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Okta

Director, M&A People Strategy & Integration

Okta
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senior full-time $196,000-$270,000 USD Chicago, IL

First indexed 13 Oct 2026

Description

We are seeking 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 centred on talent, organisational design, compensation, and cultural alignment.

Key Responsibilities:

  • People Due Diligence & Risk Assessment: Lead HR and talent due diligence across target organisations, analysing organisational structures, total rewards programs, workforce demographics, employment contracts, and labour compliance risks.
  • Talent & Cultural Assessment: Evaluate key talent retention risks, leadership team capabilities, organisational design, critical skills gaps, and cultural alignment to inform valuation, deal terms, and integration strategies.
  • Cost & Synergy Modeling: Partner with Finance to analyse workforce cost structures, including compensation, benefits, harmonisation costs, retention packages, severance exposure, and synergy targets.
  • Cross-Functional Integration Planning & Execution: 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.
  • Employee Experience & Change Management: Partner with Internal Comms and Legal to design Day 1 announcement communications, offer letter rollouts, onboarding experiences, and executive town halls.

Qualifications & Requirements:

  • Experience: 7–10+ years in M&A HR and Talent strategy, People Integration, or M&A Human Capital consulting.
  • Cross-Functional Expertise: Proven ability to drive joint workstreams with Legal, Finance/Payroll, IT, and HR functional leads.
  • Technical HR Acumen: Strong fluency in global/domestic employment law fundamentals, compensation/benefits harmonisation, equity compensation, and HRIS systems migrations.
  • Data-Driven Analysis: Solid skills in workforce data modeling, salary/benefit side-by-side mapping, and workforce financial synthesis.

Benefits:

  • Health, dental, and vision insurance
  • 401(k)
  • Flexible spending account
  • Paid leave (including PTO and parental leave)
This listing is enriched and indexed by YubHub. To apply, use the employer's original posting: https://job-boards.greenhouse.io/okta/jobs/8275286