Director of Tax Planning & Advisory

Who We Are

SiriusPoint is a specialty underwriter providing solutions to clients and brokers around the world. Bermuda-headquartered with offices in New York, London, Stockholm and other locations, we are listed on the New York Stock Exchange (SPNT). We have licenses to write Property & Casualty and Accident & Health insurance and reinsurance globally. Our offering and distribution capabilities are strengthened by a portfolio of strategic partnerships with Managing General Agents and program managers. With over $3.0 billion total capital, SiriusPoint’s operating companies have a financial strength rating of A from AM Best, Fitch and S&P, and A3 from Moody’s.

Join Our Team  

The Director of Group Tax Planning & Advisory will serve as SiriusPoint Group’s global lead for tax and transfer pricing research, planning, and advisory matters. This role is responsible for identifying, analyzing, documenting, and resolving complex tax issues and risks with technical rigor, attention to detail, sound judgment, and clear communication. The Director will support strategic planning, structuring, transaction execution, financial reporting, tax return positions, and SOX-related documentation by providing timely, well-supported advice to the Group Tax Director, senior management, finance teams, and business stakeholders.

Your responsibilities will include (1) identifying, thoroughly understanding, managing, and ultimately resolving technical tax issues, problems, and risks through a dynamic project-management approach, including maintaining clear ownership, timelines, issue trackers, analyses, conclusions, and resolutions, (2) proactively collaborating with colleagues across tax, legal, finance, investments, and the business to surface facts, align on workstreams, and drive decisions, (3) tactically managing external tax advisors by setting scope, directing technical work, challenging assumptions, tracking deliverables, and integrating advice into practical recommendations, (4) investigating and deeply understanding the applicable tax laws and relevant facts at a granular level, (5) ensuring that analyses are technically and factually complete, organized, and decision-ready, and (6) effectively communicating analyses, conclusions, status updates, open questions, and next steps to colleagues verbally and in writing in a manner that is clear, well understood, and timely.

Your responsibilities will include:

• Serve as a senior technical expert on tax laws and issues that materially affect SiriusPoint Group and its subsidiaries, with a focus on the U.S., Bermuda, Europe, Pillar II, and other key jurisdictions; apply that expertise to planning, compliance, and risk management.
• Develop and apply technical knowledge across relevant U.S. and non-U.S. tax frameworks, including BEAT, PFIC, Subpart F, the Tax Cuts and Jobs Act, One Big Beautiful Bill Act, treaty matters, federal excise tax, permanent establishment risk, Pillar II, and the Bermuda Corporate Income Tax Act. While pre-existing expertise in these technical areas is helpful, the successful candidate must be able to quickly learn and apply other technical frameworks (both U.S. and non-U.S.) to complex fact patterns, given the dynamic nature of tax laws and SiriusPoint Group’s global structure.
• Proactively partner with business, finance, investments, legal, and external advisors to tax-optimize transactions, investments, financial reporting, compliance, and SiriusPoint Group’s global legal and operating structure; organize workstreams, clarify ownership, and drive practical next steps through completion.

• Research, develop, and recommend tax-optimized transactional structures, and lead or manage tax due diligence related to M&A transactions, capital markets activities, and internal restructurings.

• Recommend new or improved transactional, legal, and operating structures to the Group Tax Director and senior management.

• Bring strong technical expertise, transaction execution experience, commercial awareness, sound risk judgment, and a collaborative, organized, and responsive working style that keeps complex, multi-party projects moving in a disciplined and transparent manner.

• Assess tax risks and contingencies in accordance with US GAAP (ASC 740) and IFRS to ensure adequate tax reserves are booked.

Global Transfer Pricing: Lead and manage SiriusPoint Group’s transfer pricing function for intercompany reinsurance, financing, services, and other cross-border arrangements. This will include:

• Design, structure, optimize, and execute new intercompany transactions and business operating models.

• Coordinate with internal stakeholders and tactically manage external transfer pricing advisors by defining scope, timelines, information requests, review cycles, and deliverables needed to develop, support, and document arm’s-length pricing for tax return positions.

• Develop and implement best practices for transfer pricing reporting, including Country-by-Country reporting, Master File, Local File, and other jurisdictional requirements, in coordination with the tax reporting and compliance function.
• Monitor intercompany transactions and regulatory developments, including BEPS-related changes, and assess the need for transfer pricing reports and supporting documentation.

Tax Controversy: Assist with international, federal, state, and local tax controversies, including audit coordination and resolution of technical issues, while representing SiriusPoint Group’s interests and supporting timely resolution.

Collaboration and Communication:

• Tactically manage and supervise external technical advisors, including Big 4 accounting firms and select law firms, by setting clear objectives, providing facts and context, coordinating workplans, reviewing outputs critically, resolving open questions, and ensuring advice is delivered in a form that supports timely business decisions.

• Proactively collaborate with tax, finance, legal, and other colleagues to gather facts, resolve dependencies, and calculate, support, and document financial reporting positions.

• Maintain dynamic issue trackers and tax files covering open matters, owners, timelines, assumptions, facts, advisor input, decisions, follow-ups, resolutions, memoranda, workpapers, correspondence, and supporting documents.
• Prepare or supervise technical memoranda that clearly support tax positions and allow the broader tax team, senior stakeholders, and external auditors to understand the basis for conclusions.

Your skills and abilities should include:

• 8-12 years of relevant tax experience, including experience within a major law or accounting firm and the insurance and/or financial services industry

• Hands-on corporate tax planning and transactional experience

• Juris Doctorate is required. Tax LL.M. and New York State bar admission are helpful but not required.
• Highly organized, with demonstrated ability to manage multiple complex matters, maintain issue trackers, document progress and resolutions, and follow matters through completion.

• Ability to communicate complex tax concepts clearly and effectively to both technical and non-technical audiences, including status, open questions, decisions, follow-ups, and final resolutions.

• Experience using Microsoft Word, PowerPoint, and Excel. Ability to learn and adapt to new technologies and software applications as needed.

• Strong analytical and reasoning abilities

• Ability to work independently with a roll-up-your-sleeves work ethic.

• Self-starter with the ability to adapt easily to change.

• Fluency in English is required.
• Travel may be required from time to time.

We aim to retain and attract great people, knowing they can achieve a rewarding and enriching career. We offer a competitive and above market compensation package.  The following are some of the benefits and perks we offer our employees:

• Medical
• Dental
• Vision
• FSA Medical and Dependent care
• Health Savings Account (HSA)
• EAP
• Basic Life and AD&D (company paid)
• Basic Long-Term Disability (employer) paid-Taxable income
• Employee paid Long Term Disability(voluntary)
• Company Medical Leave, Parental leave- 8 weeks full pay after 6 months of service
• Voluntary benefits: short term disability, Critical illness, Hospital Indemnity, Accident
• Travel assistance programs Company paid
• 401(k) 6 % safe harbor match, fully vested after two years, pre- and post-tax contributions allowed
• Gym reimbursement
• Legal plan
• Pet Insurance
• Tuition reimbursement
• Generous PTO
• Flexible work arrangement
• Fully stacked pantry on-site
• Team outings
• ERG Groups

Our CCPA Job Applicant Policy is found here:  Sirius-America-CA-Job-Applicant-Privacy-Policy-Final.pdf

SALARY: The estimated annual salary range for this position is mentioned below. This is a good-faith assessment of the salary range for this position only. In determining the actual salary within this range, SiriusPoint will consider a candidate’s relevant experience, location, and other job-related factors.

SALARY RANGE

$250,000—$270,000 USD

United behind common goals

At SiriusPoint we work as one team across our global business, and we unite that team behind common goals, understanding the positive impact we can all make at SiriusPoint. We aim to retain and attract great people, knowing they can achieve a rewarding and enriching career.

Our Purpose is to provide security and resilience in an uncertain world.

Our Vision is to be recognized as a best-in-class underwriter utilizing deep risk capabilities to protect our customers. Blending our talent, expertise, and data to provide intelligent risk solutions.

Our culture is one of performance and accountability. Our people are our experts, and you will be empowered to apply your expertise in a supportive, collaborative and purposeful environment.

Our Values are at the heart of our business, and which guide everyday actions and decision making.

• Integrity: Integrity, respect and trust are our core principles
• Customer Focused: Our customers are the reason we exist
• Solution Driven: Creating solutions is our mindset
• Diversity: Diversity, inclusion and allyship make us stronger
• Collaboration: Collaboration drives outperformance

Why Should You Join SiriusPoint?
Our people are our experts, and from day one you will be empowered to apply your expertise in a supportive, collaborative, and purposeful environment. Our Values - Integrity, Customer Focused, Solution Driven, Diversity, and Collaboration - are at the heart of our business, and they guide our everyday actions and decision making. We also unite our global team behind common goals, ensuring you can make a meaningful impact.

We Achieve More Together
At SiriusPoint, we know that diversity, inclusion and allyship make us stronger. We value and are committed to supporting the unique voices, backgrounds, cultures, lifestyles, and contributions of the diverse global employee base that make up our business.

We know that a diverse and equitable culture, where all voices are included and heard, is critical to our success as an employer. We are committed to developing our DE&I strategy to ensure that SiriusPoint remains a supportive and empowering place of work.

SiriusPoint’s Talent Acquisition Team values the candidate experience at every stage. It has come to our attention that individuals may be impersonating SiriusPoint recruiters in an effort to obtain money or personal information from job seekers. Please be advised that official communications from SiriusPoint recruiters will originate from authorized SiriusPoint email accounts  (ending in @siriuspt.com)" , and legitimate employment opportunities can be found through our official careers page () and authorized recruiting channels:

SiriusPoint will never:

• Request payment, checks, wire transfers, banking information, or financial account credentials as a condition of employment.
• Ask candidates to purchase equipment on our behalf.
• Ask candidates to send sensitive personal information, such as Social Security numbers, banking information, or government identification documents, as part of unsolicited recruiting outreach or before a legitimate offer and onboarding process.

SiriusPoint conducts interviews through recognized business communication channels and does not make employment offers without an appropriate interview and evaluation process.

If you believe you have been contacted by someone posing as a SiriusPoint employee, please contact the Talent Acquisition team at View email address on job-boards.eu.greenhouse.io. You should also report the profile to LinkedIn using this online form: Contact form | LinkedIn Help

You may also report suspected fraud to the U.S. Federal Trade Commission at ReportFraud.ftc.gov or the FBI's Internet Crime Complaint Center at ic3.gov.

We are unable to sponsor or take over sponsorship of an employment visa at this time.