Executive Assistant

We’re building the AI-driven future of customer success, from retention to growth!

We’re building the AI-driven future of customer success, from retention to growth! Gainsight is the AI-powered retention engine behind the world’s most customer-centric companies. The Gainsight CustomerOS platform orchestrates the customer journey from onboarding to outcomes to advocacy. More than 2,000 companies trust Gainsight’s applications and AI agents to drive learning, adoption, community connection, and success for their customers.

About This Role:

We're looking for a full-time Executive Assistant to join our Global Executive Assistant team. You'll report to the Senior Manager, Talent Development. This is a remote role based in Mexico City, Mexico.

In this role, you'll play a key role in keeping our executive team running smoothly by serving as the operational backbone for an assigned group of executives — keeping calendars tight, travel seamless, and expenses accurate. This is a great opportunity for someone who thrives in a fast-paced, high-velocity environment and enjoys working cross-functionally with teams like our executive leadership and their broader organizations. The ideal candidate brings strong skills in calendar and meeting management, travel coordination, and expense management.

You'll be a formal Gainsight employee, payrolled through our third-party vendor Remote. You'll be joining an existing team of Executive Assistants, and we also have an office (optional attendance) located in CDMX.

What You'll Do:

• Manage executive calendars, including scheduling and prioritizing meetings, events, and calls.
• Coordinate logistics for meetings, ensuring all necessary materials and resources are prepared in advance.
• Organize travel arrangements when needed, ensuring seamless itineraries and addressing last-minute changes.
• Manage expense reports: track and submit expense reports accurately and on time.
• Handle confidential information with discretion and maintain a high level of professionalism.

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 global travel up to 20-30% of the time for team meetings, training, or company events.

What We're 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 4–5 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.

Must have 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 You’ll 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 Compensation and Benefits: At Gainsight, we believe great work happens when teammates feel fully supported.

• The starting base salary range for this role is $38,000 -$43,000 USD equivalent, paid in Mexican pesos via Remote. Actual compensation may vary based on factors such as skills, experience, and location.
• We offer a comprehensive benefits package including a corporate performance bonus and a Christmas bonus (Aguinaldo) per local requirements. Benefits are administered through Remote, including medical, dental, vision, and other local statutory benefits. Teammates also enjoy Flexible PTO.

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.

Our Growth Opportunities: From mentoring to career development opportunities, we’re 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, we’d love to hear from you.

Additional Information:

We’re 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 recruiting@gainsight.com.

If you’re 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.