Tailscale is looking for a proactive and engaging Executive Assistant to support our Chief Technology Officer to provide both personal and professional administrative support. From planning and directing all administrative activities, to supporting our team with offsites and team bonding activities, your support will be essential to keeping the Engineering Organization and its leaders operating efficiently and effectively  Because we’re an early-stage and fully remote company, we’re looking for an individual who can think on their feet, enjoys collaborating with highly technical teams, and is comfortable working asynchronously.

 Are you excited to nurture positive relationships and help set our team up for success? If so, we’d love for you to apply!

You will:

• Keep the Chief Technology Officer laser-focused by removing and unblocking any and all distractions. As such, this role involves heavy collaboration with the leadership team in addition to an ownership mindset.

• Maintain personal and professional calendars in a thoughtful and purposeful manner, ensuring meetings contain the appropriate attendees, agenda items, and are aligned with top priorities

• Analyze and work to deeply understand the goals, and help drive schedules accordingly.

• Collect, prioritize, and drive the execution of key decisions.

• Arrange complex and detailed domestic and international travel plans and itineraries.

• Communicate directly, on behalf of the leadership team, with external and internal stakeholders.

• Additional administrative functions include expense reports, planning for and assisting with offsites, and the preparation of documents for signature and presentations

• Prioritize conflicting requests and needs and handle matters proactively, swiftly, and to completion while meeting deadlines.

• Assist the CTO with ad hoc projects and support, including personal events and family needs.

• Be located in the Bay Area and have intimate knowledge of the Bay Area.

Ideally, you have:

• Previous experience at a high-growth, fast-paced startup, ideally in which you have provided administrative and logistical support to startup founders, leadership or executives.

• A proactive and resourceful approach to your work - you’re a natural problem solver with an ability to think on your feet and propose alternative solutions.

• Excellent organization, time management, and both written and verbal interpersonal skills.

• Good business judgment - you know when to escalate issues upward and when to apply common sense.

• Acute attention to detail - you’re extremely organized, with a knack for noticing and remembering the small stuff.

• A people-first mentality and the ability to anticipate needs and preferences.

• Experience giving and receiving constructive feedback and working independently.

• Flexibility to adjust to the dynamic nature of a startup.

• This position will require you to work during business hours (travel, off hours and OT also involved)

It’s nice if you have:

• Familiarity with the Google Workspace product suite.

• Experience engaging with engineering teams.

• The ability to quickly learn new tools and technologies.

• Experience working with globally-distributed teams.