Executive Assistant

Were building the AI-driven future of customer success from retention to growth!

Were building the AI-driven future of customer success from retention to growth! Gainsight is the AI-powered retention engine behind the worlds most customer-centric companies. The Gainsight CustomerOS platform orchestrates the customer journey from onboarding to outcomes to advocacy. More than 2000 companies trust Gainsights applications and AI agents to drive learning adoption community connection and success for their customers. To explore how our suite of solutions is shaping the future of customer success check out the link.

About This Role:

Were looking for a full-time Executive Assistant to join our Sales Operations team reporting to the Senior Manager Talent Development. This role is a remote role based in Mexico.

In this role youll play a key role in keeping Gainsights senior leaders operating at full capacity by proactively managing complex calendars coordinating multi-leg global travel and ensuring expenses stay accurate and on time. This is a great opportunity for someone who thrives in a fast-paced high-velocity environment and enjoys working cross-functionally with teams like fellow Executive Assistants and executives extended teams. The ideal candidate brings strong skills in high-volume global calendar management complex international travel coordination and discreet handling of confidential information.

What Youll Do:

• Proactively manage executive calendars anticipating scheduling conflicts prioritizing competing demands and maintaining awareness of executive priorities without being prompted.

• Support up to 3 Senior leaders simultaneously with occasional task-switching to cover other EAs (e.g. maternity leave coverage) working with flexible executive schedules rather than fixed hours.

• Coordinate logistics for meetings ensuring all necessary materials agendas and resources are prepared well in advance.

• Manage complex multi-leg global travel arrangements including US and UK trips ensuring seamless itineraries and responding quickly to last-minute changes.

• Track and submit expense reports accurately and on time including familiarity with tools such as Concur.

• Build strong trust-based relationships with the executives extended team and key stakeholders.

• Handle confidential information with discretion and maintain a high level of professionalism at all times.

• Leverage AI tools and modern productivity software to operate efficiently and stay ahead of the pace.

• Take on light personal tasks to support the executives overall workflow as needed.

• Other duties as assigned.

This is not a complete list of responsibilities and the scope of the role may evolve with the needs of the team and business. This role will require occasional travel for team meetings training or company events.

What Were Looking For:

• 6 years as an Executive Assistant supporting C-level executives not just VP or director-level.

• 6 years of high-volume global calendar management across multiple time zones with a track record of proactive not reactive scheduling.

• 6 years coordinating complex international travel (multi-leg multi-country itineraries).

• Demonstrated ability to support multiple executives simultaneously (the pace of supporting 45 executives at once is the equivalent of one C-level).

• 3 years of G Suite experience (Google Calendar Gmail Drive); proficiency in expense tools such as Concur.

• Stable employment history with demonstrated tenure in prior roles.

• Comfortable working flexible hours to align with executive time zones and availability.

• Fluent in English; strong written and verbal communication skills.

Preferred skills or experience:

• Background in a fast-paced SaaS or startup tech environment industry experience is a plus not a requirement.

• Experience supporting executives across US and UK time zones.

• AI literacy comfortable using AI tools to improve efficiency and output quality.

Why Youll Love It Here:

Gainsight is a place where innovation is shaped through collaboration curiosity and a shared focus on solving real-world problems. With a growing suite of products across customer success product experience community education and AI-powered relationship intelligence we continue to evolve with the needs of our customers. When people with diverse strengths a strong sense of community and true passion for our mission come together they drive greater impact and create lasting value. What underpins it all is a culture that offers the stability trust and support that people need - not just to do the job but to show up as themselves and feel connected to the work they do. Gainsters love working here for several reasons. Here are a few:

Our Core Values: We are guided by our values and our mission to be living proof you can win in business while being Human-First. Learn more here.

Our Growth Opportunities: From mentoring to career development opportunities were passionate about helping our teammates learn grow and thrive.

Our Parody Videos: No explanation needed. Just watch them here!

If this sounds like the right role for you wed love to hear from you.

Additional Information:

Were committed to creating an inclusive fair and transparent hiring process. As an equal opportunity employer we celebrate diversity and are committed to creating a welcoming experience for all candidates.

If you require accommodations or have questions about how your personal data will be used during the hiring process please contact .

If youre applying for a role through an Employer of Record (EOR) or contractor arrangement please note that employment terms and benefits are managed by the EOR or may not apply to non-EOR contractors.

Required Experience:

IC