Executive Assistant

Summary

Join Tailscale as a detail-oriented Executive Assistant to support our SVP of Operations. You will provide high-level administrative support, ensuring the SVP remains organized and focused. This role requires handling sensitive information with discretion and collaborating with various teams. You'll manage calendars, create presentations, maintain filing systems, prioritize tasks, and arrange travel. The ideal candidate possesses experience in a fast-paced startup environment and strong organizational and communication skills. This is a full-time position with standard business hours, requiring occasional travel.

Requirements

• Previous experience at a high-growth, fast-paced startup, 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 communication 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
• Note: this position will require you to work during the same business hours as the SVP of Operations (9:00a - 5:00p PT, Monday - Friday). Travel and off hours are sometimes required

Responsibilities

• Directly support the SVP of Operations by maintaining focus and eliminating distractions
• Collaborate extensively with the leadership team while taking ownership of various responsibilities
• Manage the SVP of Operation's professional calendar, ensuring purposeful meetings with clear agendas and prepared attendees
• Provide administrative support by creating, editing, and facilitating presentations (including slide decks, spreadsheets, and other documents) for the SVP of Operations to help drive initiatives and programming
• Establish and maintain a comprehensive filing system, ensuring accessibility for the executive team
• Prioritize and assign work to department staff based on delegated authority
• Respond to inquiries or refer them to the appropriate partner both internally and externally
• Respond to inquiries, attend meetings as a note-taker, and facilitate agenda items
• Collect, prioritize, and propel the execution of key decisions
• Arrange detailed domestic and international travel plans and itineraries
• Additional administrative functions include creating 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
• Take a team-oriented approach and provide assistance to other Executive Assistants as required
• Review, prioritize, and (using your discretion) respond to emails on the SVP of Operation’s behalf
• Periodic travel, approximately once a quarter, to support executive needs and enhance collaboration with key stakeholders

Preferred Qualifications

• Familiarity with the Google Workspace product suite
• Experience working with a legal, finance, and sales executives
• Experience engaging with engineering teams
• Familiarity with building systems in Notion
• Experience working with globally-distributed teams

Benefits

• Base salary, equity, and comprehensive benefits
• An inclusive, flexible environment where you can be your authentic self
• A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles)
• Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family!
• All-remote with the opportunity to work from anywhere —enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you)
• Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team/department off-sites, or use your individual travel budget to meet up with team members in Canada, the US, or the UK
• Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities
• Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!
• A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $1000 USD to customize your workstation to make it your own
• Generous parental leave program from your first day. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups for up to 26 weeks