Director, Strategic Planning, Office of the CEO

📋 Description

• Role sits in Corporate Strategy and partners across the CEO office, Finance, Communications
• Responsible for developing and executing Oscar's strategy, linking enterprise priorities to
• Architect planning cadence and executive-ready narratives to scale the company with clarity.
• Manage CEO operating agenda and executive forums to focus on high-value strategic priorities.
• Translate CEO priorities into strategic narratives, decision points, and ownership models.
• Develop executive materials that clarify complex topics and support leadership decisions.

🎯 Requirements

• 10+ years in strategy, business operations, corporate planning, chief of staff, or related roles.
• 8+ years building executive presentations, board materials, and business cases for senior
• 6+ years supporting executive leadership and enterprise planning initiatives in cross-functional
• Experience designing strategic planning processes, operating cadences, governance, or
• 6+ years leading cross-functional initiatives with multiple stakeholders and competing priorities.
• 4+ years partnering with senior executives on strategic initiatives, organizational planning, or

🎁 Benefits

• Base pay between $198,720 and $260,820 per year.
• Employee benefits (medical, dental, vision).
• Unlimited vacation program and company equity grants.
• Annual performance bonuses.
• Paid holidays, sick time, parental leave, 401(k) plan, life and disability insurance.
• Additional wellness time and reimbursements.