Executive Assistant

Gainsight • Sacramento, CA

38d • $110,000 - $125,000 • Hybrid

About The Position

We're looking for a full-time Executive Assistant to join our Executive Assistant team. You'll report to the Senior Manager, Talent Development. In this role, you’ll play a key role in maximizing the effectiveness and impact of Gainsight’s CEO by ensuring seamless day-to-day operations, proactively managing priorities, and serving as a trusted partner. You’ll anticipate needs, navigate competing priorities, and create the structure that allows the CEO to remain focused on Gainsight’s highest-impact business initiatives. This is a great opportunity for someone who thrives in a fast-paced, global, and constantly evolving environment and enjoys working cross-functionally. The ideal candidate brings exceptional skills in executive partnership, complex calendar and travel management, prioritization, and operational execution. This role is hybrid with the expectation that you will be on-site whenever the CEO is present. However, there is flexibility to work from home when they are traveling or out of the office.

Requirements

• Must be located in the Bay area
• 10+ years of experience as an Executive Assistant, including 3-5 years of experience directly supporting a CEO, ideally within a fast-paced, global organization.
• Demonstrated ability to operate as a trusted partner to a CEO, with exceptional judgment, discretion, anticipation, and the ability to understand and prioritize business needs.
• Expert-level experience managing highly complex executive calendars, including multiple time zones, shifting priorities, and high-volume internal and external engagements.
• Extensive experience coordinating complex domestic and international travel, including last-minute changes, visas, detailed itineraries, and executive-level logistics.
• Strong experience managing executive expenses with exceptional accuracy, organization, and attention to detail.
• Exceptional written and verbal communication skills, with the ability to confidently interact with senior executives, Board members, customers, partners, and teammates at all levels.
• Exceptional follow-through, organization, prioritization, and attention to detail, with a strong sense of urgency and the ability to remain composed when priorities shift.
• Highly professional and polished, with demonstrated experience handling confidential and sensitive information with discretion.
• Leverages AI and emerging technology to enhance day-to-day effectiveness, streamline administrative workflows, improve meeting preparation and follow-up, organize information, draft communications, and identify opportunities to save time and operate more efficiently.

Nice To Haves

• Experience supporting a CEO within a SaaS, technology, or private equity-backed organization.

Responsibilities

• Manage the CEO's time and priorities, keeping the calendar aligned to the highest-value business priorities and proactively resolving conflicts.
• Own seamless operational execution — travel, expenses, meetings, logistics, and follow-ups completed accurately, proactively, and on time.
• Keep the CEO prepared and supported, ensuring the right context, materials, and information are in hand ahead of key meetings and decisions.
• Build strong, trusted relationships across the Executive Leadership Team, Board, customers, partners, and key internal stakeholders.
• Continuously improve processes, including thoughtful use of AI and technology to reduce administrative burden and boost productivity.
• This role may require occasional travel (up to 30%) for leadership meetings, company events, or other business needs.
• The scope of the role may evolve with the needs of the CEO and business.

Benefits

• The starting base salary range for this role is $110,000– $125,000 USD annually.
• This role is eligible for an annual bonus and participation in Gainsight’s equity program.
• Comprehensive benefits package including fully covered medical premiums (employee-only)
• Flexible PTO
• 401(k) plan
• Dental and vision coverage
• Remote work options
• $10,000 lifetime fertility stipend
• Access to coworking spaces around the globe.
• Dedicated Recharge Holidays - one long weekend each quarter to relax and reset.

What This Job Offers

• Job Type: Full-time
• Career Level: Executive
• Education Level: No Education Listed