Jobs · Project Management

Planning Manager

Cypress HCM · United States · 1 mo ago
RemoteRemoteProject Management$102.11–$113.79/hrContract

Duties

  • Own and maintain the full milestone plan across all planning phases, track progress against key deadlines, and proactively flag risks or slippage to the Planning lead before they become escalations
  • Collect and organize initiative submissions from FSO pillar teams and XFN partners, flag duplicates and gaps, and prepare first-pass above/below-the-line prioritization materials for leadership review
  • Compile all above-the-line initiatives with confirmed DRIs, go-live dates, OKR connections, and metrics targets; keep the roadmap current and accurate throughout the planning cycle
  • Ensure every prioritized initiative is connected to at least one KR target, surface misalignments, and support the Planning lead in resolving tensions before executive review
  • Track all cross-functional dependencies from prioritized initiatives, identify POC owners and commitment levels, and follow up with XFN partners to confirm commitments
  • Prepare materials for planning forums, strategy workshops, review sessions, and FSO leadership meetings, including agendas, pre-read decks, consolidated data inputs, decision trackers, and post-session outputs
  • Support the development of the CFO Annual Plan deck and business review deliverables by synthesizing roadmap data and OKR progress into clear, exec-ready narratives
  • Work with pillar leads to identify ongoing initiatives likely to carry into the next planning period and flag them as pre-committed capacity

Requirements

  • 6-8+ years of experience in program management, roadmap planning, or a highly cross-functional planning operations role
  • Hands-on experience building and maintaining roadmaps in Airtable, Asana, Jira, or similar tools; comfort with multi-level tracking, field logic, and reporting views is a strong plus
  • Strong analytical skills with the ability to work with OKR frameworks, initiative data, and capacity inputs to surface insights and alignment gaps
  • Prowess in managing complex, multi-phase workstreams with competing deadlines and multiple stakeholder groups
  • Strong proficiency with Google Suite (Docs, Sheets, Slides), including comfort with templates and lightweight automation
  • Excellent written and verbal communication skills, with the ability to distill complex planning inputs into clear, action-oriented artifacts and exec-ready materials
  • Track record of operating in fast-moving, cross-functional environments where proactive communication and disciplined follow-through are non-negotiable
  • Highly organized self-starter with a strong bias toward documentation, structured process, and context preservation across planning cycles

Compensation

$102.11- 113.79/hr W-2

Req#: 37405847

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