Chief Executive Assistant

Join Hire Hangar and work with fast-growing global companies while building a long-term career.

Job Title:

Chief Executive Assistant

Location:

Remote | Time Zone: US Eastern (ET) preferred; must overlap core ET working hours

You are the CEO’s command center and execution integrator across a 3-business portfolio (luxury Caribbean vacation rental asset management, home services/insulation, and Boston real estate development). You translate fast-moving ideas into clear plans, systems, and follow-through—keeping operators accountable so nothing slips.

• Own the CEO’s calendar, priorities, weekly planning rhythm, and daily execution check-ins
• Convert “brain dumps” into structured tasks, owners, deadlines, and follow-ups (with escalation when needed)
• Drive cross-business execution: unify plans, remove blockers, and keep momentum through rapid pivots
• Maintain a weekly portfolio scorecard (marketing, sales KPIs, project milestones, risks, next actions)
• Partner with key operators/partners (Ops, Sales, and Deal partners) to track commitments and accountability
• Coordinate across time zones and teams (including St. Martin ground support and remote VAs)
• Support light investor/client communication (owners/investors, not guests)

• Experience working as Chief of Staff / Senior Executive Assistant / Operations Partner roles supporting a founder or CEO
• Proven ability to run execution systems end-to-end (priorities → plans → tracking → completion)
• Comfort enforcing accountability with senior operators and partners; clear, confident follow-up style
• Strong project management skills (Click Up, Asana, or equivalent) and KPI reporting discipline
• Non‑negotiable:
  Prior remote work experience; fluent with remote collaboration tools (Slack, Zoom, Google Workspace, Asana/Click Up or similar) and ideally experience working with US or UK‑based companies—applications without this will not be considered.

• Experience supporting multi‑business or portfolio operators
• Working knowledge of CRM + marketing ops workflows (email sequences, tagging, lead routing)
• Exposure to real estate development or home services operations

Click Up/Asana, Google Workspace, Slack/Zoom, Airtable/Google Sheets, CRM (Hub Spot/Go High Level /Salesforce or similar), Zapier/Make, AI tools for writing/automation (e.g., ChatGPT)