Senior Global Benefits Manager

About you and the role

This role is responsible for leading Enstar’s global benefits, wellbeing and leave offering while also serving as the lead benefits workstream owner for the integration of an acquired business.

The role has a full global remit across multiple regions.

The position ensures the effective design, delivery and governance of global benefits programmes, with particular focus on benefits operations, compliance, vendor management, employee communications and service delivery.

In parallel, the role will coordinate all benefits integration activities required to support a seamless Day 1 and stable post-close transition of a newly acquired US business, including due diligence, transition planning, systems enablement, stakeholder management, financial assessment, risk mitigation and employee experience.

The role requires strong technical benefits expertise, project leadership capability and the ability to balance compliance, cost, operational excellence and change management in a fast-moving environment.

• What you will be doing
• Lead the management, governance and continuous improvement of global benefits, wellbeing and leave programmes.
• Lead end-to-end benefits integration activity for acquired businesses, including due diligence, transition planning, day 1 readiness and post-close stabilisation.
• Design the target benefits operating model, governance framework and integration approach for the acquisition in partnership with HR, Payroll, Finance, Legal, IT and external advisors.
• Act as the senior subject matter expert for benefit programmes, including renewals, policy development, plan changes, vendor management and service performance, providing guidance and support to HR, managers, and employees.
• Oversee global benefits administration and delivery, with a substantial proportion of time focused on US benefits operations, compliance and service execution.
• Develop cost baselines, model scenarios and proposals for decision‑making on benefit plans, vendors and transition options.
• Lead employee communications for benefits programmes and acquisition‑related changes, including enrolment support, FAQs and briefing materials.
• Plan and deliver annual open enrolment activity, including materials, provider coordination and timely processing of changes.
• Ensure accurate and timely processing of benefits payments, billings, reconciliations and cost allocations, with appropriate data shared with third parties.
• Maintain compliance with relevant pensions, leave and benefits legislation, and support audits, filings and regulatory updates.
• Support the implementation and optimisation of benefits administration processes, HRIS workflows and systems changes for both business‑as‑usual and integration activity.
• Monitor spend, utilisation, vendor performance and service outcomes, providing analysis and recommendations to HR leadership.
• Undertake other duties from time to time as the Company may reasonably require.
• What you will bring
• Bachelor’s degree or equivalent relevant experience.
• 8+ years of benefits experience, with significant responsibility for programme management and operational delivery.
• Demonstrated experience leading or supporting M&A, acquisition, transition or integration projects, ideally with responsibility for benefits workstreams.
• Professional credibility with lived experience of Benefits vendor relationships, broker management, system management and design, benefits operations.
• Experience working within a small, highly visible organisation where flexibility, adaptability and a hands‑on approach are essential.
• Ability to navigate complex change, manage multiple stakeholders and deliver high‑quality outcomes in fast‑moving environments.
• Excellent project management, organisation and communication skills.
• Ability to think strategically and tactically and translate strategy into practical delivery plans.
• Strong technical knowledge of global benefits, pensions, wellbeing and leave programmes, with particularly deep expertise in US benefits and their operational and compliance management requirements with the ability to operate across both strategic and operational agendas.
• Understanding of compliance, reporting, audit and governance requirements relevant to benefits and pensions administration.
• Strong analytical and numeracy skills, including experience developing cost models, evaluating options and interpreting programme data.
• Ability to write and present materials clearly for both technical and non‑technical audiences, including during periods of organisational change.

Your Benefits

• Enstar offers best‑in‑class Medical, Dental, and Vision healthcare for single and family coverage.
• Board‑certified doctors and pediatricians are available virtually 24/7 for urgent care.
• Access to Health Savings Account (HSA) or Flexible Spending Account (FSA).
• Access to Dependent Care FSA to cover daycare expenses.
• Access to Employee Assistance Programs (EAP) for health and well‑being.
• Optional Pet & Home/Auto Insurance.
• Wellness Reimbursement program (up to $600 annual reimbursement for wellness‑related expenses, i. e., gym memberships, massage, etc.).
• 401K retirement plan (company matches up to 6% of employee contribution).
• One paid annual volunteer day.
• General Info
• The target base salary pay range for this role is $160,000-$180,000*

*Target full‑time equivalent base salary range is based on relevant market data.

The actual salary offered will depend on applicable market data for hiring location and relevant candidate knowledge, skills/experience.

This salary range is not inclusive of applicable discretionary incentives.

Who we are

We are a trusted global re/insurance group and the leading provider of retrospective solutions, with specialist underwriting capabilities.

We help our clients manage risk, unlock capital and create the financial freedom to grow.

With operations across the world’s major insurance hubs and a global network of close to 800 talented professionals, we bring expertise and fresh thinking to some of the industry’s biggest challenges.

For more information about Enstar, visit our website: www. enstargroup. com.

For more information about careers at Enstar, visit our Linked In Life page or visit our careers site.

Why Enstar

Learning and development are a fundamental part of every employee’s career journey with Enstar.

Supporting growth and career progression is key to how we engage our people – helping them to learn, grow and succeed at Enstar.

We offer a range of initiatives and resources to support our people throughout their careers:

Professional Qualifications and Study Support

We support employees who wish to take professional qualifications aligned to their role and career development.

Training, Conferences & Seminars

As a global organisation, we work with many professional bodies to provide access to training programmes, conferences, seminars and continuing professional development (CPD) opportunities.

Digital Learning Hub

Our digital learning hub, Linked In Learning, offers a wide range of self‑service resources, including courses, videos, e Books, and audio books, to help employees build new skills and deepen their knowledge.

We also invest in physical, mental and financial wellbeing initiatives for our employees.

Supportive teams, inspiring work and a positive working environment all contribute to our collective wellbeing.

Beyond the workplace, we strive to make a positive influence in our communities and to continuously reduce our impact on the environment.

Enstar Inclusivity Policy

Our annual Inclusivity Index puts Enstar ahead of the industry in terms of promoting an inclusive and welcoming working environment.

We’re an equal opportunity employer and believe that our inclusive environment creates an authentic working culture.

We don’t discriminate on the basis of age, physical or mental disability, gender re‑assignment, marriage and civil partnership, pregnancy and carer status, race (including colour, nationality, and ethnic or national origin), religion or belief, sex and sexual orientation.

Enstar is committed in providing an accessible recruitment experience for all those interested in working with us.

Please let your Enstar Recruitment Partner know if you require any reasonable accommodation during the application process due to a disability to enable you to fully participate in our recruitment process.

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