Sr. Director, Global Benefits (SaaS)

TL;DR

Sr. Director, Global Benefits (SaaS): Leading the global benefits strategy and modernization of program delivery with an accent on scalability, governance, and AI integration. Focus on harmonizing benefits across multiple regions, managing vendor partnerships, and integrating benefits during M&A activities.

Location: Remote (United States)

Company

An AI-first cloud compliance platform defining the relationship between tax and technology.

What you will do

• Define and evolve the global benefits philosophy, strategy, and governance framework.
• Design and continuously improve benefits programs across multiple regions and countries.
• Drive global harmonization efforts balancing local market practices and regulatory requirements.
• Lead benefits-related workstreams for mergers and acquisitions, including due diligence and integration.
• Oversee vendor strategy and performance to maximize service quality and innovation.
• Utilize data, automation, and AI-enabled solutions to modernize benefits operations.

Requirements

• 12+ years of progressive experience in benefits or total rewards, including significant global leadership.
• Proven success designing and managing benefits strategies across multiple countries and regions.
• Experience leading global or geographically distributed teams.
• Deep expertise in vendor management, compliance, and financial stewardship.
• Experience leveraging analytics, technology, and AI to improve business outcomes.
• Must be based in the United States

Nice to have

• 15+ years in global benefits or total rewards leadership.
• Public company and/or high-growth technology experience.
• M&A due diligence and integration experience.
• Experience leading large-scale benefits transformation or operating model redesign.

Culture & Benefits

• Comprehensive total rewards package including bonuses and paid parental leave.
• Private medical, life, and disability insurance.
• Inclusive culture with 8 employee-run resource groups supported by senior leadership.
• AI-first environment where AI is embedded in workflows and daily decision-making.
• Commitment to diversity, equity, and inclusion integrated into business practices.