The Role

The Executive Assistant provides comprehensive administrative and operational support to the CFO and CPO. This pivotal role spans traditional EA excellence: calendars, travel, events and the operational infrastructure both teams depend on: meeting rhythms, initiative tracking, and OKR accountability. The right person actively uses AI to eliminate routine work while being a strong culture facilitator.

We are hiring for two Executive Assistant roles, one to support the Finance and People & Culture teams and another to support GTM, Customer Success, and Clinical Strategy. While this description reflects the scope for Finance and People, we welcome candidates with a range of EA experience and backgrounds to apply.

Responsibilities:

Executive Administrative Support

• Proactively manage calendars and travel for both executives, anticipating conflicts, protecting focus time, and ensuring both are prepared for every commitment.
• Process expense reports accurately and on time.

Meeting Infrastructure & Facilitation

• Own agendas for all leadership and full-team meetings — gather topics in advance, synthesize priorities, and distribute pre-reads.
• Facilitate leadership meetings; capture decisions in real time and maintain a living action item log with owners and due dates.
• Surface open items and follow through to closure without being asked.

Initiative Tracking & OKRs

• Maintain a living tracker of key initiatives across both orgs — flag risks and delays before they become surprises.
• Own OKR submission and review cycles; hold leaders accountable for timely inputs.
• Keep core documents current: OKRs, strategic priorities, and operating frameworks.

AI-Enabled Operations

• Automate repetitive work using AI — meeting summaries, agenda drafts, status reports, and follow-up tracking.
• Model a modern, AI-augmented operating style and bring forward practical tool recommendations.

Culture & Events

• Plan and execute team offsites, quarterly events, and all-hands gatherings for both organizations.
• Partner with L&D and Workplace to build meaningful, consistent culture moments throughout the year.
• Collaborate with other EAs to share best practices and create cross-team connection.

Desired Skills & Experience

• 4+ years in an EA, Senior EA, Operations, Business Operations, or Chief of Staff adjacent role — ideally at a fast-growing company
• Demonstrated experience supporting C-suite or senior leadership across multiple functions simultaneously
• Track record of driving cross-functional workstreams to closure without formal authority
• Genuine AI curiosity with hands-on adoption of emerging tools
• Exceptional organizational instincts — builds structure where ambiguity exists
• Strong communicator; comfortable influencing senior leaders without formal authority
• Discreet with sensitive information. Low ego, bias for action
• Proficient in Google Workspace, Slack, Notion or equivalent
• Exposure to Finance or People/HR functions is a plus — familiarity with concepts like close cycles, OKRs, or headcount planning will accelerate your ramp

Benefits

• We offer a competitive benefits program including:
• Medical, dental, vision, life & disability insurance
• 401(k) plan with company match
• Flexible Time Off (FTO), wellbeing days, paid holidays, and summer Fridays
• Mental health resources
• Paid parental leave & Backup Care
• Tuition reimbursement
• Employee Resource Groups (ERGs)

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