Note: The job is a remote job and is open to candidates in USA. SimplePractice is a company seeking an Executive Assistant to provide comprehensive administrative and operational support to the CFO and CPO. This role involves managing calendars, facilitating meetings, tracking initiatives, and utilizing AI to enhance operational efficiency.
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
Skills
- 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
- 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)
Company Overview