Benefits Analyst

About SimpliSafe

Were a high-tech home security company thats passionate about protecting the life youve built and our mission of keeping Every Home Secure. And weve created a culture here that cares just as deeply about the career youre building. Ours is a no ego culture of collaboration and innovation where those seeking their next challenge can find big opportunities and make a huge impact on the lives of all those who we protect. We dont just want you to work here. We want you to grow and thrive here.

Were embracing a hybrid work model that enables our teams to split their time between office and home. Hybrid for us means we expect our teams to come together in our state-of-the-art office on two core days typically Tuesday Wednesday or Thursday working together in person and choosing where they work for the remainder of the week. We all benefit from flexibility and get to use the best of both worlds to get our work done.

Why are we hiring

Well were growing and thriving. So we need smart talented and humble people who share our values to join us as we disrupt the home security space and relentlessly pursue our mission of keeping Every Home Secure.

About the Role

Were seeking a Benefits Analyst to own day-to-day benefits operations and help us deliver an exceptional employee experience. Youll reconcile and audit benefit invoicing lead new-hire benefit orientations manage enrollments and eligibility and serve as a trusted resource for employee questions. The ideal candidate is proactive detail-obsessed comfortable working with minimal supervision and eager to learn. Experience with large enterprise HRIS platforms and analytical skills for business operations will help you thrive in this role.

What Youll Do

• Benefits Operations
• Reconcile and audit monthly benefit invoices; research and resolve discrepancies; track credits and adjustments.
• Approve and audit benefit enrollments life event changes and terminations; ensure data integrity across HRIS carrier portals and EDI feeds.
• Conduct engaging new-hire benefit orientations and open enrollment sessions; create clear employee communications and job aids.
• Respond to employee benefit inquiries with timely and accurate guidance; escalate complex issues as needed.
• Maintain carrier relationships; navigate insurance vendor and enrollment websites to resolve eligibility claim and billing issues.
• Compliance & Reporting
• Support/lead ACA reporting (1094-C/1095-C) and related compliance activities; assist with nondiscrimination testing and required notices (HIPAA COBRA SBCs etc.).
• Partner with HRIS to monitor EDI files and troubleshoot file errors; run and schedule routine and ad-hoc reports.
• Maintain thorough documentation SOPs and audit logs for internal and external compliance reviews.
• Leave & Accommodations
• Oversee leave of absence (LOA) and accommodations at a high level (FMLA ADA paid family/medical leave state programs); coordinate with employees managers payroll and vendors.

• Cross-Functional Partnership
• Collaborate closely with Payroll on deductions arrears retro adjustments and year-end reconciliations.
• Process and audit limited payroll data on a biweekly basis and act as payroll processing backup when needed.
• Work in UKG Ready to process timesheets and calculate payroll as well as perform various audits to ensure accuracy.

What Youll Bring

• 4 years of progressive experience in benefits administration with direct ownership of billing reconciliation enrollments and employee support.
• HRIS experience required; large enterprise HRIS platforms (reporting approvals audits eligibility and EDI monitoring).
• Demonstrated experience with ACA reporting LOA/accommodations (FMLA/ADA) and benefits compliance (ERISA HIPAA COBRA).
• Proven ability to multitask with minimal supervision in a fast-paced environment while maintaining exceptional accuracy and confidentiality.
• Strong Excel/Google Sheets skills (v-lookups pivot tables) and comfort learning new systems.
• Clear empathetic communicator with a positive attitude and service mindset; skilled at explaining complex topics simply.

Nice to Have (Preferred)

• Bachelors degree in HR Business or related field (or equivalent experience).
• Professional certifications (CEBS PHR/SPHR SHRM-CP/SCP).
• Experience with multi-state benefits and leave laws (including MA Paid Family and Medical Leave).
• Prior vendor/carrier management and open enrollment project leadership.

Work Style & Travel

• Boston-based hybrid role (on-site expectations can be tailored to team norms).
• Ability to travel 510% for orientations training vendor meetings or site visits.

What Success Looks Like (First 612 Months)

• 100% on-time and accurately reconciled monthly invoices; clear audit trail for adjustments.
• <2% error rate on enrollments and EDI files; recurring exception reports in place.
• Positive employee feedback on benefits education and responsiveness (e.g. <1-business-day SLA).
• ACA forms filed accurately and on schedule; no corrective filings required.
• Documented SOPs for core processes; measurable cycle-time reductions for everyday transactions.

What Values Youll Share

• Customer Obsessed - Building deep empathy for our customers putting them at the core of our work and developing strong long-term relationships with them.
• Aim High - Always challenging ourselves and others to raise the bar.
• No Ego - Maintaining a no job too small attitude and an open inclusive and humble style.
• One Team - Taking a highly collaborative approach to achieving success.
• Lift As We Climb - Investing in developing others and helping others around us succeed.
• Lean & Nimble - Working with agility and efficiency to experiment in an often ambiguous environment.

What We Offer

• A mission- and values-driven culture and a safe inclusive environment where you can build grow and thrive
• A comprehensive total rewards package that supports your wellness and provides security for SimpliSafers and their families (For more information on our total rewards please click here)
• Free SimpliSafe system and professional monitoring for your home.
• Employee Resource Groups (ERGs) that bring people together give opportunities to network mentor and develop and advocate for change.

The target annual base pay range for this role is $83500 to $122500.

This target annual base pay range represents our good-faith estimate of what we expect to pay for this role. We use a market-based compensation approach to set our target annual base pay ranges and make adjustments annually. We carefully tailor individual compensation packages including base pay taking into consideration employees job-related skills experience qualifications work location and other relevant business factors.

Beyond base pay we offer a Total Rewards package that may include participation in our annual bonus program equity and other forms of compensation in addition to a full range of medical retirement and lifestyle benefits. More details can be found here.

Were committed to fair and equitable pay practices as well as pay transparency. We regularly review our programs to ensure they remain competitive and aligned with our values.

We wholeheartedly embrace and actively seek applications from all individuals no matter how they identify. We are committed to cultivating a diverse and inclusive workplace and we believe our work is enriched when we incorporate a multitude of perspectives backgrounds and experiences. We want everyone who works here to thrive and contribute to not only our mission of keeping every home secure but also to making our workplace safe and supportive for others. If a reasonable accommodation may be needed to fully participate in the job application or interview process to perform the essential functions of a position or to receive other benefits and privileges of employment please contact .