Executive Assistant

Insight Global
Waltham, MA

Job Description

Insight Global is hiring a highly polished, experienced Executive Assistant to primarily support the CEO, with additional support to key executive leaders including the Chief Product Officer (CPO) and Chief Financial Officer (CFO).

This is a high-visibility, high-expectation role supporting a demanding executive team. The ideal candidate thrives in fast-paced environments, operates with urgency, maintains discretion, and is confident managing strong personalities while keeping executives organized and on track.

This role will report into the Chief People Officer (CPO - HR).

Key Responsibilities

Manage complex, constantly shifting calendars for the CEO (primary), CPO, and CFO

Own end-to-end scheduling including prioritization, rescheduling, and conflict resolution

Coordinate domestic travel logistics (heavy booking + real-time adjustments)

Prepare and submit expense reports (Concur preferred)

Act as a gatekeeper and point of contact for executives (internal and external stakeholders)

Prepare materials and presentations for meetings

Coordinate meetings, events, and catering logistics

Maintain and manage highly confidential information with discretion

Proactively keep executives aligned on priorities, commitments, and follow-ups

Support ad hoc projects and executive-level initiatives

Compensation:

$55.00/hr to 70.00/hr.

Exact compensation may vary based on several factors, including skills, experience, and education.

Employees in this role will enjoy a comprehensive benefits package starting on day one of

employment, including options for medical, dental, and vision insurance. Eligibility to enroll in

the 401(k) retirement plan begins after 90 days of employment. Additionally, employees in this

role will have access to paid sick leave and other paid time off benefits as required under the

applicable law of the worksite location.

We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment regardless of their race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to [email protected] learn more about how we collect, keep, and process your private information, please review Insight Global's Workforce Privacy Policy:

Skills and Requirements

5+ years of administrative experience, including:

At least 1+ year directly supporting a CEO or equivalent senior executive

Strong experience with:

Calendar management (high volume/complex scheduling)

Travel coordination and itinerary management

Experience supporting multiple C-level executives preferred

Strong Microsoft Office skills (Outlook, PowerPoint, Excel, Word)

Proven ability to operate with urgency, take initiative, and solve problems independently Software/technology company experience strongly preferred

Experience in fast-paced environments such as:

Executive support firms

Private equity

Financial services

Familiarity with tools such as:

Concur (expenses/travel)

Zoom, Slack

Posted 2026-05-31

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