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Technical Solutions Attorney (TSA)



IT, Legal
Boston, MA, USA
Posted on Wednesday, September 27, 2023

LinkSquares is a fast-growing LegalTech software company, rated as one of “The Best Places to Work in 2022” by the Boston Business Journal and BuiltIn Boston. We’ve built an end-to-end AI-powered Contract Lifecycle Management (CLM) SaaS product suite used by some of the world's most prominent companies (Fitbit, Igloo, DraftKings, Cogito, and even the Boston Celtics).

Contracts are the lifeblood of business and power everything from revenue, obligations, financing activities, and reporting. At LinkSquares, our product takes the manual, time-consuming, tedious tasks out of the contracting process. With LinkSquares, legal teams save time, cut costs, and improve business outcomes. We are a 300 + person company headquartered in downtown Boston.

The Technical Solutions Attorney (TSA) is a unique position at LinkSquares. This role is for JD’s that are looking for a non-traditional way to apply their skills in a legal technology startup! Legal Tech is the hottest market in SaaS right now, and we are looking for someone who is passionate about the pain we are alleviating for legal teams everywhere.

So what is a Technical Solutions Attorney (TSA)?

In this role you will be a critical ally and partner to our Sales team by helping prospective customers navigate the evaluation of our software. The evaluation will start with a TSA performing a technical demonstration to showcase the full power of the LinkSquares from a “been there, done that” perspective, after all who hasn’t felt the pain of manual contract review?

The Technical Solutions Attorney’s will:

  • Run product demonstrations for legal teams
  • Be taught everything you need to know about the world of Technology
  • Sharpen your skills and understanding of software and artificial intelligence
  • Become technical experts on everything LinkSquares
  • Help support proof of concept trials of the AI on customer contracts
  • Stay up to date on latest developments within the legal industry
  • Work alongside our CLO to help influence the future product roadmap

Preferred experience/traits/qualifications:

  • Law Degree AND passed the bar examine
  • 1-3 years experience
  • Relevant experience reviewing contracts
  • Desire to learn how to use your skill set in new ways
  • Technical proficiency

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.