Executive Assistant

About Handshake

Handshake was founded on a simple belief that everyone deserves a path to a great career, regardless of where they went to school or who they know. Today, we power 25 million job seekers, 1 million+ employers, and 1,600 educational institutions.

In 2025, we started Handshake AI and built the fastest-growing AI data business in history. We work directly with frontier AI lab researchers to create evaluations, publish benchmarks, and push the boundary of data. We've grown from $0 to ~$1B run rate and pay ~$60M to over 30K individuals every month.

Why join Handshake now:

* Shape how every career evolves in the AI economy, at global scale, with impact your friends, family and peers can see and feel

* Partner hand-in-hand with world-class AI labs, Fortune 500 partners and the world's top educational institutions

* Work together with engineers, scientists, operators, and more from Palantir, Meta, Scale AI, and former YC founders

* Build a massive, fast-growing business with billions in revenue

About the Role

Handshake is seeking a highly organized, proactive, and strategic Executive Assistant to support four VP-level executives. This role is critical to ensuring our leaders operate efficiently and effectively, enabling them to focus on driving the business forward.

The ideal candidate thrives in a fast-paced environment, exercises exceptional judgment and discretion, anticipates needs before they arise, and seamlessly manages competing priorities. In addition to providing executive support, this individual will serve as a trusted partner across the organization, helping coordinate key initiatives, drive operational excellence, and foster a positive employee experience.

This position is based in downtown San Francisco and requires an in-office presence five days per week (Monday-Friday).

* Complex calendar management and internal and external meeting coordination across four VP-level executives, balancing competing priorities and maximizing executive effectiveness.

* Schedule internal and external meetings; follow up with guests to confirm attendance and help compile and prepare meeting materials.

* Assist with booking travel, including airline and hotel, and ground transportation arrangements, and prepare detailed itineraries for executives.

* Manage expenses and expense reporting for executive leaders.

* Act as a strategic partner to executives by anticipating needs, proactively solving problems, and identifying opportunities to improve efficiency and streamline operations.

* Support special projects and cross-functional initiatives on behalf of executive leaders, tracking key deliverables, deadlines, and follow-up items.

* Plan team events and offsites while maintaining a strong pulse on culture and team morale.

* Act as the team expert and go-to person for matters related to supported leaders and departments.

* Work closely with the recruiting team to coordinate interviews between executives, team members, and candidates, ensuring a seamless candidate experience.

* Serve as a welcoming representative of Handshake for executive guests, candidates, partners, and other visitors to the San Francisco office, ensuring a polished and professional experience.

* Coordinate meeting logistics, room setup, and executive hospitality for leadership meetings and key visitors.

* Keep relevant stakeholders informed and ensure information is effectively communicated throughout teams and the broader organization. Identify communication gaps and escalate issues when appropriate.

* Leverage technology, AI-powered tools, and process improvements to increase efficiency, automate routine tasks, and enhance executive support workflows.

* Exercise exceptional judgment and discretion while handling confidential business, personnel, and organizational matters.

* Collaborate closely with the broader Executive Assistant team, sharing best practices and providing support as needed.

Desired Capabilities

* 3-5 years of Executive Assistant experience supporting senior executives, preferably within a high-growth technology company or similarly fast-paced environment.

* Proven experience supporting multiple senior leaders simultaneously…