Senior Associate, People Technology

Fortitude Reinsurance Company Ltd. (Fortitude Re) is one of the world’s leading providers of legacy reinsurance solutions. They work with the world’s leading insurance companies to help them execute comprehensive, transformational solutions for legacy Life & Annuity and P&C lines. Fortitude Re manages a general account of approximately $111 billion across life, annuity, and property & casualty insurance products. The company takes a long-term view on growth and is proud to be backed by a consortium of sophisticated institutional investors led by The Carlyle Group and T&D Insurance Group. Incorporated under the laws of Bermuda on January 1, 2017, Fortitude Re’s roots in the insurance industry and the experience of their leadership go back many decades. Fortitude Re’s leadership team has an average industry tenure of over 20 years, and an impressive track record of successfully managing the most complex legacy liabilities. Their deep insurance experience and proprietary risk modeling capabilities allow them to structure bespoke transactions that benefit both insurance companies and their policyholders. Fortitude Re continues to strengthen its ability to pursue further growth and provide innovative solutions for the global insurance industry. Click here for more information about Fortitude Re.

As the Senior Associate, People Technology, you will serve as a key member of our People Operations team, responsible for the administration, configuration, integration development and optimization of the organization’s People Technology ecosystem, including Workday and related platforms.

You will translate defined business requirements into scalable system solutions aligned with established priorities and enterprise initiatives that enhance operational effectiveness and employee experience. Working independently under limited supervision, you will lead functional-level system enhancements, ensure data integrity and compliance and drive continuous improvement across People processes.

What You Will Do:

• Own day-to-day administration and ongoing support of our People Technology systems.

• Configure and maintain workflows, business processes, security roles, integrations, dashboards, and reports.

• Translate business requirements into scalable system solutions aligned with operational needs.

• Identify and implement automation opportunities to improve efficiency and user experience.

• Lead system upgrades, releases, and feature adoption activities.

• Support user acceptance testing (UAT) and validate system changes prior to deployment.

• Design, build, test, and maintain system integrations between Workday and internal/external platforms (e.g., payroll, benefits, ATS, finance systems).

• Develop and maintain inbound and outbound integrations using appropriate tools (e.g., Workday Studio, EIB, APIs, web services, or middleware platforms).

• Troubleshoot integration errors and implement enhancements to improve reliability and performance.

• Monitor integration performance and resolve data discrepancies in partnership with stakeholders.

• Ensure data integrity, system controls, and compliance with internal policies and regulatory requirements.

• Manage security roles and access governance across platforms.

• Conduct regular audits and system health reviews to maintain system performance.

• Partner with People Partners, Talent Acquisition, Payroll, IT, and Finance to gather requirements and implement system enhancements.

• Communicate system updates, changes, and impacts to stakeholders.

• Serve as primary operational contact for People Technology vendors, managing support cases and routine escalations.

• Develop and maintain documentation, SOPs, and knowledge resources including data mapping logic and technical specifications for integrations.

• Stay current on HR technology trends and recommend enhancements aligned with People & Culture operational needs.

What You Will Have:

• Bachelor’s Degree in Business Administration, Human Resources, or Information Systems, or other related discipline; or equivalent combination of education and experience

• 5+ years of experience in HRIS, People Technology, or HR Operations with hands-on configuration experience.

• Demonstrated experience administering and configuring Workday, including building integrations (required).

• Demonstrated experience designing, building and supporting Workday integrations (e.g., EIB, Core Connectors, Studio, APIs, web services).

• Strong understanding of data mapping, file transfer protocols (SFTP), and API-based integrations.

• Ability to read and interpret technical documentation and integration specifications.

• Workday certification preferred

• Experience with Greenhouse ATS.

• Experience supporting HR service delivery tools or conversational AI platforms (e.g., LeenaAI or similar).

• Experience gathering business requirements and translating them into functional system solutions.

• Experience leading functional-level system projects or enhancements.

• Working knowledge of data governance, system security frameworks, and compliance principles.

• Experience collaborating cross-functionally in a matrixed environment.

• Strong analytical, problem-solving, and project coordination skills with high attention to detail.

• Ability to manage multiple priorities in a fast-paced environment.

#LI-Remote

The base salary range for this role is listed below and will be commensurate with candidate experience. Pay ranges for candidates may differ based on the cost of labor in that location. In addition to base salary, all employees are eligible for an annual bonus based on company and individual performance as well as a generous benefits package.

Base Salary Range
$100,000—$115,000 USD

At Fortitude Re, our strength has always come from our people. Our success is deeply rooted in our ability to embrace the unique attributes, perspectives and experiences of every individual within our company. Fostering a culture of inclusion and belonging where everyone—regardless of background, race, religion, sexual orientation or gender identity—feels valued and respected is a foundation of our culture.

We are committed to being an equal opportunity employer and evaluate qualified applicants without regard to race, color, religion, sex, pregnancy (including childbirth, lactation and related medical conditions), national origin, age, physical and mental disability, marital status, sexual orientation, gender identity, gender expression, genetic information (including characteristics and testing), military and veteran status, diversity of thought and any other characteristic protected by applicable law.

To all recruitment agencies: Unless you have been requested to work on this position, or other positions with Fortitude Re, please do not forward any resumes to Fortitude Re employees. Fortitude Re is not responsible for any fees related to unsolicited resumes.

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