Director of Product Operations

project44 is hiring a Director of Product Operations to keep major cross-functional product efforts moving, aligned to executive priorities.

Responsibilities

• Align Product, Sales, and Professional Services on one plan for sales readiness, quoting, FDE scoping, and go-live timelines
• Coordinate Marketing, Product, and Sales readiness so launches land together
• Run Product and Design leadership meeting cadence and plan leadership offsites
• Prepare OKR retros content and board materials that convert status into actionable decisions
• Represent Product’s position in cross-functional forums and escalate only what needs the CPO
• Maintain roadmap hygiene, intake SLAs, and release readiness with Product Ops, Product Marketing, CX, and Engineering leadership
• Identify initiatives requiring formal programs, then stand them up end-to-end: scope, owners, milestones, decision rights, governance, and completion
• Maintain a single, trusted view of program and roadmap status, including risks and dependencies, feeding executive and board reporting
• Stand up a product-quality operating system with Compliance, Legal, Security, and Engineering, including:
  • Quality management plan
  • Review council
  • Stage-gated development process
  • Documentation controls
  • Validation/audit-trail/data-retention controls for GxP, SOC 2, ISO, etc.
• Translate regulatory and audit needs into concrete product commitments and maintain a defensible source of truth for diligence
• Make data quality a governed key result across PRDs and programs, not one-off fixes
• Run mid-quarter re-plans from a stack-ranked source of truth with documented trade-offs
• Track roadmap work against OKRs and support the CPO and pillar leads in defining OKRs that focus the org each cycle
• Own the operating model for AI as a product capability, including:
  • Review gates for agent behavior and autonomy
  • Evaluation and monitoring with Engineering and Compliance
  • Cross-functional execution muscle to ship agentic features responsibly

Requirements

• Owned a cross-functional program end-to-end from ambiguity to shipped outcome with minimal oversight
• Made calls under incomplete information and owned outcomes
• Handled integration timelines, data quality, or technical trade-offs directly
• Partnered closely with engineering to scope work
• Created content for CEO/board/senior audiences that distinguishes status from decision-ready briefs
• Distilled complex, multi-team situations into a one-page summary
• Operated close to a senior leader: representing accurately, protecting time, and judging what to escalate
• Used sound judgment with confidential information
• Ran an OKR cycle (or equivalent) that focused on execution, not only aggregating existing plans
• Connected day-to-day execution to objectives so leadership could track progress mid-quarter
• Understands agentic workflows (non-determinism, autonomy levels, human-in-the-loop, evaluation/monitoring) well enough to shape governance
• Uses AI tools fluently in personal workflow and can support responsible, governed AI shipping
• Experience standing up or running a QMS, stage-gate review process, or documentation control system, ideally in a regulated environment (e.g., GxP / 21 CFR Part 11, ISO standards, SOC 2)
• Understands CSV/CSA and audit-trail concepts sufficiently to partner with Engineering/Security/Compliance (not as a quality SME)
• 12+ years in product operations, program/portfolio management, chief-of-staff, or management consulting, with senior cross-functional leadership in complex B2B SaaS
• Bachelor’s degree required

Technologies

• AI
• Jira
• Jira Product Discovery
• Confluence
• CPQ
• Salesforce
• Ironclad

Benefits

• Stock options for all EOR and project44-employed team members
• Bonus or commission eligibility depending on role
• Benefits package tailored to your country of employment (may include health, dental, and vision coverage, retirement plans, and paid time off)

Nice to Have

• Supply chain, logistics, or similarly complex B2B SaaS experience
• Management consulting or program management background
• Experience with Jira/Jira Product Discovery, Confluence, CPQ (Salesforce, Ironclad, etc.)
• Board-level content experience
• Regulated/quality-audited environment experience (Life Sciences/GxP, 21 CFR Part 11, ISO, HIPAA)
• Familiarity with eQMS/eDMS or validation tooling

Work Authorization

• Candidates must be authorized to work in the US without current or future employer-sponsored visa support

In-Office Commitment

• On-site in Chicago, IL (4 days a week)

Pay and Total Compensation Package

• Base salary range: $215,000 – $355,000 per year
• Bonus eligibility included in total compensation
• Total compensation also includes stock options for all EOR and project44-employed team members, bonus or commission eligibility depending on role, and a benefits package tailored to your country of employment

Equal Opportunity Employer

project44 is an equal opportunity employer seeking to enrich its work environment by creating opportunities for individuals of all backgrounds and experiences to thrive.

Accommodation During the Hiring Process

For any accommodation needed during the hiring process, email [email protected].