Remote Jobs: Executive Assistant to the President at WellSense Health Plan

Location: Remote Jobs, part time remote jobs, Work from Anywhere, remote jobs no experience, entry level remote jobs

WellSense Health Plan is a nonprofit health insurance company serving members across Massachusetts and New Hampshire through Medicare, Individual and Family, and Medicaid plans. Founded 25 years ago as Boston Medical Center HealthNet Plan, we provide plans and services that work for our members, no matter their circumstances.

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It’s an exciting time to join the WellSense Health Plan, a growing regional health insurance company with a 25-year history of providing health insurance that works for our members, no matter their circumstances.

Job Summary:

The Executive Assistant role provides comprehensive administrative support to the WellSense President and executive team in managing daily business operations, communications and coordination both internally and externally. We seek a collaborative team player who is proactive, detail-oriented, and highly accountable. A high degree of professionalism is essential, as this individual will engage with senior leaders internally, as well as with Board members, government officials, and other stakeholders. Exceptional organizational and communication skills are a must. Given the nature of handling highly confidential and proprietary information, sound business judgement and a high level of discretion are also critical.

Our Investment in You:

  • Full-time remote work
  • Competitive salaries
  • Excellent benefits

Key Functions/Responsibilities:

  • Calendar management: Maintain and coordinate the President’s complex schedule, including meetings with internal and external stakeholders; prioritize conflicting demands and ensure timely attendance and preparation. 
  • Correspondence and communication: Manage incoming and outcoming communications to the President; handle inquiries with professionalism and discretion.
  • Travel arrangement: Plan and coordinate travel including developing itineraries and managing logistics. Ensure travel plans align with business objectives.
  • Administrative support: Provides general administrative support including managing expenses, processing invoices, maintaining supplies, and other ad hoc tasks as required to ensure smooth operations. Assists President with troubleshooting any technical issues requiring IT support.
  • Document management: Files expense reports, solicits meeting materials and agendas in a timely fashion, maintains confidential documents, files and records to ensure accurate organization, version control and accessibility.
  • Special projects: Support the President on special projects, initiatives and strategic priorities as assigned.
  • Collaboration: Trains and supervises other executive administrative support staff to ensure backup coverage. 

Supervision Exercised:

  • None

Supervision Received:

  • Receives general supervision weekly.


Education Required:

  • BA/BS Degree or the equivalent combination of training and experience.

Education Preferred:

  • Advanced degree is desirable

Experience Required:

  • 5-7 years of related experience as an Executive Assistant supporting C-Suite executives, demonstrating progressively more responsibility with a high proficiency using MS Office applications (Word, Excell and PowerPoint), including a minimum of 1-3 years of prior board of director coordination/support.

Experience Preferred/Desirable:

  • Prior private and/or government relations exposure is desirable.
  • Previous office/administrative management preferred
  • Managed/Healthcare experience preferred

Required Licensure, Certification or Conditions of Employment:

  • Successful completion of pre-employment background check

Competencies, Skills, and Attributes:

  • Excellent written and verbal communication, and organizational skills
  • Skill interpreting Corporate and Departmental policies and procedures.
  • MS Office application skills (Word, Excel, PowerPoint) at the advanced level
  • Ability to coalesce teams and organize interview schedules and meetings.
  • Ability to manage multiple, simultaneous, and complex tasks and projects under pressure.
  • Demonstrated ability to maintain confidentiality and composure under pressure.
  • Ability to adapt to changes as needed in a fast-paced environment.
  • Ability to prioritize, be resourceful and work independently with minimal supervision.
  • Initiative, creativity and flexibility.

Working Conditions and Physical Effort:

  • Regular and reliable attendance is an essential function of the position.
  • Work is remote and performed in a typical home office environment.
  • No or very limited physical effort required. No or very limited exposure to physical risk.

About WellSense

WellSense Health Plan is a nonprofit health insurance company serving more than 740,000 members across Massachusetts and New Hampshire through Medicare, Individual and Family, and Medicaid plans. Founded in 1997, WellSense provides high-quality health plans and services that work for our members, no matter their circumstances.

Apply now

Important info on employment offer scams:

According to the FTC, there has been a rise in employment offer scams. Our current job openings are listed on our website and applications are received only through our website. We do not reach out to individuals via text, we do not ask or require downloads of any applications, or “apps”, and applicant screenings, interviews and job offers are not conducted over text messages or social media platforms.  We do not ask individuals to purchase equipment for, or prior to employment. To avoid becoming a victim of an employment offer scam, please follow these tips from the FTC

Qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, sexual orientation, gender identity, disability or protected veteran status. WellSense participates in the E-Verify program to electronically verify the employment eligibility of newly hired employees.