Director, Total Rewards

About the Role

Vent is a leading S&P 500 company providing retirement, health and community solutions for an aging population across North America and the United Kingdom. The Director of Compensation, Benefits, and HR Systems will lead the design, governance, and execution of the company’s total rewards and HR systems strategy, while managing the teams that implement these programs.

Key Responsibilities

• Compensation Strategy & Governance
  • Lead enterprise compensation programs across base pay, annual incentives, and non‑proxy programs to ensure competitiveness, internal equity, and regulatory compliance.
  • Oversee annual merit, bonus and off‑cycle compensation cycles, including planning, budgeting, documentation and employee communications.
  • Direct job evaluations, market benchmarking and participation in compensation surveys to inform pay structure and positioning.
  • Provide strategic counsel on offers, promotions and pay actions to ensure consistency with market data and internal equity standards.
  • Partner with Finance on quarterly forecasting and reporting of total compensation expense.
  • Ensure compliance with all federal, state, and local compensation regulations and proactively manage legislative and regulatory risk.
  • Deliver executive‑ready compensation data, modeling and insights to Finance, Accounting, HR and senior leadership.
  • Support Legal and HR leadership in the development of the annual proxy and executive compensation disclosures.
• Equity Management
  • Lead the administration and governance of the enterprise equity programs, including RSUs and PSUs.
  • Provide strategic input into the design and evolution of equity compensation programs to support executive retention and long‑term value creation.
  • Partner with Legal, Finance and Accounting on equity controls, disclosures, accruals and regulatory compliance.
  • Oversee equity data reporting, reconciliations and audit procedures to ensure data integrity and risk mitigation.
• Benefits Strategy & Governance
  • Lead the strategy, renewal, and oversight of all employee benefit programs, including health, retirement, wellness, paid time off and leave programs.
  • Direct vendor, broker and consultant relationships to ensure high‑quality service delivery, cost optimisation and competitive plan design.
  • Oversee open enrollment, benefits communications and employee education initiatives to drive engagement and informed decision‑making.
  • Ensure full regulatory compliance across all benefits programs, including ERISA, COBRA, FMLA, HIPAA, Section 125 and related requirements.
  • Partner with Accounting on Form5500 filings and all benefits‑related regulatory reporting.
  • Lead benefits integration for mergers and acquisitions, including plan alignment, compliance and budget adherence.
  • Address and resolve employee compensation and benefits inquiries with professionalism, accuracy and efficiency.
• Workday & HR Systems Strategy
  • Provide enterprise oversight of all HR systems and data management processes to ensure accuracy, consistency, security and operational efficiency.
  • Safeguard data integrity, privacy and regulatory compliance across all HR platforms.
  • Partner with IT and cross‑functional teams to integrate Workday with broader enterprise systems to enhance connectivity and data flow.
  • Lead standardized reporting, data definitions and governance practices to enable scalable enterprise‑wide analytics and decision‑making.
  • Partner with internal and external audit teams to ensure successful completion of annual systems audits and adherence to control standards.

Qualifications

• Bachelor’s degree in Business, Accounting, Finance or a related field; advanced degree preferred.
• 15+ years of progressive experience in compensation, benefits and total rewards, ideally within real estate, financial services or similarly regulated industries.
• Deep expertise in compensation program design, executive and enterprise equity administration, and comprehensive benefits strategy.
• Advanced analytical capability with strong Excel skills and demonstrated HR systems proficiency, including Workday.
• Extensive knowledge of federal, state and local compensation and benefits regulations, including ERISA, COBRA, FMLA, HIPAA, Section125 and DOL requirements.
• Proven ability to partner effectively with Finance, Legal, Accounting, IT and senior leadership on complex, high‑impact initiatives.
• Excellent written, verbal and executive‑level communication skills with strong attention to detail.
• Demonstrated ability to manage competing priorities in high‑pressure, deadline‑driven environments.
• Must be located in the Chicago, IL area or willing to relocate for the duration of employment.
• Willingness to adapt and thrive in a blended work environment with 3 days in office.
• Legally authorized to work in the United States without employer sponsorship now or in the future.

Benefits and Compensation

The estimated base salary range for this position is $180,000 – $250,000 per year, depending on location, skills, qualifications and business needs. In addition to base salary, this role is eligible for discretionary incentive compensation and a comprehensive benefits package that includes medical, dental, vision, retirement savings, paid time off and other wellness benefits under applicable plan terms.

Equal Opportunity Statement

Vent is an Equal Opportunity Employer. We do not accept unsolicited resumes from staffing agencies, search firms or any third parties.