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Director, M&A People Strategy & Integration

Okta

Chicago · San Francisco · 7-10 years experience · Posted Oct 12, 2026

At a glance

Experience
7-10 years experience
Location
Chicago · San Francisco

About the role

  • We are looking for a strategic, hands-on Director, M&A People Strategy & Integration to lead the human capital lifecycle for our deal pipeline.
  • In this high-impact individual contributor role, you will design and execute due diligence and post-merger integration strategies centered on talent, organizational design, compensation, and cultural alignment.

Responsibilities

  • Lead HR and talent due diligence across target organizations, analyzing organizational structures, total rewards programs, workforce demographics, employment contracts, and labor compliance risks.
  • Evaluate key talent retention risks, leadership team capabilities, organizational design, critical skills gaps, and cultural alignment to inform valuation, deal terms, and integration strategies.
  • Partner with Finance to analyze workforce cost structures, including compensation, benefits, harmonization costs, retention packages, severance exposure, and synergy targets.
  • Build and maintain scalable People M&A playbooks, defining key deliverables across HR, Legal, Finance, and IT for Day 1 readiness and First 100 Days goals.
  • Partner with Legal to manage employment contract transfers, equity roll-overs, restrictive covenants, immigration/visa transfers, works council/labor relations requirements, and employment law compliance.
  • Collaborate with TD&I and People Ops to manage HR Information System (HRIS) migrations, identity/access management transitions, payroll cutovers, and benefit vendor consolidations.
  • Partner with Total Rewards to design side-by-side benefit maps, compensation alignment structures, equity conversions, and stay/retention bonus programs for acquired employees.
  • Partner with Internal Comms and Legal to design Day 1 announcement communications, offer letter rollouts, onboarding experiences, and executive town halls.
  • Track, monitor, and support key talent post-close, driving initiatives that preserve company culture and minimize unwanted attrition.
  • During lower deal volume periods, you will drive and project-manage strategic, high-visibility initiatives across the broader Total Rewards organization.

Requirements

  • 7–10+ years in M&A HR and Talent strategy, People Integration, or M&A Human Capital consulting (Big 4 / strategic advisory), with end-to-end deal lifecycle management.
  • Proven ability to drive joint workstreams with Legal, Finance/Payroll, IT, and HR functional leads without direct line management authority.
  • Strong fluency in global/domestic employment law fundamentals, compensation/benefits harmonization, equity compensation, and HRIS systems migrations.
  • Solid skills in workforce data modeling, salary/benefit side-by-side mapping, and workforce financial synthesis.
  • Bachelor’s degree in Human Resources, Business Administration, Organizational Development, or related field

Preferred qualifications

  • Master's or SPHR/SHRM-SCP certification preferred.

Benefits

  • health, dental and vision insurance
  • 401(k)
  • flexible spending account
  • paid leave (including PTO and parental leave)
  • equity
  • bonus

Skills

  • HRIS
  • Total Rewards
  • Due Diligence
  • Change Management
  • Workforce Data Modeling

Okta

Director, M&A People Strategy & Integration

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