Demonstrated experience working in R&D environments; publications in major AI/ML conferences are a plus, but not required.

Application Instructions

Come change how the world works.

Skills

Machine Learning
Large Language Models
LLMs
AI Infrastructure
Multi-agent Pipelines
Retrieval-Augmented Generation (RAG)
Model Fine-tuning
AI Research
Distributed Systems
Real-time Orchestration
Cross-functional Collaboration
Mentoring

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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