Chief of Staff to CEO

About Included Health

Included Health is hiring a Chief of Staff to the CEO who is equal parts strategic partner and operator. You’ll run the Office of the CEO and act as a force multiplier—translating strategy into sequenced execution across the organization.

Job Summary

You’ll architect and enforce our executive operating cadence (ELT, OKRs, board) so decisions tie to unit economics, run-rate—and then turn those decisions into clear owners, timelines, and measurable outcomes. As the CEO’s proxy in key forums, you’ll craft narratives, consolidate signal from Finance/FP&A and Operations, and drive cross-functional programs. Success looks like faster cycles from decision to impact, higher CEO leverage, and durable execution at scale.

Key Responsibilities

• Translate the CEO’s priorities into a focused, sequenced company plan; pressure-test assumptions and trade-offs with Executive Leadership Team (ELT), Finance, and Ops.
• Orchestrate annual and quarterly planning (strategy, OKRs, investments) and ensure plans tie to unit economics, run-rate, and headcount.
• Prep the CEO for key forums (board, investors, client execs, all-hands): craft narratives, talking points, and decision memos; drive crisp pre-reads and post-decision follow-through.
• Serve as an extension of the CEO in select meetings; clarify decisions, surface risks, and represent the CEO’s perspective with high judgment.
• Design and run the executive operating cadence (ELT, product/business reviews, weekly staff, QBRs, board cycle) with clear inputs/outputs and SLAs.
• Turn decisions into plans: define owners, RACIs, milestones, and success metrics; track to closure and remove roadblocks.
• Drive cross-functional execution for high-stakes programs spanning the organization—coordinate dependencies and land results on time.
• Partner with FP&A on goal/forecast alignment (demand, capacity, hiring plan), highlighting variance and proposing corrective actions.
• Strengthen executive team cohesion—facilitate offsites, set operating norms, and foster direct, constructive debate.

Requirements

• 5-7+ years in a mix of strategy and execution roles (e.g., Chief of Staff, GM/BU Ops, Product Ops, Corporate Strategy/PE/Consulting) with a track record of shipping cross-functional programs.
• Masters of Business Administration.
• 5+ years of experience within the Healthcare Industry.
• Operator’s toolkit: planning/OKRs, program management at scale, decision memos, dashboards, and exec-caliber communications.
• Financial fluency: can link strategy to P&L, unit economics, run-rate, headcount, and ROI; comfortable partnering with FP&A.
• Exceptional written and verbal communication; can distill complex issues into crisp narratives and drive alignment.
• High judgment and discretion; proven success representing a CEO/ELT internally and externally.
• Strong systems thinking and prioritization; can say no, sequence work, and remove blockers.