Chief Of Staff To CEO (Healthcare)

TL;DR

Chief of Staff to CEO (Healthcare): Driving critical cross-functional initiatives and building operating systems for the Medicare Advantage business with an accent on strategic prioritization and executive proxy operations. Focus on translating ambiguity into action, leveraging AI for operational leverage, and ensuring high-velocity decision-making.

Location: Remote - USA

Salary: $180,000 - $230,000 USD

Company

hirify.global is reinventing health insurance by combining the power of data with human empathy to provide personalized care through custom software and analytics.

What you will do

• Serve as the CEO's strategic proxy, representing her in high-stakes meetings and making decisions on her behalf.
• Ruthlessly prioritize strategic initiatives against growth, quality, and financial objectives.
• Orchestrate complex cross-functional execution across clinical, operations, finance, and growth teams.
• Establish operating rhythms, tracking mechanisms, and decision cadences to improve organizational velocity.
• Identify and deploy AI-powered tools to accelerate execution and unlock operational leverage.
• Prepare high-quality narratives and presentations for the CEO, Board, and executive stakeholders.

Requirements

• 10+ years of experience in high-growth, fast-moving environments (startup/scale-up leadership or strategic operations).
• Proven ability to create structure from ambiguity and design scalable operating models.
• AI-fluency with a track record of deploying AI to accelerate execution.
• Exceptional ability to build relationships and influence across functions without formal authority.
• Must be based in the USA.

Nice to have

• Healthcare or Medicare Advantage industry experience.

Culture & Benefits

• Competitive base salary, equity opportunities, and performance-based bonuses.
• Comprehensive medical, dental, and vision coverage with 401k matching.
• Focus on mental well-being with No-Meeting Fridays, company holidays, and flexible time-off.
• Professional development funding, mentorship, and regular performance feedback.
• Remote-first culture with monthly cell phone and internet stipends.