Director, Strategic Planning, Office of the CEOPosted today$199K–$261K

The opportunity

Hi, we're Oscar. We're hiring a Director, Strategic Planning, Office of CEO to join our Strategic Planning team.

What you'll do

  • Shape and manage the CEO operating agenda, ensuring executive forums are: focused on the highest-value strategic, operational, and organizational priorities.

  • Partner with senior leaders to translate CEO priorities into clear strategic: narratives, decision points, ownership models, and follow-through.

  • Develop executive-ready materials that clarify complex topics, elevate key: tradeoffs, and support high-quality leadership decisions.

  • Build business cases that quantify opportunities, surface investment needs,: clarify tradeoffs, and support executive decision-making.

  • Maintain visibility across critical company priorities and identify where: additional structure, escalation, or executive alignment is needed.

  • Serve as a trusted strategy partner to Corporate Strategy leadership and the: CEO office on emerging priorities, special projects, and enterprise planning moments.

What they're looking for

  • Help strengthen Oscar's operating rhythm as the company scales, with a focus: on clarity, accountability, and disciplined execution.
  • Compliance with all applicable laws and regulations.
  • Other duties as assigned.
  • + years of experience in strategy, business operations, corporate planning, chief of staff, or related roles.