# Legal Innovation & Operations Lead

**Company:** [Square](https://hotfix.jobs/companies/square)
**Location:** Remote
**Role:** Business Operations
**Salary:** $218k – $327k/yr
**Experience:** 8+ years
**Skills:** Legal Operations, Legal Technology, Technology Strategy, Automation, Artificial Intelligence, Contract Lifecycle Management, Docusign Clm, Ebilling, Workflow Automation, Knowledge Management, Data Analytics, Vendor Management, Budget Management
**Posted:** 2026-08-27

> Leads legal technology strategy and operational excellence across the Counsel organization, overseeing systems, vendors, budgets, and cross-functional automation and AI initiatives. Requires 8+ years in legal operations, technology strategy, or a related operations role.

## Job Description

## Responsibilities
- Define and drive the Legal Innovation & Operations legal technology strategy, including the vision, roadmap, and delivery of productivity tools.
- Oversee legal systems such as contract lifecycle management, eBilling, knowledge management, and workflow platforms; optimize integrations and alignment with business processes.
- Manage core digital platforms for efficiency, usability, and cost control.
- Partner with Legal, Policy, IT, Finance, Business Operations, and other teams to evaluate and implement technology solutions.
- Translate business needs into effective technology and process solutions.
- Manage vendor relationships and ensure measurable value from technology investments.
- Lead multi-quarter, cross-functional automation, AI, and data-driven initiatives.
- Improve operational excellence across the organization.

## Requirements
- 8+ years of experience in legal operations, technology strategy, or a related operations-focused role.
- Experience leading automation or AI initiatives that deliver measurable improvements.
- Experience managing budgets, timelines, and stakeholders with strong attention to detail and follow-through.
- Ability to communicate technical details as clear business value.
- Collaborative, curious, and adaptable approach to experimentation and process improvement.
- Experience building trust with senior leaders and individual contributors.

## Nice-to-haves
- Familiarity with DocuSign CLM or workflow automation tools.
- Hands-on legal technology implementation experience.

## Compensation and Benefits
- Annual salary range of $217,800–$326,800 USD.
- Benefits include remote work, medical insurance, flexible time off, retirement savings plans, and modern family planning.

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