Chief of Staff

Vitality Group Inc.

Chief of Staff supporting CEO at Vitality US. Driving enterprise strategy and operational excellence in healthcare and wellness sectors.

Posted 4/15/2026full-timeChicago • Illinois • 🇺🇸 United StatesLead💰 $180,000 - $200,000 per yearWebsite

Tech Stack

Tools & technologies

PMP

About the role

Key responsibilities & impact

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

What you’ll need

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

Comp & perks

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

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

strategyoperationsconsultingcorporate developmentproject management

Soft Skills

strategic capabilityexecutioncommunicationemotional intelligenceinfluencejudgmentteam success

Certifications

Project Management Professional (PMP)MBAMPAMODMPH