Remote Director Strategic Operations Jobs in Connecticut

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We are seeking a highly skilled professional to join the HR Compliance team as an Assistant Director, supporting the HR organization. The ideal candidate brings deep expertise in HR Compliance and employment-related legislation, along with the ability to shape strategy, drive operational excellence through AI and automation, and influence outcomes across the organization. This role will also drive modernization efforts through process discovery, innovation, and automation.

This position leads a small team of HR Compliance professionals and is accountable for ensuring compliance with all federal and state regulatory obligations including responsibility for executing employment related federal and state AI legislation. The position is also responsible for proactively managing risk and continuously improving compliance processes. The role partners closely with the Law Department, HR, and key business and functional stakeholders, and provides oversight of all employment-related regulatory requirements.

This role can have a hybrid or remote work arrangement. Candidates who live near Hartford will have an expectation of working in an office in alignment to our hybrid work schedule (currently three days per week (Tuesday through Thursday)). Candidates who live near other office locations may have a similar expectation or may have a remote work arrangement depending on location. Candidates who do not live near an office will have a remote work arrangement, with the expectation of coming into an office as business needs arise.

Responsibilities:

Leadership & Oversight

• Lead and develop a team of HR Compliance professionals, including setting priorities, providing coaching, and ensuring high-quality deliverables
• Foster a culture of accountability, efficiency, continuous improvement, and strong risk awareness
• Vendor relationship management, contracting and financial oversight of vendor costs

Regulatory Compliance & Reporting

• Oversee day-to-day HR Compliance operations, including accuracy of data preparation and on-time reporting to meet regulatory obligations, legislative monitoring, and unemployment claim processing
• Accountable for oversight and participation in the creation, governance, and continuous improvement of regulatory reporting processes to support government obligations, including but not limited to wage & hour, EEO, Section 503, VEVRAA, pay equity, and other required filings, serving as the end-to-end process owner for all HR regulatory compliance obligations
• Oversee and provide direction on new and emerging regulatory requirements and support organizational readiness

Policy & Governance

• Maintain expert knowledge of HR policies and procedures
• Oversee and/or lead the planning and implementation of regulatory changes and corresponding revisions to HR policies, processes, and controls

Risk Identification & Advisory

• Own identification, assessment, and mitigation of HR Compliance risks
• Serve as a strategic advisor to HR and business leaders on complex risk and compliance matters
• Present existing and emerging HR Compliance risks to executive audiences, providing clear insights, trends, and recommended mitigation strategies
• Translate complex regulatory requirements into clear, actionable strategies and influence executive decision-making

Data Analysis & Communication

• Lead analysis of employee data and trends to inform strategic decision-making
• Develop executive-level reports, presentations, and communications for senior leadership audiences
• Provide guidance to HR on laws and regulations governing the employment relationship, including but not limited to FLSA/state wage and hour, EEO, unemployment, I-9/eVerify, ACA, HIPAA, pay transparency, leave laws, and related requirements
• Present complex information clearly and effectively to senior stakeholders and cross-functional teams

Operational Excellence

• Lead the evaluation, adoption and scaling of automation and AI-enabled solutions to enhance compliance workflows
• Drive continuous improvement and transformation of compliance processes

Required Qualifications:

• Bachelor's degree preferred or related experience
• 5+ years of experience with Compliance, HR, and/or employment law
• Experience with state and federal regulatory reporting programs
• Strong analytical, critical thinking, and problem-solving skills, with the ability to navigate complex regulatory environments
• Strong risk management & mitigation strategy experience
• Demonstrated people leadership experience, including managing and developing teams
• Proficient preparing executive and/or board level materials and presenting to executive audiences
• Knowledge of HR policies, practices, and employment law frameworks
• Advancedproficiencyin Microsoft Excel, PowerPoint, Word, and Copilot
• Excellent written and verbal communication skills
• Flexible, embraces change; can operate equally at a strategic and tactical level as needed
• Effective time management and ability to multi-task and prioritize to meet stringent deadlines

Compensation

The listed annualized base pay range is primarily based on analysis of similar positions in the external market. Actual base pay could vary and may be above or below the listed range based on factors including but not limited to performance, proficiency and demonstration of competencies required for the role. The base pay is just one component of The Hartford's total compensation package for employees. Other rewards may include short-term or annual bonuses, long-term incentives, and on-the-spot recognition. The annualized base pay range for this role is:

Equal Opportunity Employer/Sex/Race/Color/Veterans/Disability/Sexual Orientation/Gender Identity or Expression/Religion/Age

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