People Operations Manager

LinkSquares • Boston, MA

10d • Hybrid

About The Position

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. Come join our People team! From the moment someone accepts an offer through every stage of their time here, our People team is essential to creating a world-class employee experience. We partner with the business on programs like onboarding, performance management, total rewards, and ongoing culture initiatives that keep employees engaged and supported. We're a hands-on, detail-driven team that partners closely to support every department at LinkSquares. The People Operations Manager is a detail-oriented, highly organized professional who thrives on owning both the operational backbone and the strategic programs of a People function. You'll be the go-to resource for onboarding, benefits, HRIS data integrity, and compliance, while also acting as a trusted advisor to managers on employee relations, performance management, and development. This role is a strong fit for someone who wants to innovate and improve People programs utilizing AI and new technology.

Requirements

• 3–5+ years of experience in People Operations, HR Generalist, or a related People/HR role, ideally in a SaaS or high-growth environment.
• Hands-on experience administering employee benefits programs and owning HRIS data.
• Working knowledge of employment law, leave of absence requirements, and compliance fundamentals.
• Strong Excel and analytical skills and comfort turning People data into clear reports and insights.
• Excellent judgment and discretion. You'll regularly manage highly confidential information.
• Highly organized and proactive, with the ability to manage multiple priorities and deadlines.
• Based in or able to work from our Boston office Tuesday and Thursday each week (hybrid).

Nice To Haves

• Experience supporting compensation programs (job evaluations, leveling, benchmarking) is a plus.

Responsibilities

• Manage annual open enrollment and serve as the primary point of contact for employee benefits questions; partner with our brokers to continuously improve our offerings.
• Maintain compliance with employment law, leave of absence requirements, benefits, and compensation regulations, including recurring audits with our vendors.
• Own our HRIS system — timely, accurate data entry and administration, with the strictest confidentiality for sensitive employee information.
• Partner across the People team and other departments on operational processes like headcount management, new hire logistics, and offboarding.
• Own People analytics and reporting, compiling and analyzing data for quarterly metrics reports that inform business decisions.
• Support LinkSquares' compensation program through job evaluations, job leveling, and benchmarking, partnering with business leaders and Talent Acquisition on new hire pay decisions.
• Maintain and evolve LinkSquares’ Performance Management processes by managing applicable systems, training and feedback.
• Partner with the organization to navigate challenging employee matters, conduct exit conversations and investigations.
• Act as a go-to resource for managers and executives on people matters — performance management, leaves of absence, employee development, and employee relations.

Benefits

• 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

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed