Director, M&A; People Strategy & Integration

Location: Chicago, Illinois

Annual base salary: $219,000–$301,000 USD for candidates in California excluding the San Francisco Bay Area, Colorado, Illinois, New York, and Washington; a separate range of $196,000–$270,000 USD is also listed. Equity, bonus, and benefits may apply.

Company

Okta builds identity and access infrastructure that helps organizations securely adopt technologies from AI to human-facing applications.

What you will do

• Lead HR and talent due diligence across target organizations, assessing structures, rewards programs, workforce demographics, contracts, compliance risks, talent retention, and cultural alignment.
• Model workforce costs, benefits, harmonization expenses, retention packages, severance exposure, and synergy targets with Finance.
• Build and maintain People M&A playbooks covering Day 1 readiness and First 100 Days goals.
• Coordinate employment contract transfers, equity rollovers, restrictive covenants, immigration and visa transfers, works council requirements, and employment law compliance.
• Manage HRIS migrations, identity and access transitions, payroll cutovers, benefits vendor consolidation, and total rewards harmonization.
• Develop employee communications, onboarding experiences, executive town halls, and post-close retention initiatives.

Requirements

• 7–10+ years of experience in M&A HR and talent strategy, People Integration, or M&A human capital consulting, including end-to-end deal lifecycle management.
• Experience leading cross-functional workstreams with Legal, Finance or Payroll, IT, and HR without direct line-management authority.
• Strong knowledge of global and domestic employment law, compensation and benefits harmonization, equity compensation, and HRIS migrations.
• Experience with workforce data modeling, salary and benefits mapping, and workforce financial analysis.
• Bachelor’s degree in Human Resources, Business Administration, Organizational Development, or a related field.
• Strong cross-functional leadership, structured problem-solving, ownership, discretion, and emotional intelligence.

Nice to have

• Master’s degree or SPHR/SHRM-SCP certification.
• Experience in Big Four or strategic advisory consulting.

Culture & Benefits

• Health, dental, and vision insurance.
• 401(k), flexible spending account, paid time off, and parental leave.
• Equity and bonus opportunities where applicable.
• In-person onboarding designed to support connection and accelerate impact.
• Opportunities to lead broader strategic initiatives across the Total Rewards organization during periods of lower M&A activity.