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CVS Health

Runs pharmacies, health plans and clinics

Executive Assistant - Office of the EVP & President

Full-TimeUpdated on 10/23/2026Deadline 10/30/26
$82.9k - $182.5k/yr+ Bonus + Commission + Short-term incentive
Senior
Hartford, CT, USA
In PersonOnsite position at the Hartford, Connecticut office.
Administrative & Executive AssistanceExecutive Support
Company Historically Provides H1B Sponsorship

About the job

Requirements
  • At least 7 years of administrative experience supporting senior leadership.
  • Experience maintaining executives' phone coverage, calendars, work schedules, and travel schedules in Microsoft Outlook.
  • Proficiency with Microsoft Office Suite, including Outlook, Word, Excel, and PowerPoint.
  • Strong discretion and sound judgment in handling confidential information.
  • A track record of building strong relationships and influencing outcomes through collaboration.
  • Experience balancing calendars and competing priorities across multiple executives.
  • Clear, concise executive-level writing that distills complex information into actionable summaries.
  • A strategic, forward-looking approach to problem solving, anticipating needs and adjusting meetings and content as priorities shift.
  • Ability to work independently and as part of a team.
  • Experience planning meetings, events, or employee engagement programs.
Responsibilities
  • Proactively coordinate the daily schedules, calendars, contacts, and travel of the EVP & President and other members of the executive leadership team, including internal and external meetings, conferences, seminars, and comprehensive, detailed itineraries.
  • Evaluate meeting requests and prioritize executive time in alignment with business objectives; balance competing demands across multiple leaders, anticipate scheduling conflicts, and recommend solutions in advance.
  • Partner with the EVP & President to shape priorities and sequence the week; synthesize information, prepare briefings, and surface emerging issues, risks, and opportunities before they escalate.
  • Serve as the primary point of contact for colleagues, enterprise leaders, and external guests; triage high volumes of phone and email communications, route matters to the right resource, and collaborate with executive assistants and chiefs of staff across the leadership team while safeguarding confidential information.
  • Prepare executives for meetings by assembling relevant background, materials, and agendas; document notes, identify action items, drive follow-up to completion, track deliverables, timelines, and deadlines, and escalate issues as appropriate.
  • Lead the planning and execution of complex meetings and events, including business reviews, talent reviews, strategy sessions, off-sites, and telepresence events, covering audiovisual needs, room scheduling, setup, catering, and follow-up.
  • Design and coordinate team-building and engagement activities for the leadership team.
  • Draft, edit, and finalize correspondence, presentations, agendas, spreadsheets, and reports; prepare and distribute weekly email updates to relevant stakeholders.
  • Process reimbursements and expense reports in accordance with established policy guidelines, track expenses, and follow up in a timely manner.
  • Take on designated special projects, support other members of the leadership team as necessary, and perform other assigned duties.
Desired Qualifications
  • Experience supporting C-suite or enterprise-level executives in a large, complex organization.
  • Advanced Microsoft Office Suite skills, especially PowerPoint.
  • Experience in the healthcare or insurance industry.

About the company

CVS Health runs pharmacies, health insurance plans and medical clinics for individuals, employers and government programs across the United States. Its businesses include CVS Pharmacy, the Aetna insurer and Caremark, which manages prescription coverage and negotiates drug prices for health plans. Patients fill prescriptions in stores or by mail and receive care through walk-in clinics, primary care centers and home visits. The company earns money from prescription sales, insurance premiums, plan administration fees and clinical services, combining coverage with places to obtain treatment. Its first store opened in 1963, and its headquarters are in Woonsocket, Rhode Island.

Company Size

10,001+

Company Stage

IPO

Headquarters

Woonsocket, Rhode Island

Founded

1963

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Simplify's Take

What believers are saying

  • Demand is expanding: CVS Health reported $106.1 billion revenue in the June 2026 quarter, up 7.3% year over year.
  • Eligible colleagues get degree support: CVS Health's partner-college program covers tuition with no out-of-pocket cost through reimbursement.
  • Self-pay care is expanding: MinuteClinic announced $29 online weight-loss visits in August 2026, without recurring membership fees.

What critics are saying

  • Insurance leaves a narrow cushion: Aetna's medical costs consumed 87.4% of premium revenue in the June 2026 quarter.
  • Drug fees face limits: Caremark's July 2026 FTC settlement proposes separating fees from drug list prices.
  • Wilmington's pharmacist role includes mobility: CVS Rx Services lists up to 25% travel across nearby pharmacy locations.

What makes CVS Health unique

  • Its pharmacy shelves are tobacco-free: CVS removed tobacco products while keeping its national retail pharmacy network.
  • Caremark separates drug costs from service fees: TrueCost anchors pricing to acquisition benchmarks and makes dispensing fees visible.
  • Its clinics accept care-cost risk: Oak Street receives fixed payments from health plans rather than billing only per visit.

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Benefits

  • Health Insurance
  • Dental Insurance
  • Vision Insurance
  • Life Insurance
  • Disability Insurance
  • 401(k) Retirement Plan
  • Company Equity
  • Wellness Program
  • Professional Development Budget
  • Paid Vacation
  • Paid Holidays

Company News

Yahoo Finance
Oct 20th, 2026
CVS opens small 3,000 sq ft pharmacies to fill gaps left by 1,000 Walgreens and Rite Aid closures

CVS Health is opening small, pharmacy-only stores in communities left underserved after rivals closed locations. The chain has opened its newest 3,000-square-foot store in Roxbury, Massachusetts, just outside Boston. Walgreens and CVS have closed over 1,000 stores in recent years, and Rite Aid shut all 2,000 of its stores in 2023. Thinner margins strained profits at the chains. CVS plans to open 20 small-format stores this year. It already has sites in Birmingham, Chicago, Detroit, Houston, and Washington, D.C. Most offer immunisations as well as prescriptions. Smaller stores could cut inventory and rent costs. Walgreens has opened about 100 smaller stores for the same reason. IBISWorld puts the US pharmacy market at $739.4 billion in 2026.

PR Newswire
Oct 20th, 2026
MinuteClinic opens three Massachusetts clinics, including its first in Boston

CVS Health said MinuteClinic, its medical clinic inside select CVS Pharmacy stores, has opened three Massachusetts locations in Charlestown, Beverly, and Swampscott. The Charlestown clinic is the first MinuteClinic in Boston. Board-certified nurse practitioners staff each clinic. They offer vaccinations, health screenings, routine lab tests, physicals, and treatment for minor illnesses and injuries. Patients aged 18 months and older can walk in seven days a week, including evenings and weekends. Most major health insurance is accepted, and self-pay options are available. "By making care more accessible, we can help patients address health concerns earlier and avoid unnecessary visits to higher-cost settings such as the emergency room," said Tara Allain, executive area director at MinuteClinic.

Yahoo Finance
Oct 19th, 2026
CVS Health raises 2026 revenue forecast to $414B, but shares fall 11.5%

CVS Health raised its fiscal 2026 revenue forecast on August 5 to at least $414 billion, up from $405 billion in May. Yet the stock has fallen 11.5% since, against a 1.0% dip for the S&P 500. The company also lifted its adjusted earnings per share target to between $7.90 and $8.10, from $7.40 at the mid-point. It now expects cash flow from operations of at least $11.5 billion, up from $9.5 billion. Shares closed at $92.36 on October 16, just above the 50-day average of $91.73 and the 200-day average of $87.51. The new forecast implies second-half revenue about 0.5% below the same period last year. The next key test is the September quarter report, expected on November 4.

PR Newswire
Oct 7th, 2026
CVS Health opens first pharmacy-focused location in Boston area

CVS Health has opened its first pharmacy-focused location in the Boston area, situated at 32 Warren Street in Roxbury. The company plans to launch nearly 20 such locations across the US in 2026 to increase access to pharmacy care. The new format features full-service pharmacies averaging 3,000 square feet, offering prescription medications, immunisations, and over-the-counter products. Customers can order additional items with free home delivery. The Roxbury site includes a medication disposal bin and safe needle collection point. These smaller pharmacies complement CVS's existing formats, including traditional stores, store-in-store locations in Target and Schnucks, and sites with MinuteClinic facilities. According to CVS Health's 2025 Rx Report, 80% of patients prefer face-to-face pharmacy care, whilst 48% would switch pharmacies if limited to digital-only options.

Yahoo Finance
Sep 25th, 2026
CVS shares drop 15% as pharmacy giant warns of unquantified 340B business headwinds in 2027

CVS Health faces an unquantified headwind from its 340B drug discount programme heading into 2027, management warned during its fiscal Q2 2026 earnings call in August. The company's shares have fallen 15.2% over the past three months, even as management raised its 2026 earnings outlook. The 340B business, which serves eligible healthcare organisations, is experiencing pressure as drugmakers limit programme coverage. Management expects this drag to continue affecting its pharmacy services business in 2027 but declined to quantify the potential impact. CVS's Health Services segment, which likely includes the 340B business, generated $190.4 billion in revenue during fiscal 2025. The company trades at 22.5 times trailing earnings, roughly level with the S&P 500's 22.4 multiple.