Executive Assistant

Temporary 12 month role with the possibility of extension and/or conversion to a full-time role based on performance and business needs. Full-time, nonexempt position.

Reports to: Senior Director of Operations. Provides executive support to the CEO.

About Measure Well

Measure Well is an early-stage data, AI, and technology social impact venture funded by The Ballmer Group to lead a national strategy on arming place-based technology leaders with the repeatable tools, community, and capacity needed to significantly expand their community impact and success. Measure Well operates as a fiscally sponsored project of TechSoup Global.

Founded in Cambridge, MA in October 2025, Measure Well's vision is that all communities in the U.S. have the technology tools to measurably advance economic mobility, with a daily mission to empower place-based partnerships to apply exemplary data practices and cutting-edge technology to solve local challenges.

As an early member of the Measure Well team, you will play a critical role in helping the organization operate smoothly, stay focused on what matters most, and build strong execution habits from day one.

Why This Role Matters

The Executive Assistant at Measure Well is a force multiplier for the CEO and the leadership team, providing high-quality administrative, coordination, and operational support. This role combines executive support with operational and vendor management and is ideal for someone who enjoys stakeholder management, variety, takes pride in establishing strong systems, and thrives in a collaborative, mission-driven environment.

This role is responsible for:

• Protecting executive focus and time
• Establishing a clear, reliable rhythm of business
• Ensuring dependable follow-through on commitments
• Helping a fast-moving, early-stage organization operate with discipline and clarity

This is not a passive or reactive role. We're looking for someone who anticipates needs, takes ownership, and brings calm, structure, judgment, and discretion to a complex stakeholder map. This individual will be a trusted partner to our leadership team and represent our brand and the place-based ecosystem with pride.

What You'll Do

Executive support & rhythm of business

• Manage the CEO's calendar end-to-end, including prioritization, preparation, scheduling, and proactive conflict resolution. Coordinate meetings and prepare clear, strategic agendas for all calendar invitations.
• Establish and maintain a strong rhythm of business and annual calendar for the CEO, including weekly leadership meetings, 1:1s, quarterly leadership planning sessions, bi-annual funder reviews, and monthly Advisory Council meetings.
• Ensure the CEO is consistently prepared for meetings with clear agendas, background materials, pre-reads, and expected actions from prior discussions.
• Track action items and commitments coming out of meetings and ensure completion.
• Provide occasional support to two other senior leaders on an as-needed basis, balanced with priority responsibilities.

Operational support & coordination

• Partner closely with the CEO to support day-to-day organizational operations.
• Assist with preparation of leadership meeting materials, agendas, notes, and action logs.
• Support coordination across the leadership team, helping information flow smoothly and efficiently.
• Occasionally provide logistical, meeting room booking, catering, and onsite/remote logistics for staff, leadership team, and Advisory Council offsites.
• Help plan and manage team building activities, celebrations, and internal events.

Expense, travel, invoice, and administrative management

• Manage the CEO's expense reimbursement process, ensuring accuracy, timeliness, and compliance with policies.
• Book and manage the CEO's travel, event, conference, and industry association travel and logistics.
• Process and track invoices, vendor payments, and reimbursements in partnership with the CEO and Finance Analyst.
• Maintain organized records for expenses, invoices, contracts, and key administrative documents.

Communication & professionalism

• Serve as a point of contact for internal and external stakeholders interacting with the CEO.
• Handle sensitive and confidential information with discretion, judgment, and care.
• Represent Measure Well with warmth, professionalism, and respect in all interactions.
• Maintain and contribute to a shared knowledge base and document management.
• Maintain contact lists and distribution groups.
• Post updates to the Measure Well intranet and other digital assets.
• Contribute to special projects and desk research as needed.

Continuous improvement

• Identify opportunities to improve administrative, scheduling, and communication processes.
• Leverage tools and AI-enabled workflows (e.g., scheduling tools, meeting notes, task tracking) to reduce friction and manual work.
• Help establish repeatable, scalable support systems as the organization grows.

Success in the First 6 Months

• The CEO's calendar and workload are well-structured, prioritized, and sustainable. All requests to meet with the CEO are answered promptly and balanced for priority.
• Leadership meetings run smoothly, with clear agendas, preparation, and follow-through.
• Expenses and invoices are processed accurately and on time, with minimal rework.
• The CEO experiences a noticeable reduction in administrative and coordination burden.
• You are seen as a trusted, proactive partner who helps the organization operate better.

• 5+ years of experience supporting senior executives, preferably in fast-moving, mission-driven, or startup environments.
• Strong attention to detail, organizational, and time-management skills, with the ability to manage multiple competing priorities.
• Strong judgment and discretion when handling confidential information.
• Clear, professional written and verbal communication skills.
• Comfort working in a remote-first environment with distributed teams. Able to align schedule to the CEO's Eastern Standard Time zone.
• Experience in or commitment to learning AI tools to work more efficiently.
• Calm, grounded presence; ability to bring order without bureaucracy.
• Professional and emotional maturity, proactiveness, and motivation to learn and grow in a fast-moving environment.

Compensation

• Up to 40 hours per week, competitive salary commensurate with experience.
• Opportunity to potentially transition into a full-time role after 6–12 months.
• Base salary range for the full-time remote position: $100,000–$130,000, plus a comprehensive benefits package including medical, dental, vision, retirement, and other perks.

How to Apply

• Include a resume and a cover letter describing your experience supporting senior leaders, why you'll enjoy this kind of role, and what makes you an exceptional Executive Assistant.

Equal Opportunity TechSoup (Measure Well's fiscal sponsor) is an Equal Opportunity Employer and is committed to ensuring that all employees and applicants receive equal consideration and treatment, regardless of race, color, creed, gender (including gender identity or gender expression), religion, marital or domestic partner status, age, national origin or ancestry, physical, mental, or medical disability, sex, sexual orientation, citizenship, military service status, veteran status, or any other characteristic protected by state or federal law or local ordinance.