Account Executive

LinkSquares
Hybrid (Boston, MA)Posted 31 March 2026

Tech Stack

Job Description

About the company: LinkSquares is a Boston-based, AI-powered CLM SaaS leader trusted by organizations like DraftKings, Manscaped, and Vivid Seats. We automate the contracting process for legal, finance, and HR teams, helping them save time, cut costs, and improve business outcomes. For more information, visit linksquares.com . About the team: Join a high-velocity, collaborative sales organization that sits at the intersection of AI innovation and legal technology. Our Sales team goes beyond quarterly financial goals, instead serving as strategic partners to our customers. We are consultants helping modern businesses, like TIME and Peregrine Hospitality, solve complex contracting bottlenecks and advance contract innovation. We prioritize a "learn and get better" mentality, balancing strategic, high-value deals with fast-moving transactional opportunities in a supportive, team-first environment. About the role: A successful Account Executive is well-rounded, unafraid of the phones, and able to work both strategic deals and fast-moving transactional opportunities. You are responsible for owning the entire sales process with new customers, ranging from research, prospecting, outreach, engagement, and close. Responsibilities: Successfully find new business opportunities Acquire new customers by creatively researching, emailing and cold calling leads/accounts Work deals through demo runs, proof-of-concept trial and close Ownership of pipeline including outreach and engagement Prioritize quotas, deadlines and KPIs Requirements: Experience with full-cycle sales (lead generation through closing business) Mid-market software sales experience a plus ($20-$60k ASP) Experience with Salesforce, Gong, LinkedIn Sales Nav, and ZoomInfo Compensation for this role includes an annual base salary between $75,000 to $115,000. On-target earnings range between $150,000 to $230,000, split 50/50 between base salary and commission. Total compensation can be higher for those who exceed targets. LinkSquares takes into consideration a number of factors when determining an employee’s starting salary, including work location, job-related skills, and relevant education, experience and training. The recruiter assigned to this role will share more information about the specific compensation and benefit details associated with this role during the hiring process. Candidates are eligible to participate in the company’s benefit programs. LinkSquares’ benefits include but are not limited to medical, dental, and vision insurance, 401k retirement plan with a company match, equity awards (a new hire grant, along with opportunities for additional awards throughout your tenure), flexible paid time off, generous parental leave, life and disability insurances and more. LinkSquares is an Equal Opportunity Employer and does not discriminate based on any legally protected characteristics.
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