Sr Manager, Legal Operations

Posted 12 Days Ago
Be an Early Applicant
Toronto, ON, CAN
Hybrid
136K-170K Annually
Senior level
Cloud • HR Tech • Professional Services • Software
Upwork is the world’s work marketplace connecting businesses with independent talent.
The Role
Oversee Legal team operations, including budgeting, vendor billing, legal technology, AI adoption, process improvement, reporting, team culture, and strategic initiatives. Partner with FP&A, Accounting, executive leadership, cross-functional stakeholders, and outside counsel to improve efficiency, scale resources, manage complex projects, and support the Chief Legal Officer.
Summary Generated by Built In

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.

You will be joining the award-winning Legal & Policy team. We support every business unit and function in the company to unlock opportunity and win with integrity. We enable, accelerate, and protect Upwork’s business in a collaborative and innovative manner at a world-class level. 

In this role, you serve as a strategic partner to the Chief Legal Officer and work closely with the entire Legal team, as well as cross-functional stakeholders, to ensure Legal programs run smoothly. You oversee all facets of the Legal team’s operations, play a key role in day-to-day support, and make an impact by driving efficiency, optimizing processes, scaling resources, and supporting strategic goals.

Because you have a holistic view of how we operate, you are the culture carrier and the glue that holds our team together. You foster a collaborative environment where team members feel supported, valued, and connected. 

Responsibilities:
  • Budget Management: Oversee the department budget by partnering with FP&A and Accounting on monthly accruals, forecasts, and annual planning. Identify vendor savings opportunities to self-fund incremental resources.
  • Vendor Management: Oversee law firm and other vendor billing. Manage POs and invoices, and track vendor spend and alternative fee arrangements.
  • Technology Implementation: Play a key role in driving AI initiatives and pushing adoption across the team. Evaluate and manage the Legal tech stack.
  • Process Development & Improvement: Identify resource gaps, streamline workflows, and drive operational efficiencies across the Legal team.
  • Team Leadership & Culture: Promote team culture through events, recognition, and operating cadences that keep the Legal team connected and engaged. Plan and coordinate in-person team offsites. Manage agendas for team meetings.
  • Reporting & Analytics: Collect and analyze team metrics, compiling them into monthly and quarterly business reports. Prepare executive presentations, reports, and documentation.
  • Strategic Initiatives: Manage team-wide and cross-functional projects to support strategic initiatives, ensuring successful execution.
What it takes to catch our eye:
  • You have 5+ years of experience in Legal operations, business operations, strategic project/program management, or related fields with progression into increasing responsibility and strategic scope, preferably with an in-house Legal team. 
  • Strong financial acumen with experience managing a department budget
  • Experience using AI and automation tools to improve efficiency; experience with evaluating and implementing AI tools is a plus
  • Exceptional communication skills, organizational skills, and attention to detail
  • Ability to influence across all levels of the organization
  • Ability to scale operations as the department grows
  • Proven record of deploying systems end-to-end, and developing solutions to reduce routine escalations to senior team members
  • Demonstrated success managing complex initiatives in a fast-paced environment
  • A self-starter with the ability to work autonomously 
  • Ability to build strong partnerships across Legal, and with cross-functional partners and outside counsel
  • Handle highly confidential and sensitive information with professionalism, discretion, and sound judgment
  • Comfortable learning new systems and tools quickly
Come change how the world works.

Upwork is establishing its first international operational hub in Toronto, Canada, and this role will require 3 days per week in office.

We’re proud to offer benefits that go beyond the basics, including healthcare coverage for you and your family, RRSP/DPSP retirement plans, mental health support, wellness reimbursement program, supplemental vacation,  and an Employee Stock Purchase Plan.

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.

Upwork is presently inviting candidates to apply for this existing vacancy. Applying to this posting allows you to express your interest in this current opportunity with Upwork. Qualified applicants may be contacted to review their resume in more detail.

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). 

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
$135,500—$169,500 CAD

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

Skills Required

  • 5+ years of experience in Legal operations, business operations, strategic project or program management, or related fields
  • Progressive experience with increasing responsibility and strategic scope, preferably with an in-house Legal team
  • Experience managing a department budget
  • Strong financial acumen
  • Experience using AI and automation tools to improve efficiency
  • Exceptional communication, organizational, and attention-to-detail skills
  • Ability to influence across all levels of the organization
  • Ability to scale operations as the department grows
  • Proven record of deploying systems end-to-end and reducing routine escalations
  • Demonstrated success managing complex initiatives in a fast-paced environment
  • Ability to work autonomously as a self-starter
  • Ability to build partnerships across Legal, cross-functional teams, and outside counsel
  • Ability to handle confidential and sensitive information with discretion and sound judgment
  • Comfort learning new systems and tools quickly
  • Experience evaluating and implementing AI tools

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.

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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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