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Legal Operations Associate

AI Summary
Dropbox is hiring a Legal Operations Associate to improve the systems, workflows, knowledge management, and reporting that support its Legal organization. The role administers and enhances legal technology, including Jira Service Management, Confluence, CLM, eBilling, matter-management, and AI-enabled tools. It partners closely with Legal, IT, Finance, Procurement, Compliance, vendors, and outside counsel to streamline intake, contracting operations, and service delivery. The successful candidate will lead process-improvement projects, translate business needs into practical platform configurations, and support adoption through documentation and training.
Remote from
Canada
Salary
CAD 102k–138k / yr
Employment
Full Time
Experience
Director
Published
Apply before
9 Dec 2026
Listing views
53
Application actions
3
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Opportunity details

About this role.

Role Description

Dropbox is seeking a highly organized and strategic Legal Operations Associate to join our Legal team. This individual will play a critical role in supporting the operational infrastructure that underpins our legal function. You will manage and optimize multiple legal systems, partner cross-functionally with internal teams, and serve as a key driver of efficiency and innovation across the legal organization.

The ideal candidate brings deep experience in legal operations, is technically proficient in legal platforms like JSM, Confluence, Ironclad and legal AI tooling, like Spellbook, and thrives in a collaborative, fast-paced tech environment. This role is highly visible and provides a unique opportunity to shape how Dropbox’s Legal team operates today and scales for tomorrow.

Responsibilities

  • Design and lead legal team workflows, policies, and processes to improve efficiency.
  • Implement and manage legal technology tools (e.g., CLM, eBilling, matter management).
  • Drive legal department KPIs, reporting, and dashboards to measure performance and value.
  • Support the rollout of Legal’s front door in Jira Service Management and the onboarding of additional Legal teams, including testing changes, documenting configurations, and training users.
  • Oversee outside counsel and legal vendor engagements, onboarding, and billing.
  • Manage the legal team’s tech stack and collaborate with IT as needed.
  • Partner with IT, Finance, Procurement, Compliance, and other key teams on operational initiatives.
  • Ensure smooth communication between Legal and business stakeholders.
  • Partner with Legal teams to translate process needs into practical configurations and refine workflows based on user feedback and request trends.
  • Coordinate with CIT and the Atlassian team for platform guidance, troubleshooting, integrations, and changes requiring broader technical support.
  • Maintain centralized repositories for contracts, templates, policies, and legal knowledge.
  • Help maintain Legal’s Confluence knowledge base, working with subject-matter owners to organize approved guidance and support self-service and AI-assisted responses.
  • Lead or support legal projects from planning to execution, including process improvement and change adoption.
  • Identify opportunities for automation and implement solutions to reduce manual workload.

Requirements

  • 3+ years of experience in legal operations, strong track record for project management, or operations roles within a legal department or law firm.
  • Tech industry experience and familiarity with commercial transactions strongly preferred.
  • Background experience with legal systems and technologies such as JSM, Confluence, Ironclad, Spellbook, and Brightflag knowledge are a plus, but not required.
  • Strong track record for project management and process optimization.
  • Excellent communication, collaboration, interpersonal and organizational skills.
  • Eagerness to learn new things and ability to navigate complicated and nuanced issues.
  • Familiarity with contracting and procurement processes, as well as with negotiating, drafting and advising clients on commercial contracts is a plus but not required.
  • Familiarity with knowledge management, content organization and access controls.
  • Ability to translate business requirements into system configurations, troubleshoot issues and document changes.
  • BA/BS from a top university and excellent academic credentials.

Preferred Qualifications

  • Strong preference for this candidate to have previously worked in tech and virtual first — to understand the fast paced style of collaborating quickly, being agile, embracing change, and knowing how to obtain urgent approvals and input.
  • Hands-on JSM administration experience, including configuring and testing forms, fields, queues, workflows, routing or automation, and reporting.
  • Familiarity with team-managed JSM projects and working within shared platform standards.
  • Experience with Slack-based intake, Rovo or other AI-assisted knowledge and workflow tools.

Durable Skills

AI fluency means using these tools to amplify human judgment, not replace it. We believe people with these skills will thrive as work and technology continue to evolve:

  • Awareness: Understand yourself and others.
  • Judgment: Evaluate information and make decisions in complex situations.
  • Adaptability: Learn, adjust, and stay effective through change.
  • Connection: Communicate, collaborate, and build trust.

To learn more about why these skills matter and what the data shows about thriving through change, read this blog post from our Chief People Officer, Melanie Rosenwasser.

Compensation

Canada Pay Range

$102,000—$138,000 CAD

Apply now >

This job listing has been manually reviewed by the Jobicy Trust & Safety Team for compliance with our posting guidelines, including verification of the company's legitimacy, accuracy of job details, clarity of remote work policy, and absence of misleading or fraudulent content.

Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

Job Complexity

4/5
EasyHard

Pace & Pressure

4/5
RelaxedFast-paced

Autonomy Level

4/5
GuidedFull ownership

Communication Load

5/5
IndependentCollaborative
AI insightThis role combines legal-operations knowledge with hands-on systems administration, cross-functional project delivery, and change management. It requires sound judgment when translating nuanced legal-team needs into scalable workflows and technical configurations.

Salary analysis

Estimated compensation compared with the broader CA market for similar roles.

Estimated job median (per year)Highly competitive
C$120,000
CA market range (per year)C$95k–C$140k
AI insightThe yearly pay period is inferred from the job context; it was not explicitly stated by the employer. The employer discloses a CAD 102,000–138,000 base-pay range for Canada. The yearly cadence is inferred from the magnitude and context of a full-time professional legal-operations role, as the posting does not explicitly state an annual period. Estimated Canadian market pay for a comparable role is CAD 95,000–140,000 per year.

Core skills

Skills and capabilities most closely associated with this opportunity.

Sample interview questions
How would you improve a fragmented legal intake process?

I would first map current request channels, request types, handoffs, service-level expectations, and recurring pain points. I would then design a standardized intake workflow in JSM with clear routing, required fields, automation, and reporting, pilot it with users, and refine it from feedback and request trends.

Describe how you translate legal-team requirements into a system configuration.

I clarify the underlying business outcome, users, permissions, required data, exceptions, and success measures before proposing a configuration. I document the design, test it in a controlled environment, obtain stakeholder validation, deploy with change notes, and monitor adoption after launch.

What metrics would you use to measure legal operations performance?

I would track intake volume and category, time to first response, cycle time, backlog age, SLA attainment, self-service resolution, outside-counsel spend, vendor performance, and user satisfaction. Metrics should connect to decisions and reveal where automation, staffing, or process changes will have the greatest impact.

How would you manage adoption of a new legal technology tool?

I would involve representative users early, define the target workflows, provide concise documentation and role-based training, and establish a feedback channel during rollout. After launch, I would review usage data and qualitative feedback to address friction quickly and reinforce the new operating model.

How do you balance speed with accuracy when supporting urgent legal requests?

I use triage criteria to identify urgency, risk, ownership, and required approvals, then communicate realistic next steps to stakeholders. For repeatable work, I rely on approved templates, routing rules, and documented controls so urgent delivery does not compromise quality or governance.

This analysis is generated from the job description. Salary estimates, role characteristics and sample answers are guidance, not employer-provided facts.
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