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Director, Tax Operations

Allstate Insurance
United States, Illinois, Chicago
Jul 17, 2025

At Allstate, great things happen when our people work together to protect families and their belongings from life's uncertainties. And for more than 90 years our innovative drive has kept us a step ahead of our customers' evolving needs. From advocating for seat belts, air bags and graduated driving laws, to being an industry leader in pricing sophistication, telematics, and, more recently, device and identity protection.

Job Description

Aligned with Allstate's Shared Purpose, the Corporate Tax Department is committed to delivering high-quality service to our stakeholders-including the Finance Leadership Team, business segments, and regulatory bodies-by providing accurate tax reporting and insightful analysis to support after-tax business performance. Our mission is to build a best-in-class tax function through operational excellence, strong controls, a high-performing team, and advanced data and technology capabilities.
Reporting directly to the Senior Vice President, Chief Tax Officer, the Head of Tax Operations will lead Allstate's income tax financial reporting and compliance functions. This role oversees federal tax operations, including tax projections, provision processes, and return filings. The Director will also spearhead a tax transformation initiative aimed at streamlining operations and enhancing controls. This leader will play a key role in supporting tax planning and strategy execution to optimize post-tax earnings across the enterprise. This position leads a team of approximately five tax professionals and a team of external consultants.

Key Responsibilities

Financial Reporting & Projections

  • Lead the external advisors in a tax managed services operating model
  • Oversee GAAP and STAT tax provisions in coordination with external advisors and Finance, ensuring compliance with US GAAP, regulatory, and management reporting standards.
  • Manage external audit processes related to tax reporting.
  • Maintain and enhance internal controls in compliance with Sarbanes-Oxley (SOX) Section 404.
  • Oversee tax-related financial disclosures, including 10-K, 10-Q, NAIC statements, and standalone audits.
  • Validate tax assets and liabilities, including valuation allowance assessments.

Tax Compliance

  • Lead the external advisors in a tax managed services operating model
  • Oversee the preparation and timely filing of federal and state income tax returns.
  • Ensure robust documentation and audit readiness for IRS and state examinations.
  • Integrate compliance processes with tax provision workflows.
  • Oversee quarterly estimated tax payments for Allstate and its subsidiaries.
  • Monitor legislative developments and advise on potential impacts.

Tax Planning & Strategy

  • Support tax planning initiatives and transactional analysis.
  • Identify and evaluate tax risks and opportunities to reduce the effective tax rate and enhance surplus within legal and regulatory frameworks.

Process Improvement & Transformation

  • Lead tax transformation efforts as part of broader Finance modernization initiatives.
  • Drive process efficiencies and strengthen data and analytics capabilities to support business decision-making.

Business Partnership

  • Communicate tax provisions and after-tax results clearly to business leaders.
  • Foster open dialogue to identify tax-saving opportunities and support strategic decisions.
  • Provide timely insights into the tax implications of business activities.

Team Leadership

  • Lead and develop a high-performing team of tax professionals.
  • Champion learning and development through a structured tax curriculum tailored to Allstate's tax profile.
  • Manage relationships with external vendors providing tax services.

Candidate Qualifications

  • Minimum 12 years of experience in the property & casualty insurance industry or a Big Four accounting firm with insurance clients.
  • Proven leadership in managing tax reporting and compliance for insurance companies.
  • Deep technical knowledge of insurance tax, ASC 740, and SAP 101.
  • Expertise in investment and partnership taxation; international tax experience is a plus.
  • Experience with tax transformation initiatives is highly desirable.
  • Strong analytical, project management, and communication skills.
  • Demonstrated ability to influence senior leadership and develop talent.
  • Experience managing external vendors and consultants.

Education

  • Bachelor's degree in Accounting required.
  • Advanced degree in Taxation, Law, or CPA designation preferred.

Location

  • Remote with periodic in-person collaboration at Allstate's Chicago headquarters (minimum 12 days per quarter).

Skills

Accounting Leadership, Corporate Tax, People Leadership, Strategic Management, Tax Compliance, Tax Operations, Tax Reporting

Compensation

The candidate(s) offered this position will be required to submit to a background investigation.

Allstate generally does not sponsor individuals for employment-based visas for this position.

Effective July 1, 2014, under Indiana House Enrolled Act (HEA) 1242, it is against public policy of the State of Indiana and a discriminatory practice for an employer to discriminate against a prospective employee on the basis of status as a veteran by refusing to employ an applicant on the basis that they are a veteran of the armed forces of the United States, a member of the Indiana National Guard or a member of a reserve component.

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