Health Information Technology Jobs in Vermont

We’re building a world of health around every individual — shaping a more connected, convenient and compassionate health experience. At CVS Health®, you’ll be surrounded by passionate colleagues who care deeply, innovate with purpose, hold ourselves accountable and prioritize safety and quality in everything we do. Join us and be part of something bigger – helping to simplify health care one person, one family and one community at a time.

Position Summary

This role serves as the operational and strategic backbone for the Chief of Staff to the CISO and SVP of Infrastructure and Operations as well as the broader executive leadership team. You'll support business operations and planning with a focus on financial budget planning, as well as serve as backup to the Chief of Staff when needed. You'll work across the executive leadership team to keep initiatives moving, ensure decision-ready information reaches the right people, and represent the office with credibility at all levels.

The ideal candidate brings sharp business and financial acumen, strong executive presence, and a bias toward execution. Experience in technology services, corporate strategy, or senior executive support is highly preferred. You're comfortable operating with ambiguity, managing competing priorities, and communicating clearly across functions.

Core Competencies

• Strategic Thinking - Ability to connect day-to-day operational work to broader organizational goals; anticipates needs before they're stated and brings a forward-looking perspective to planning and prioritization
• Adaptability - Thrives in a dynamic environment where priorities shift, timelines compress, and no two days look the same; adjusts approach without losing momentum or quality
• Problem Solving - Approaches complex, ambiguous challenges with a structured, solutions-first mindset; doesn't wait to be told how — figures it out and moves
• Judgment and Discretion - Trusted to handle sensitive information, navigate organizational dynamics, and make sound calls independently when leadership isn't in the room
• Influence without Authority - Builds credibility and moves work forward across teams and levels without direct reporting relationships
• Attention to Detail - Produces work that is accurate, polished, and ready for senior audiences without requiring significant rework
• Communication Clarity - Writes and speaks with precision — translates complexity into plain language and knows how to calibrate message and tone for different audiences

Required Qualifications

• 5+ years in a senior strategic, Chief of Staff, or executive support role within a technology or enterprise environment
• 5+ years of project or program management experience leading cross-functional initiatives
• 3+ years of experience supporting financial or budget planning processes
• 3+ years of experience developing executive-level communications and resources.

Preferred Qualifications

• Experience in information security, infrastructure, or enterprise technology organizations
• Proven ability to draft and refine executive communications and briefing documents
• Familiarity with large-scale event coordination for senior leaders
• Comfort operating in fast-moving environments with shifting priorities
• Experience using AI productivity tools such as Claude, ChatGPT, or Gemini to support drafting, research, summarization, or operational work
• Strong written and verbal communication skills, including executive-level materials

Education

Bachelor’s degree or equivalent experience (High School Diploma and 4 years relevant experience)

Pay Range

The typical pay range for this role is:

$67,900.00 - $199,144.00

This pay range represents the base hourly rate or base annual full-time salary for all positions in the job grade within which this position falls. The actual base salary offer will depend on a variety of factors including experience, education, geography and other relevant factors. This position is eligible for a CVS Health bonus, commission or short-term incentive program in addition to the base pay range listed above. This position also includes an award target in the company’s equity award program.

Our people fuel our future. Our teams reflect the customers, patients, members and communities we serve and we are committed to fostering a workplace where every colleague feels valued and that they belong.

Great benefits for great people

We take pride in offering a comprehensive and competitive mix of pay and benefits that reflects our commitment to our colleagues and their families.

This full-time position is eligible for a comprehensive benefits package designed to support the physical, emotional, and financial well-being of colleagues and their families. The benefits for this position include medical, dental, and vision coverage, paid time off, retirement savings options, wellness programs, and other resources, based on eligibility.

Additional details about available benefits are provided during the application process and on Benefits Moments.

We anticipate the application window for this opening will close on: 06/26/2026

Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.