Vitality Group Inc.

Chief of Staff

Vitality Group Inc.

full-time

Posted on:

Location Type: Hybrid

Location: ChicagoIllinoisUnited States

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Salary

💰 $180,000 - $200,000 per year

Job Level

Tech Stack

About the role

  • Partner with the CEO on enterprise strategy, annual operating plans, and multi‑year growth priorities.
  • Translate strategy into clear, measurable initiatives aligned to outcomes, revenue growth, and client impact.
  • Track progress on priorities (e.g., growth, innovation, margin, integration) and proactively unblock issues.
  • Support strategic initiatives including health plan partnerships, employer growth, product expansion, and strategic partnerships.
  • Design and run the CEO’s operating cadence, including ELT meetings, strategy days, and governance forums.
  • Set agendas, synthesize inputs, and ensure decisions, owners, and follow‑ups are clearly captured and executed.
  • Establish disciplined decision making and escalation mechanisms.
  • Act as a trusted thought partner to the CEO and senior leadership team.
  • Drive alignment across product, technology, clinical/coaching, sales, operations, finance, and shared services.
  • Help clarify roles, decision rights, and interfaces as Vitality US continues to scale and integrate new capabilities.
  • Resolve cross‑functional friction and ensure momentum on shared priorities.
  • Support M&A activity, including diligence coordination, executive synthesis, and integration planning.
  • Help drive post-acquisition integration to ensure strategic intent, cultural alignment, and execution discipline.
  • Support preparation of board and investment committee materials, executive narratives, and performance updates.
  • Coordinate inputs across leaders to ensure clear, concise, and consistent storytelling.
  • Serve as a key interface point with stakeholders, ensuring alignment while advocating for US priorities.
  • Help shape and reinforce the enterprise narrative - strategy, differentiation, and impact.
  • Draft and refine CEO communications, presentations, and talking points for internal and external audiences.
  • Ensure consistency of message across leadership forums, client engagements, and major initiatives.
  • Lead or support high‑impact, ambiguous initiatives on behalf of the CEO.
  • Conduct rapid analysis, synthesize insights, and recommend actions grounded in data and outcomes.
  • Represent the CEO as a proxy when appropriate, carrying their intent, priorities, and decision logic.

Requirements

  • 10+ years of experience in strategy, operations, consulting, corporate development, healthcare, or senior leadership roles within the healthcare or wellness industries.
  • Experience working closely with C‑suite executives and boards, ideally in healthcare, digital health, or insurance adjacent sectors.
  • Strong strategic capability paired with hands on execution and follow through, strong bias towards action and results in an evolving healthcare landscape.
  • Exceptional written and verbal communication skills; able to distil complexity into clarity.
  • High emotional intelligence, discretion, and sound judgment. Ability to navigate complex dynamics with humility and influence, prioritizing team success over personal credit.
  • Proven ability to influence without authority and operate effectively in ambiguity and change.
  • Bachelors degree or higher in Business Administration, Public Health, Organizational Development or something similar.
  • Project Management Professional (PMP) Certification or something similar (Desired)
  • MBA, MPA, MOD, or MPH (Desired)
Benefits
  • Medical
  • Dental
  • Vision
  • 401(k) with company match
  • Company paid Life, AD&D Short and Long term disability insurance
  • Generous PTO
  • Holidays and Summer Fridays
  • 100% paid parental leave
  • Wellness Resources
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
strategyoperationsconsultingcorporate developmentproject management
Soft Skills
strategic capabilityexecutioncommunicationemotional intelligenceinfluencejudgmentteam success
Certifications
Project Management Professional (PMP)MBAMPAMODMPH