Bottomline Technologies

Why Choose Bottomline?

Are you ready to transform the way businesses pay and get paid? Bottomline is a global leader in business payments and cash management, with over 35 years of experience and moving more than $16 trillion in payments annually. We're looking for passionate individuals to join our team and help drive impactful results for our customers. If you're dedicated to delighting customers and promoting growth and innovation - we want you on our team!

About the Role

We are seeking a passionate, experienced, and detail-oriented Senior Benefits Specialist to join our Total Rewards team. This role will support our Global Benefits function, with a primary focus on the U.S. and Canada, and will report directly to the Director of Global Benefits.

The ideal candidate will bring a strategic mindset to build and administer relevant, competitive, and cost-effective benefit programs.

This role serves as the subject matter expert for North American benefits, playing a key role in delivering an exceptional employee experience. You will oversee the administration, compliance, communication, and continuous improvement of benefits programs, while also contributing to global initiatives.

Key Responsibilities

Benefits Strategy & Design

• Design, implement, and optimize competitive benefits programs aligned with company objectives and employee needs.
• Collaborate with HR leaders and external advisors to ensure programs are locally compliant, cost-effective, and market competitive.
• Conduct regular benchmarking and provide data-driven recommendations for enhancements or changes.

Benefits Administration

• Administer all benefit offerings, including medical, dental, vision, life insurance, short- and long-term disability, voluntary benefits, 401(k), holidays, time off, perks, and leaves of absence.
• Lead new hire benefits orientation sessions.
• Manage the end-to-end U.S. benefits renewal and Open Enrollment process.
• Oversee the Canadian insurance renewal process.
• Provide support for benefits-related projects outside North America as needed.

Employee Support & Communication

• Address employee inquiries and resolve issues related to benefits enrollment, eligibility, leaves of absence, disability accommodations, and record management—partnering with HR and business stakeholders.
• Develop and execute an annual benefits communication strategy, including content creation and distribution via benefits portals and email.
• Create and manage a wellness strategy that promotes healthy behaviors and ongoing employee engagement.

Compliance & Regulatory Oversight

• Ensure adherence to U.S. benefits regulations (ERISA, COBRA, ACA, FMLA, ADA, HIPAA), including maintaining plan documents, completing filings and audits, and delivering required employee communications.

Systems, Data & Reporting

• Utilize and maintain the HRIS system (Ceridian) to ensure accurate benefits enrollments and reporting.
• Perform regular data audits and support testing of new system features to drive efficiencies.
• Manage invoice auditing and processing for all benefit-related expenses.

Vendor & Program Management

• Act as primary liaison with benefits vendors to ensure high-quality service and program value.
• Support benchmarking efforts and integration of new or evolving benefits programs, including during Mergers & Acquisitions.

Required Qualifications

• 5+ years of experience in benefits administration within a service-focused HR environment.
• Strong working knowledge of U.S. healthcare systems and regulations (ERISA, COBRA, ACA, FMLA, ADA, HIPAA).
• Experience conducting benefits benchmarking, particularly within the tech industry.
• Proven success partnering with benefits brokers and third-party vendors.
• High attention to detail, analytical mindset, and commitment to continuous improvement.
• Excellent written and verbal communication skills with a focus on clarity and the employee experience.
• Proficiency in Microsoft Office Suite (Teams, SharePoint, Excel, etc.) and experience with Ceridian or comparable HRIS platforms.

We welcome talent at all career stages and are dedicated to understanding and supporting additional needs. We're proud to be an equal opportunity employer, committed to creating an inclusive and open environment for everyone.