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Executive Assistant

GainsightUSA - CA - RemoteG&A
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Salary
$110K - $125K USD
Job type
Full-time
Work mode
Remote
Posted
28 Aug 2026
Status
Open · checked 7d ago

About this role

This full-time Executive Assistant position at Gainsight offers a remote work arrangement based in the San Francisco Bay area with on-site requirements when the CEO is present. It is an ideal role for an experienced administrative professional looking to partner closely with top leadership in a fast-paced environment.

Role Overview

Gainsight is seeking a dedicated Executive Assistant to join the team and maximize the impact of the company's CEO. Based in the San Francisco Bay area, this position requires being on-site at the San Francisco location whenever the CEO is present, with the flexibility to work from home during travel periods. The professional in this role will act as a trusted partner, orchestrating daily schedules, anticipating strategic needs, and streamlining operations so the executive can concentrate on primary business goals.

Key Responsibilities

Direct the calendar of the chief executive officer to align with top-tier business objectives and resolve scheduling conflicts proactively.
Handle complete operational logistics including travel itineraries, expense tracking, meeting preparation, and timely follow-ups.
Guarantee that the CEO arrives at meetings fully prepared with correct context, materials, and necessary data.
Foster solid working partnerships with the executive leadership team, board members, key partners, and internal colleagues.
Upgrade operational workflows continually by integrating artificial intelligence and modern technology to minimize routine tasks.
Manage occasional travel requirements of up to thirty percent for company events and leadership sessions.

Requirements

Must reside within the San Francisco Bay area.
Ten or more years of overall experience functioning as an executive assistant, including three to five years dedicated directly to supporting a chief executive officer in a global setting.
Proven capacity to act as a reliable confidant with high standards of discretion, judgment, and anticipation.
Advanced expertise in scheduling complex calendars spanning multiple time zones and high-volume stakeholder engagements.
Extensive background in planning intricate domestic and international travel logistics, visas, and detailed itineraries.
Demonstrated proficiency in compiling executive expense reports accurately.
Exceptional verbal and written communication abilities to engage comfortably with senior leaders and external partners.
Strong attention to detail, organization, and urgency under shifting priorities.
Experience applying artificial intelligence and emerging tools to enhance daily productivity and streamline drafting or organization.

Nice to Have

Background supporting a chief executive officer inside a private equity-backed, technology, or SaaS company.

Skills and Tools

Complex calendar coordination across time zones
Global travel management and logistics
Executive expense reporting
AI and modern workplace technology utilization
High-level written and verbal communication
Discretion in handling confidential information

Salary and Benefits

The starting base salary range spans from $110,000 to $125,000 annually, with actual compensation determined by background, location, and skills. Additional compensation elements include an annual bonus and equity program participation. The comprehensive benefits package features fully covered employee-only medical premiums, dental and vision care, flexible paid time off, a 401(k) plan, a $10,000 lifetime fertility stipend, global coworking space access, and quarterly Recharge Holidays.

About the Company

Gainsight operates as an AI-powered retention engine and CustomerOS platform utilized by over two thousand companies worldwide. The organization fosters a collaborative environment centered on human-first business practices, diverse strengths, and continuous professional growth.

How to Apply

Interested candidates should submit their application directly through the official Gainsight careers page.

Questions candidates ask

Where is this job located?

This role is remote with the requirement to be based in the San Francisco Bay area and work on-site at the San Francisco location whenever the CEO is present.

What is the salary range for the Executive Assistant position?

The starting base salary range is $110,000 to $125,000 USD per year, with potential variations based on experience, skills, and location, plus an annual bonus and equity eligibility.

How many years of experience are required?

Candidates must have 10+ years of total experience as an Executive Assistant, which must include 3 to 5 years of direct experience supporting a CEO.

Does this role require travel?

Yes, the position may require occasional travel of up to 30% for company events, leadership meetings, and other business needs.

What benefits are included?

Benefits include fully covered employee-only medical premiums, dental and vision coverage, flexible PTO, a 401(k) plan, a $10,000 lifetime fertility stipend, access to global coworking spaces, and quarterly Recharge Holidays.

Ready to apply?

The application is on the official Gainsight careers page.

Apply on company site