Job description
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 AVP, People Services, you will lead the transformation of People operations into a digital, efficient, and employee-centric experience. You’ll architect scalable service delivery models, automate routine processes, and design systems that empower direct access. This role is ideal for an entrepreneurial People operations professional with the confidence to challenge legacy processes and the curiosity to build what doesn’t yet exist. You’ll balance operational governance with continuous innovation, bringing bold ideas to life in a collaborative, fast-paced environment.
What You Will Do:
- Lead the execution of U.S. and Bermuda payroll operations, including tax filings, audits, operational calendars, and payroll vendor oversight.
- Serve as the subject matter expert and escalation point for payroll, process execution, and operational inquiries.
- Maintain compliance with relevant labor laws and regulatory requirements; prepare and validate reporting such as 401(k), EEO-1, and OSHA.
- Set up and manage a ticketing system (e.g., JIRA, Wrike, or equivalent) to streamline intake, triage, resolution, and reporting of People & Culture support requests.
- Champion automation of service delivery tools (e.g., ticketing, chatbots/agents, direct access resources)
- Own day-to-day Workday administrative tasks and partner with the Agile team for escalations or feature configurations.
- Support colleagues with Workday transactions
- Own the ongoing execution and maintenance of People processes, documentation, and systems enhancements delivered by Agile initiatives.
- Own and standardize documentation across employee files, processes, templates, and communications to support compliance, access, and automation.
- Analyze surveys and operational metrics, delivering actionable insights that influence workforce strategy and service improvement.
- Own and maintain the People & Culture SharePoint hub, centralizing access to SOPs, resources, and policies.
- Partner with People Technology to ensure end-to-end delivery aligns with system capabilities and controls.
- Collaborates with Agile team members as a process SME, ensuring that solutions align with day-to-day execution and compliance standards.
- Continuously reimagine and optimize people processes to improve both efficiency and experience.
What You Will Have:
- 6–8 years of experience in People Operations, or HR Services, including hands-on U.S. payroll execution.
- WorkDay HCM proficiency required.
- Advanced proficiency in SharePoint design and content management.
- Experience implementing and managing JIRA, Wrike, Zendesk, or other HR ticketing platforms.
- Strong verbal and written communication skills with the ability to clearly articulate complex processes and drive adoption.
- Demonstrated success in process improvement, system automation, and stakeholder collaboration.
- Experience in multi-jurisdiction environments, particularly Bermuda, is a strong plus.
- Creative and innovative mindset with great attention to detail.
- Collaborative team-player who can work well with various stakeholders.
- Proficient in Microsoft Products.
- Ability to thrive under pressure.
#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
$130,000—$155,000 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.
Check us out on YouTube: About Fortitude Re (youtube.com)
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