--- title: 'Senior Product Manager, Match Platform at Upwork' canonical: 'https://feeny.ai/job/senior-product-manager-match-platform-upwork-toronto-zngak8w6f45x' type: 'job' last_seen: '2026-09-08' --- # Senior Product Manager, Match Platform at Upwork - **Company:** Upwork - **Location:** Toronto, Canada - **Compensation:** $168k–$209k - **Work type:** remote - **Posted:** 2026-08-18 - **Last confirmed live:** 2026-09-08 - **Apply:** https://job-boards.greenhouse.io/upwork/jobs/7888188003 ## Job description 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 workforces 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 Upwork.com and follow us on LinkedIn, Facebook, Instagram, TikTok, and X; and learn more about Lifted at Go-Lifted and follow on LinkedIn. Upwork's Match Platform team sits at the heart of how clients and freelancers find each other. As Senior Product Manager for Match Platform, you will own the shared infrastructure that powers matching, personalization, embeddings, and evaluation across multiple product surfaces. This is a high-leverage role: the models, features, and frameworks you build become the foundation that other product and ML teams build on. You will partner closely with engineering, data science, machine learning, analytics, and marketplace operations to reduce duplication, increase reuse of shared capabilities, and drive measurable improvements in match quality, and relevance. ## Responsibilities - Innovate: Drive the roadmap for next-generation AI-powered search, recommendation, and matching systems — including retrieval, ranking, personalization infrastructure, and the shared model and feature foundations that multiple product surfaces build on. - Strategize: Own the AI/ML product strategy and roadmap, making deliberate tradeoffs between long-term platform investments and near-term surface-specific wins so teams build on a common foundation rather than duplicating work. - Apply cutting-edge AI to solve high-impact customer problems, including but not limited to: - NLP and intent understanding to better interpret what users are looking for - Embedding-based and neural retrieval for deeper contextual matching - Personalized ranking - Real-time indexing for fresher, more relevant results - Own core models and evaluation systems: Set strategy for human labeling programs, offline evaluation frameworks, and online experimentation, and establish a unified data strategy for shared labels, features, and outcomes. - Collaborate: Lead cross-functional alignment across product, engineering, ML, data science, analytics, design, and operations, moving work forward through clarity and trust rather than authority. - Measure success: Define instrumentation, key metrics, and operating cadences that connect system-level insights to measurable product improvements. - Stay on the cutting edge: Track emerging AI techniques and tools and bring them into your work early, keeping our search and recommendation capabilities ahead of the curve. What it takes to catch our eye - Proven experience as a product manager working directly on search, recommendation, ranking, or large-scale information retrieval systems, ideally in a marketplace or other two-sided context. - Deep AI/ML fluency — able to partner effectively with engineering and data teams on retrieval methods, ranking signals, embeddings, model tuning, and evaluation, and to translate those concepts into clear product decisions. - Track record of owning platform- or infrastructure-level product work, where your roadmap shaped capabilities other teams depended on, not just user-facing features. - Demonstrated success leading experimentation and A/B testing programs and using results to inform roadmap and design decisions. - Ability to translate ambiguous user and business needs into concrete, technically feasible requirements, and to make sound prioritization calls across systems, teams, and time horizons. - Clear, inclusive communicator who drives cross-functional alignment in fast-paced, technically complex environments. Come change how the world works. Upwork is establishing an operational hub in Toronto, Canada. The new office is expected to be fully operational by Q4 2026. This role will require 3 days in office once we have an office open. This position will initially be employed through a partner to ensure a seamless hiring process while we establish the hub. Once the hub is established, there may be opportunities to transition to employment with Upwork, depending on business needs and other requirements. While employed by the partner, you'll work as part of Upwork's team, with access to our resources, culture, and growth opportunities. Our partner will offer competitive benefits. When Upwork's hub is established, we will be excited to offer employment and benefits directly as business needs require. Upwork is committed to building a diverse, inclusive, and equitable workforce. Employment decisions are made without regard to race, color, religion, gender, sexual orientation, gender identity, national origin, disability, or any other status protected by applicable law. We use BrightHire, an AI-enabled tool, to record interviews and summarize interview transcripts. The tool allows the interviewer to focus on the discussion and does not score or evaluate candidates or make recommendations. The interview transcripts are reviewed, and decisions are only made by humans. Candidates who prefer not to have their interview recorded through BrightHire can opt out when the interview is scheduled. To learn more about how Upwork processes and protects your personal information as part of the application process, please review our [Global Job Applicant Privacy Notice](http://upwork.com/careers/job-applicant-privacy-notice) and the https://www.upwork.com/careers/applicant-privacy-addendum-canada. The annual base salary range for this position  is displayed below. The range displayed reflects the minimum and maximum salary for this position, and individual base pay will depend on your skills, qualifications, experience, and location. Additionally, this position is eligible for the annual bonus plan or sales incentive plan and eligibility to participate in our long term equity incentive program. Annual Base Compensation $167,500—$209,000 USD To learn more about how Upwork processes and protects your personal information as part of the application process, please review our [Global Job Applicant Privacy Notice](http://upwork.com/careers/job-applicant-privacy-notice) ## About Upwork ## Company Overview - **One-liner**: Upwork is the world’s human and AI-powered work marketplace, connecting businesses with highly skilled, AI-enabled independent talent across the globe. - **Entity Type**: Public (ticker: UPWK) - **Headquarters**: San Francisco, California, United States - **Founded**: 2015 (as Upwork, following the merger of oDesk, founded 2003, and Elance, founded 1999) - **Founders**: Not listed individually; the company was formed via the merger of oDesk (co-founded by Gary Swart, Odysseas Tsatalos, Stratis Karamanlakis) and Elance (founded by Fabio Rosati) ## Core Business - **Primary industry**: Online freelance marketplace / Talent platform - **Target customers**: B2B (from entrepreneurs to Fortune 100 enterprises) and B2C (independent professionals) - **Mission or purpose**: “To create opportunity in every era of work.” [upwork.com](https://www.upwork.com/about) ## Products & Services - **Upwork Marketplace**: The core platform where clients post jobs and hire freelancers for contract or project-based work. Offers tiered plans including Basic (free), Plus, and Business Plus. [upwork.com](https://www.upwork.com/) - **Uma™ (Mindful AI)**: An AI work companion that assists both clients and freelancers throughout the hiring and work process, from matching to project management. [upwork.com](https://www.upwork.com/about) - **Enterprise Solutions**: Customized workforce management and talent sourcing for large organizations, supporting agile team building and business transformation. ## Market Standing - **Valuation / Market Cap**: Not publicly available (data not included in search results) - **Key Metric**: Annual revenue of more than $750 million and annual client spend exceeding $4 billion (as of recent leadership bio). [upwork.com](https://www.upwork.com/about) - **Notable Investors/Partners**: Not detailed in search results - **Growth Signals**: Active expansion into AI/ML with dedicated roles (Lead AI Engineer, Sr AI Research Scientist, etc.); opening an international hub in Lisbon, Portugal; continued headcount growth (approximately 2,000 team members, ~75% freelancers). [upwork.com](https://www.upwork.com/about) | [upwork.com](https://www.upwork.com/careers/jobs/explore) ## Competitive Advantages - **Network effects**: Large, established two-sided marketplace with over 800,000 clients and freelancers from 180 countries. [upwork.com](https://www.upwork.com/) - **AI integration**: Deep investment in AI/ML, including the proprietary Uma™ AI agent, positions Upwork at the forefront of the evolving freelance economy. - **Brand strength**: Trusted by Fortune 100 companies and named to TIME’s Most Influential Companies and Fast Company’s Most Innovative Companies. [upwork.com](https://www.upwork.com/about) - **Flexible workforce model**: The company itself operates with ~75% freelancers, demonstrating its own platform’s effectiveness. [upwork.com](https://www.upwork.com/about) ## Strategic Focus - **Current priorities**: Expanding AI capabilities, enhancing the user experience with mindful AI, and scaling global reach (e.g., Lisbon hub). Leadership emphasizes “leading the industry into the new era of work.” [upwork.com](https://www.upwork.com/about) - **Direction for growth**: Continued product innovation around AI, deepening enterprise offerings, and strengthening the freelancer-client matching engine. ## Why Work Here - **Culture highlights**: Values include “Play to win as a team,” “Build and break fearlessly,” “Commit to excellence,” “Own outcomes,” and “Be customer zero.” Emphasis on diversity, inclusion, and belonging (team from 180 countries). [upwork.com](https://www.upwork.com/careers/life-at-upwork) - **Remote/hybrid/office policy**: Remote-first for many roles; offices in San Francisco, Palo Alto, Chicago, Austin, Toronto, and a new hub in Lisbon. Full-time employee hiring currently limited to specific U.S. states and Lisbon. [upwork.com](https://www.upwork.com/careers/jobs/explore) - **Notable perks**: Unlimited PTO, 12-week fully paid parental leave, rich 401(k) with matching, Employee Stock Purchase Program (ESPP), home office reimbursement, wellness reimbursement, cell phone/internet reimbursement, mental health support (Modern Health), pet insurance, and more. [upwork.com](https://www.upwork.com/careers/life-at-upwork) - **Engineering/AI culture**: Strong focus on AI/ML with dedicated roles and a CTO heading AI/ML. Opportunities to work on cutting-edge projects (Agentic AI, NLQ, search & recommendation). [upwork.com](https://www.upwork.com/careers/jobs/explore) ## Sources 1. [upwork.com - About Us](https://www.upwork.com/about) 2. [upwork.com - Careers](https://www.upwork.com/careers) 3. [upwork.com - Life at Upwork](https://www.upwork.com/careers/life-at-upwork) 4. [upwork.com - Homepage](https://www.upwork.com/) 5. 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