Remote Senior Benefits Manager — Global Total Rewards

Juniper Square; United States; Hybrid; USD 120,000 - 150,000; Full time

Benefits offered by this job

Health, dental, and vision coverage

Life insurance

Mental wellness coverage

Fertility and growing family support

Unlimited vacation and paid family/med

401k retirement plan

Healthcare FSA and commuter benefits

Home office setup allowance

Annual professional development allot.

Job summary

Juniper Square seeks a Senior Benefits Manager to own the benefits and leave experience for a global, distributed workforce. You will oversee perks programs, payroll integration, and program compliance, reporting to the VP of Total Rewards & People Operations.

You will partner with Finance, Payroll, and People Business Partners to ensure flawless operations, regulatory compliance, and scalable programs across the U.S., Canada, India, and beyond.

Qualifications

• 7+ years of benefits experience in a SaaS or technology company across geographies.
• Deep expertise in benefits administration, leave management, and compliance (ACA, 5500, nondiscrimination).
• Hands-on experience managing carrier and broker relationships, EDI files, and enrollment platforms.
• Strong project management skills with end-to-end delivery track record.
• Operational rigor and attention to detail with audit-ready data.
• Experience with benefits, leave, payroll interfaces, pre-payroll prep.
• Experience administering employee perks or recognition programs across locations.
• Exposure to compensation/ equity operations; knowledge a plus.
• Hands-on with AI-powered tooling and willingness to experiment.

Responsibilities

• Serve as front-line owner for benefits inquiries across medical, dental, vision, FSA/HSA, and life events.
• Own benefits enrollment across regions and annual open enrollment coordination.
• Manage carrier and broker relationships, EDI issues, and eligibility changes.
• Partner with benefits broker on plan design, renewals, and communications.
• Project-manage benefits work end to end, including renewals and plan changes.
• Own leave administration end to end and payroll data coordination.
• Ensure benefits deductions are accurate with proper documentation.
• Oversee ACA, Form 5500 filings, and nondiscrimination testing.
• Prepare pre-payroll inputs for clean payroll processing.
• Run the regional anniversary program and annual gifting budgets.
• Oversee the Regional Culture Ambassadors Program budgets and regions.
• Serve as a backup on compensation and equity operations.
• Identify automation opportunities using AI-powered tooling.

Skills

Benefits experience

SaaS exposure

Project management

Cross-functional collaboration

AI tooling

Compliance

Carrier/broker relationships

Enrollment platforms

Pre-payroll prep

Perks/recognition programs

Compensation & equity exposure

Tools

EDI files

Enrollment platforms

AI tooling (Claude)

Job description

Juniper Square seeks a Senior Benefits Manager to own the benefits and leave experience for a global, distributed workforce. You will oversee perks programs, payroll integration, and program compliance, reporting to the VP of Total Rewards & People Operations.

You will partner with Finance, Payroll, and People Business Partners to ensure flawless operations, regulatory compliance, and scalable programs across the U.S., Canada, India, and beyond.