Senior Executive Assistant

Senior Executive Assistant
Location: Vermont (Hybrid)

Are you a proactive, highly organized professional who thrives in a dynamic environment? Aspire Living & Learning is seeking a Senior Executive Assistant to provide high-level, confidential administrative support to our CEO, Board of Directors, and executive leadership team.

This is more than a support role—it’s an opportunity to be at the heart of our mission-driven organization, ensuring seamless operations and enabling leadership to focus on strategic priorities.

What You’ll Do

• Manage complex calendars, coordinate meetings, and arrange travel for executive leadership.

• Provide high-level support to the Board of Directors and committees, including meeting logistics and record-keeping.

• Support internal leadership meetings, cross-functional initiatives, and special events such as retreats and organizational milestones.

• Serve as a key liaison between departments and external stakeholders on behalf of the executive team.

• Assist with event coordination and administrative support for the Philanthropy team.

• Prepare meeting materials, reports, correspondence, and presentations.

• Handle inquiries and action items with professionalism, discretion, and independent judgment.

• Own and lead special projects, ensuring alignment with organizational goals.

What You Bring

• 5–7 years of experience in executive-level administrative support.

• Mastery of managing multiple priorities in a fast-paced, confidential environment.

• Excellent communication, organizational, and project management skills.

• Proficiency in Microsoft Office Suite and virtual collaboration tools (Teams, Zoom, etc.).

• A proactive, solutions-oriented mindset and a high level of professionalism.

• Ability to anticipate needs, work independently, and maintain discretion.

• Experience in nonprofit or mission-driven settings is a plus.

Preferred Attributes

• Strong time management and attention to detail.

• Flexibility and adaptability to changing needs.

• Confidence interacting with senior leadership, board members, and external partners.

Working Conditions

• Hybrid role: Work from home 2–3 days per week.

• Occasional travel required for Board and Leaders Retreats.

• Standard office environment with typical physical requirements.

• Reasonable accommodations will be made for qualified individuals with disabilities.

Employees at Aspire enjoy working with a collaborative and dedicated team that values a culture of belonging and care. We take pride in offering a comprehensive benefits package to eligible employees, including:

• • Comprehensive Health, Dental, & Vision Insurance - Choose from multiple medical plans, with vision coverage included at no extra cost.
  • Flexible Spending Accounts (FSA) and Health Saving Account (HSA) options - Use pre-tax dollars for medical and dependent care expenses.
  • Lifestyle Spending Accounts with JOON - Monthly funds for wellness, fitness, commuting, childcare, pet care, and more.
  • 403(b) Retirement Plan with Employer Match - A 100% match on contributions up to 2% of your salary.
  • Generous Paid Time Off - Paid sick, personal, and vacation days, plus holidays.
  • Professional Growth Opportunities - Access to training, leadership and management courses, mentorship, and career advancement.
  • Employer-Paid Life & Disability Insurance, Employee Assistance Program (EAP), Telehealth Services and more!

If you want to join us in making a difference and positively impact the lives of others while charting your own path of development, then we at the Aspire team would love to hear from you.

From $75,000 annually

Aspire Living & Learning believes it must play an active role in creating a community of employees that is diverse, inclusive and equitable. Our work benefits greatly from the contributions of people of color, people from working class backgrounds, women, LGBTQ people, and individuals with disabilities. Hence, we strongly encourage applications from people with these identities or who are members of other marginalized communities.