Executive Assistant to Chief Technology Officer

Help Scout


Help Scout is a remote first company, with 150+ employees working from 80+ cities all over the world to build helpful, human customer service tools. Our mission is to support small businesses with tools that make customer support more helpful and human. Today we’re supporting more than 12,000 of them — we’re passionate about this stuff! We’re also a Certified B Corporation.

We have big growth plans for 2022 and our Chief Experience Officer, Mariah Hay, is looking for an Executive Assistant to support her as we scale. If you’re passionate about people and technology, we might be looking for you

About the Role

  • Leader support: You’ll be our CXO’s go-to person, assisting her with everything from calendar to project management. For example, you will facilitate OKR planning across the entire CXO Group. You’ll also act as a proxy for communications, answering general questions, referring routine matters to appropriate parties, and following up to ensure proper resolution.
  • Team support:You’ll make sure the Experience team stays on top of departmental daily activities as well as annual deadlines. 
  • Time and calendar management:You’ll be the primary contact for scheduling, actively managing calendars in such a manner that the CXO can complete her obligations in an organized and efficient way.
  • Project coordination: You’ll be involved in end-to-end project management for org-wide projects and initiatives, including inception, planning, documentation, tracking and communication
  • Cross-functional collaboration: You’ll collaborate with other Executive Assistants and teams to expand organizational communication and efficiently plan and execute milestones and events across teams.
  • Salary: We have an internal transparent salary matrix for each team. For this role, we are paying $98,000-$114,000 USD. Read more about how we approach compensation here!

About You

  • You have multiple years of experience supporting C-Suite executives in technology and/or engineering. You’re comfortable working with everyone from the highest level stakeholders to individual contributors.    
  • You are an excellent written and verbal communicator. 
  • You treat privileged information with care. You can be trusted with sensitive data, and use that trust to build relationships with the CXO and other key stakeholders. 
  • You are a creative problem-solver. When something goes off the rails, you jump in with ideas and a strong will to make things happen. 
  • You are a self-starter. You can ideate and bring to completion tasks, with minimal feedback, in an ambiguous environment on short notice.
  • You are an all-star collaborator. You think three steps ahead and anticipate people's needs and enjoy helping others and making their priorities your own.
  • You act as an extension of the CXO, demonstrating professional polish in both internal and external interactions and the ability to exhibit grace and composure under pressure.
Apply here

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