Jobs · Administrative

Executive Assistant (Operations Partner)

Swooped · United States · Yesterday
RemoteRemoteAdministrative$90k–$125k/yrFull-time

About the Opportunity

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. The organization is 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. This description reflects the scope for Finance and People, and candidates with a range of EA experience and backgrounds are welcome to apply.

Key Responsibilities

  • 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.
  • 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.
  • 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.
  • 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.
  • 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 ramp.

Benefits

  • 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).

Compensation

The organization offers 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).

The amount below represents the expected annual base compensation range for this job requisition. Ultimately, in determining pay, many factors will be considered including, but not limited to, skills, experience, qualifications, geographic location, and other job-related factors.

Base Compensation Range: $90,000—$125,000 USD

The hiring company is an equal opportunity employer committed to building a diverse and inclusive team.

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