Sr. Director, Software Engineering

Litera

130d • $185,000 - $215,000

About The Position

Join the Legal Tech Revolution at Litera. Are you ready to shape the future of how law is practiced? At Litera, we're leading the legal AI revolution. As pioneers at the forefront of legal technology, we're transforming how 2M+ legal professionals work every day at the world's top law firms and corporate legal departments through our cutting-edge, AI-driven portfolio of tools. From intelligent document drafting to predictive analytics, from automated workflows to advanced security governance, we deliver innovative solutions seamlessly within Microsoft 365 and across every device lawyers use. With 30+ years of relentless innovation and the majority of the world's largest law firms as our clients, we're just getting started. If you're passionate about building AI-forward solutions that scale globally and want your work to impact millions of legal professionals worldwide, this is your opportunity to be part of something extraordinary—help us continue revolutionizing legal technology and defining what's possible in the legal industry. As part of our strategic growth and commitment to fostering collaboration and operational excellence, we are transitioning to a hybrid working model across North America. We are establishing offices in Austin, Boston, Chicago, Denver, New York City, Philadelphia, New Jersey, Raleigh, and Toronto to serve as key operational hubs, and we are actively seeking talented individuals to join our team in this exciting new phase. This position is located in our Denver office. Candidates should reside within reasonable commuting distance, as this role requires on-site presence at least three days per week. This hybrid approach enables us to build a collaborative and innovative work environment while maintaining the flexibility that supports both productivity and work-life balance.

Requirements

• Bachelor’s, Masters’ or equivalent experience is required
• 10+ years of technology leadership experience
• Demonstrated proficiency in fast-changing environments with a high level of ambiguity
• Experience with generative AI technologies, including LLMs, MCP Servers, AI Agents, and prompt engineering
• Strong experience working hands-on with innovation teams to deliver high quality outcomes
• Motivated problem solver who can accurately document and communicate issues
• Experience with full-stack software development (front end, back end, data and insights) and hands-on technical design
• Experience leading incubation / startup style initiatives, ideally in a product-driven engineering environment
• Strategic thinker with the ability to formulate product strategy
• Prior experience in managing multi-disciplinary teams of engineers simultaneously working on multiple projects
• Familiarity with DevOps CI/CD principles
• Comfortable interacting and presenting in front of C-level executives
• Strong understanding of software development life cycles (SDLC) with experience guiding teams through planning, development, and rollout

Nice To Haves

• Experience with Azure Kubernetes / Docker, Fluent UI, TypeScript, .NET/C# and React.js
• Proven experience with DevOps, AppSec and SRE organizations
• Possess innate customer service skills including the ability to be empathetic, accurate, compassionate, responsive, resourceful, and conscientious
• Strong relationship management, strategizing, project management, problem solving, and change management skills
• Demonstrated experience delivering high-value products to market
• Legal software experience a plus

Responsibilities

• Define and execute the generative AI roadmap aligned with product and engineering goals
• Lead idea inception, discovery, prototyping, and engineering of AI-driven solutions, including AI Agents and LLM-based solutions
• Act as a creative leader, inspiring engineering teams to push the boundaries of innovation
• Align technology initiatives to Litera One platform architecture
• Oversee the daily activities of multiple teams to deliver impactful customer value
• Monitor and update team metrics for measurement of engineering and operational excellence
• Ensure a consistent, regular process for assessment of goals and improvement of deliveries
• Collaborate with product managers on new products and new features
• Collaborate with architects to deliver secure, scalable and performant products
• Implement a data driven approach to drive transparency and accountability across all stakeholders
• Identify technology improvement opportunities and gaps and develop plans to improve them
• Think strategically with the ability to create 90, 120, 180-day plans designed along with leadership team for self and teams.

Benefits

• Comprehensive benefits package including health insurance and retirement savings plans
• Generous paid time off
• Supportive work-life balance
• Career paths and opportunities for professional development

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: Bachelor's degree
• Number of Employees: 501-1,000 employees