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 Role Overview 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.

Key Responsibilities

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) Required Qualifications 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 (ClickUp, Asana, or equivalent) and KPI reporting discipline Non-negotiable: Prior remote work experience; fluent with remote collaboration tools (Slack, Zoom, Google Workspace, Asana/ClickUp or similar) and ideally experience working with US or UK-based companies—applications without this will not be considered.

Preferred Qualifications

Experience supporting