People Programs Strategy, Operations & Transformation - Contract

Fivetran•Oakland, CA

4h•$82 - $104•Hybrid

About The Position

We’re looking for a People Programs Strategy, Operations & Transformation leader to drive execution, alignment, and evolution across our most important People initiatives. This role is a mix of operator, strategist, and builder—someone who can take ambiguous priorities and turn them into clear plans, scalable systems, and measurable outcomes. You’ll partner closely with the VP, Employee Experience and the People Leadership team to set direction, drive alignment, and deliver results. A core part of this role is leading AI and automation adoption across the People function—identifying where technology can improve how we operate and scaling those solutions across the organization. This role is highly cross-functional and high-impact, with visibility across leadership and direct collaboration with the Chief People Officer. This is an initial 12 month/40 hours per week contract, hybrid position based out of our Oakland, CA office. Our hybrid work model offers a blend of remote flexibility and in-person collaboration, including two days in the office each week to connect and build as a team.

Requirements

6+ years in program management, operations, employee experience, or similar roles
Experience leading complex, cross-functional initiatives
Experience driving or supporting transformation, automation, or AI adoption
Strong internal communications skills—clear, concise, and audience-aware
Proven ability to build scalable processes and operating cadences
Strong problem-solving and critical thinking skills
Experience working with senior leaders and influencing without authority
Ability to manage multiple priorities in a fast-paced environment
Execution: Delivers results and follows through
Clarity: Simplifies complexity into clear plans and communication
Systems thinking: Builds processes that scale
Judgment: Makes smart trade-offs and decisions
Ownership: Takes responsibility and drives work forward
Adaptability: Operates effectively in fast-changing environments

Nice To Haves

Experience in HR, People, or Employee Experience teams
Familiarity with AI tools, HR tech, or people analytics
Experience with company-wide communications or change management
Experience in high-growth or tech environments

Responsibilities

Lead People transformation and AI strategy
Own and drive the roadmap for AI-enabled People operations. Identify opportunities to simplify, automate, and improve core HR processes. Partner with HR, IT, and Analytics to test, implement, and scale solutions that increase efficiency and improve employee experience.
Drive high-impact People programs
Lead end-to-end execution of complex, cross-functional initiatives. Set direction, align stakeholders, manage dependencies, and deliver outcomes on time. Focus on work that moves the business forward.
Run People operations with rigor
Translate strategy into clear plans, operating cadences, and decision frameworks. Build the systems that keep teams aligned and accountable—OKRs, QBRs, reporting, and planning processes.
Own internal communications
Ensure People initiatives are clearly communicated and well understood. Build simple, consistent messaging that scales. Help leaders communicate changes—especially around transformation and AI—in a way that lands.
Manage the People portfolio
Maintain a clear view of priorities, progress, risks, and trade-offs across initiatives. Create visibility for leadership and drive decisions when things get off track.
Support leadership decision-making
Bring structure to ambiguity. Synthesize inputs, identify patterns, and recommend next steps. Build clear, concise materials that help leaders make decisions quickly.
Build scalable systems and processes
Identify friction in how we work and fix it. Use automation, AI, and better workflows to improve speed, clarity, and efficiency. Focus on solutions that scale.
Partner across the business
Work closely with teams across HR, Legal, IT, Analytics, and leadership. Drive alignment, navigate trade-offs, and keep work moving forward.

Benefits

100% employer-paid medical insurance
Generous paid time-off policy (PTO), plus paid sick time, inclusive parental leave policy, holidays, and volunteer days off
RSU stock grants
Professional development and training opportunities
Company virtual happy hours, free food, and fun team-building activities
Monthly cell phone stipend
Access to an innovative mental health support platform that offers personalized care and resources in areas such as: therapy, coaching, and self-guided mindfulness exercises for all covered employees and their covered dependents.

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