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Vice President, Digital Workplace & Enablement

Fortitudegroupholdingsllc

Jersey City (US-Jersey City, US-Nashville) Remote permanent

Posted: March 3, 2026

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Quick Summary

Vice President, Digital Workplace & Enablement at Fortitude Reinsurance Company Ltd. requires a strong background in product management, product development, and team leadership.

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.

The Vice President, Digital Workplace & Enablement is responsible for defining and delivering the enterprise strategy for how employees collaborate, communicate, and get work done using the Microsoft 365 ecosystem. This leader ensures that tools like Teams, SharePoint, OneDrive, Outlook, Power Platform, Copilot, and Viva are not just deployed — but adopted, optimized, and continuously improved to drive productivity, engagement, and secure ways of working. This role sits at the intersection of technology, employee experience, and business productivity, partnering closely with business and functional leaders across the organization.

This role is based in our Jersey City, NJ office.

What You Will Do:


Own the Employee Enablement technology strategy, with Microsoft 365 as the core productivity and collaboration platform.


Lead a team of developers and own strategic and tactical initiatives to provide modern, secure and scalable ways of working across hybrid and remote teams.


Define and strategize various aspects of content, ranging from corporate intranet, document and lifecycle management, and security, legal and compliance standards.


Stay ahead of M365 innovation and assess value through a business lens.


Eliminate technical debt by migrating off of legacy platforms (Workdocs, Confluence) in favor of SharePoint Online, Teams, One Drive, etc.


Develop capability-based digital workplace roadmaps and define and deliver outcomes aligned to the strategy.


Understand current state workflows/processes; seek, propose and lead future state optimization.


Provide long term technology solutions using modern application engineering, data visualizations, AI (Copilot), and machine learning.


Evaluate Saas solutions from a technology lens in partnership with both technical and business audiences.


Build and leverage leadership, influence, negotiation, and subject matter expertise to serve as an engaging mentor, trainer, and advisor to team members, stakeholders, and leaders across the organization.

What You Will Have:


Minimum experience of 15 years in a growing IT role, with at least five years supporting Microsoft technology stacks.


Bachelor's degree in Math, Computer Science or Engineering.


Proven experience leading enterprise-wide collaboration and productivity transformations.


Experience building solutions using Power Apps (canvas and model driven), Dataverse, Power Automate, Dynamics 365, SharePoint online, Teams and Power BI.


Experience with owning and operating digital workplace environments including content management systems, knowledge management systems and social enterprise software solutions.


Experience with bi-directional integrations of SAAS platforms for seamless employee enablement, improved user experience, and a modern information architecture built for growth.


Robust knowledge of workflows, data governance and business process automation/reengineering techniques.


Demonstrated ability fostering consultative relationships with business stakeholders and vendor management with proven track record to learn quickly, build strong rapport, influence, and partner to deliver on specified requirements in compressed timelines.


Experienced in Agile Methodologies and program management.


Prior knowledge and experience in the fintech, investment banking or insurance industry.


Team leadership and people management.


Excellent analytical, problem solving and conceptual skills.


Strong verbal and written skills.

#LI-Hybrid

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
$195,000—$216,000 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)

By submitting your application, you agree that Fortitude Re may collect your personal data for recruiting purposes.

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