Executive Assistant

Join Handshake, a fast-growing technology company, as an Executive Assistant. In this critical role, you will support four VP-level executives, manage complex calendars, coordinate meetings, book travel, and assist with expense reporting. You will also serve as a strategic partner, support special projects, plan team events, and act as a welcoming representative of Handshake. The ideal candidate will have 3-5 years of experience supporting senior executives, exceptional attention to detail, and strong organizational and project management skills.

• Complex calendar management and internal and external meeting coordination across four VP-level executives, balancing competing priorities and maximizing executive effectiveness.
• Assist with booking travel, including airline and hotel, and ground transportation arrangements, and prepare detailed itineraries for executives.
• Act as a strategic partner to executives by anticipating needs, proactively solving problems, and identifying opportunities to improve efficiency and streamline operations.
• Passion for problem-solving, continuous improvement, and delivering exceptional support
• Experience planning complex travel, offsites, team events, and executive meetings
• 3-5 years of Executive Assistant experience supporting senior executives, preferably within a high-growth technology company or similarly fast-paced environment
• Experience leveraging AI and automation tools to improve efficiency and streamline administrative workflows is a plus
• Team-oriented mindset with a willingness to collaborate, share best practices, and support fellow members of the Executive Assistant team
• Proven experience supporting multiple senior leaders simultaneously with exceptional attention to detail and prioritization skills
• Demonstrated ability to exercise sound judgment, maintain confidentiality, and navigate sensitive situations with discretion
• Strong proficiency in Google Workspace and collaboration tools such as Slack, Zoom, Workday, and modern productivity platforms
• Outstanding verbal and written communication skills
• Exceptional organizational and project management abilities with a strong bias toward action
• Resourceful, adaptable, and comfortable operating in ambiguity
• High emotional intelligence and strong interpersonal skills, with the ability to build trust and influence across all levels of the organization