Product Manager, Payments Tax

Sorry, this job was removed at 08:14 p.m. (CST) on Monday, May 18, 2026
Toronto, ON, CAN
Hybrid
Cloud • HR Tech • Professional Services • Software
Upwork is the world’s work marketplace connecting businesses with independent talent.
The Role

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.

We are looking for an experienced and strategic Product Manager to craft and drive product capabilities for our Tax Compliance products. Compliance is very integral to our business, and it is important that we build for compliance on both sides of our marketplace (client and talent) in a manner that is pragmatic – compliant and upholds the customer experience. We believe that great customer experience starts with robust platform capabilities. And hence this senior product manager will influence the full stack - from platform to user experience. Developing products to support multiple geographies carries with it many challenges. The ideal candidate will have to think and build modularly to enable and drive global compliance and go-to-market efficiency. Due to the interconnectedness of Tax products, this role requires a thoughtful product manager who can proactively collaborate with various product and cross functional leaders.

Your Responsibilities:
  • Translate marketplace requirements into generic and tax platform capabilities that encompass core product platforms and associated customer experiences. Putting the customer first, solve for Tax compliance with business pragmatism

  • Actively partner with a variety of Upwork teams, including design, engineering, marketing, legal, accounting, and finance on new products, initiatives, and global expansions of existing products

  • Lead the tax aspects for the end-to-end full life cycle of product deployment, including but not limited to design review, testing, launch, tax functionality, reporting, and compliance

  • Support a broad range of teams such as Community, Customer Support, Financial Risk & Compliance, Trust & Safety, and others to address product needs and user queries as it relates to tax issues

  • Build a deep understanding of Upwork’s business model and various products, understanding key tax positions, issues, and obligations

What it takes to catch our eye:
  • Strong product management experience. Working in a marketplace business environment, building compliance products (tax or otherwise), product platforms is preferred 

  • Conversant with modern day technologies and user experience principles required to bring product solutions to market, at scale and globally

  • Drive and willingness to go above and beyond with a strong work ethic

  • Balances technical and commercial savvy; able to communicate what is possible and what will have the biggest impact on the business

  • Strong interpersonal skills; able to effectively influence a wide range of collaborators all across the organization

  • Knowledge of tax compliance would be a plus but not mandatory. This person will work closely with functional tax subject matter leads who will bridge the tax expertise

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 and the Applicant Privacy Addendum (Canada). 


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

Upwork Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Upwork and has not been reviewed or approved by Upwork.

  • Healthcare Strength Benefits breadth across medical, dental, vision, mental health, and disability is emphasized, with added wellness and fitness support. Options such as PPO/HSA plans and company HSA contributions indicate strong healthcare provisioning.
  • Leave & Time Off Breadth Time-away provisions include unlimited PTO along with paid holidays, sick time, and volunteer time. Feedback suggests flexibility to take time as needed so long as it does not interfere with work.
  • Parental & Family Support Family-friendly offerings include fully paid parental leave plus fertility support, dependent care accounts, backup childcare credits, and parenting support tools. These resources indicate meaningful support for caregivers through various life stages.

Upwork Insights

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The Company
HQ: San Francisco, CA
170,439 Employees
Year Founded: 2004

What We Do

Upwork is the world’s work marketplace, connecting millions of businesses with independent talent around the globe. We serve everyone from one-person startups to 30% of the Fortune 100 with a powerful, trust-driven platform that enables companies and freelancers to work together in new ways that unlock their potential.

Why Work With Us

Our vibrant culture is built on a common mission to create economic opportunities so that people have better lives. We encourage team Upwork to bring their whole selves to work through learning and development opportunities, mentorship, and Upwork Belonging Communities.

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