Senior Product Manager

LinkSquares is the leading contract lifecycle management company in the legal industry, named a Strong Performer in The Forrester Wave: Contract Lifecycle Management (CLM). 

Businesses run on contracts—they drive revenue, manage obligations, enable financing, and support reporting activities. Our AI-powered CLM SaaS product suite delivers end-to-end solutions trusted by some of the world's most respected organizations, including DraftKings, Wayfair, TIME, and the Boston Celtics. We are proud to support our customers in achieving their goals, and remain dedicated to delivering value and innovation to meet their needs.

We ranked #174 on Deloitte's Fastest-Growing Companies in North America, named "Contract Management Solution Provider Of The Year" by LegalTech Breakthrough Awards, and has been named to the Inc. 5000 list for the fifth consecutive year, ranking among the fastest-growing private companies in America.

At LinkSquares, our AI-powered, end-to-end contract management and analytics platform takes the manual, time-consuming, tedious tasks out of the contracting process. With LinkSquares, legal, finance, HR, and procurement teams save time, cut costs, and improve business outcomes. We are a 200+ person company headquartered in downtown Boston.

We're seeking a product-led Senior Product Manager to drive innovative legal technology solutions that transform how legal professionals work. You'll lead cross-functional teams through the full product lifecycle, from research and discovery to delivery and adoption, while partnering with engineering, design, and go-to-market teams.

What you'll do:

Product Leadership & Strategy Lead end-to-end product development for core platform capabilities, driving decisions through data, user research, and market insights. Define roadmaps balancing user needs, business objectives, and technical feasibility while identifying opportunities to integrate AI capabilities that enhance user workflows.

Research & Discovery Own research to understand legal workflows, pain points, and opportunities. Conduct user interviews, analyze usage data, and synthesize market research to inform product direction. Leverage AI tools to accelerate research synthesis and insight generation.

Cross-Functional Leadership Partner with engineering teams using agile methodologies in sprint planning, standups, and retrospectives. Collaborate with design on intuitive legal professional experiences. Work with sales, marketing, and customer success for successful launches. Use AI-powered tools to streamline documentation and cross-team communication.

AI-Driven Innovation Explore emerging AI technologies for legal workflow applications. Partner with engineering to prototype AI-enhanced features. Stay current on AI developments in legal tech, translating trends into actionable opportunities.

Market & Customer Focus Maintain deep understanding of legal technology landscape, competitive dynamics, and AI adoption trends. Regularly engage with customers and prospects to validate hypotheses and gather feedback.

What you bring:

Product Management Foundation 5+ years B2B SaaS product management experience with proven track record launching and scaling products from concept to market success.

Research & Analytical Skills Strong experience leading user research initiatives. Comfortable with qualitative and quantitative methods, product analytics, and data-driven decisions. Interest in using AI tools to enhance research velocity and insights.

Cross-Functional Leadership Demonstrated ability to influence without authority across engineering, design, sales, and marketing. Experience managing complex stakeholder relationships and driving consensus.

Technical Collaboration Hands-on experience with scrum teams and agile processes. Comfortable discussing technical architecture, APIs, and integrations with engineering. Understanding of software development lifecycle and trade-offs. Curiosity about AI/ML technologies and practical applications.

AI Enthusiasm Genuine interest in leveraging AI for personal productivity and compelling product experiences. Experience or curiosity about AI workflow optimization and tool effectiveness. Understanding of AI capabilities and limitations in software development.

Communication & Execution Excellent communication skills with executive presentation ability. Strong project management capabilities managing multiple initiatives. Track record delivering results in fast-paced environments.

Why you'll thrive:

You're energized by complex problem-solving and thrive diving deep into user needs while maintaining strategic perspective. You enjoy working closely with engineering and design teams, are comfortable with ambiguity, and excited about shaping product direction in a rapidly evolving market where AI transforms both how you work and how legal professionals accomplish their goals.

This role offers meaningful impact on legal professional workflows, with autonomy to drive product decisions and support to execute ambitious initiatives at the intersection of legal technology and artificial intelligence.

About LinkSquares

Founded in 2015 with headquarters in Boston, we offer a comprehensive and competitive benefits package that includes medical, dental and vision plans for employees and their families, health and wellness programs, a 401(k) plan, unlimited vacation, paid parental leave and more. Learn more here:  

For legal teams needing to move their business forward faster, LinkSquares provides a contracting platform for writing better contracts, analyzing what's in existing contracts, and working better with their team. It differs from other tools on the market with its powerful AI insights, speed to providing tangible results, and ability to help the entire company collaborate better. LinkSquares saves companies hundreds of hours and thousands of dollars by eliminating manual contract processes and reducing the need for outside counsel. For more information, visit 

LinkSquares is an Equal Opportunity Employer and does not discriminate on the basis of an individual's sex, age, race, color, creed, national origin, alienage, religion, marital status, pregnancy, sexual orientation or affectional preference, gender identity and expression, disability, genetic trait or predisposition, carrier status, citizenship, veteran or military status and other personal characteristics protected by law. All applications will receive consideration for employment without regard to legally protected characteristics.