Trupanion

Insurance

ExecutiveAssistanttotheCOO&CMO

$90–110k Seattle, Washington, United States FULL TIME
The Brief

“Executive Assistant to the COO & CMO at Trupanion. Skills: Calendar Management, Executive Support, Communication, Organizational Skills, Confidentiality. Provide proactive, high-caliber administrative and operational support to the Chief Operating Officer (COO) and Chief Marketing Officer (CMO). Manage complex calendars, coordinate the executive operating rhythm, and serve as a central point of coordination across Operations, Marketing, and cross-functional partners. Anticipate needs, bring stru”

What You'll Achieve.

Ensures both leaders can focus on their highest-value priorities by managing complex calendars, coordinating the executive operating rhythm, and serving as a central point of coordination. Ensures leaders are prepared for key meetings, decisions, and communications. Support the flow of information across Operations and Marketing to help initiatives move forward efficiently.

Industry & Context.

Insurance
Problems you'll solve

Proactive, solutions-oriented mindset with judgment; Identify opportunities to streamline workflows, standardize templates, and improve executive support processes

Eligibility Requirements

This position is open to candidates in the Seattle area. You will have a hybrid remote/in-office schedule where you will work from our casual, pet-friendly office at least 3 days a week.

What They're Looking For.

Must Have

10+ years of experience supporting senior leaders (VP-level or above); experience supporting multiple executives preferred. Advanced proficiency in Microsoft Office (Outlook, Word, PowerPoint, Excel). Demonstrated experience managing complex calendars and executive operating rhythms. Experience partnering with other Executive Assistants and administrative professionals.

Nice to Have

Experience supporting multiple executives.

What You'll Do.

Provide proactive, high-caliber administrative and operational support to the Chief Operating Officer (COO) and Chief Marketing Officer (CMO).

Manage complex calendars, coordinate the executive operating rhythm, and serve as a central point of coordination across Operations, Marketing, and cross-functional partners.

Anticipate needs, bring structure and discipline to fast-moving agendas, and ensure leaders are prepared for key meetings, decisions, and communications.

Handle highly sensitive and confidential information with professionalism, discretion, and sound judgment.

Identify opportunities to streamline workflows, standardize templates, and improve executive support processes.

How You'll Work.

Team & Collaboration

Collaborate closely with other Executive Assistants across the company to ensure coordination and alignment of activities. Serve as a connector between the COO, CMO, their leadership teams, and key partners (e.g., Executive Assistants, Finance, People Ops, Product, Communications). Support the flow of information across Operations and Marketing to help initiatives move forward efficiently.

Communication Scope

Exceptional written and verbal communication skills

Process & Methodology

coordinating the executive operating rhythm, Maintain visibility into recurring deliverables and key deadlines, Lead end-to-end preparation for executive meetings, Establish and manage timelines for material development, ensuring material quality and timely circulation, Anticipate downstream needs by preparing follow-up materials, capturing decisions and action items, and supporting next steps

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