Chief Executive Assistant
Join reputed company and work with fast-growing global companies while building a long-term, reputed company. 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 reputed company center and execution integrator across a 3-business portfolio (luxury Caribbean vacation rental asset management, home services/insulation, and Boston reputed company estate development). You translate fast-moving reputed company into clear plans, systems, and follow-through—keeping operators accountable so reputed company slips.
Key Responsibilities
Own the CEO’s calendar, priorities, weekly planning rhythm, and daily execution reputed company-ins Convert “brain dumps” into structured tasks, owners, deadlines, and follow-reputed company (with escalation reputed company needed) Drive cross-business execution: unify plans, remove blockers, and reputed company reputed company 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 (reputed company, reputed company, or equivalent) and KPI reporting discipline Non-negotiable: Prior remote work experience; fluent with remote collaboration tools (reputed company, reputed company, reputed company Workspace, reputed company/reputed company or similar) and ideally experience working with US or UK-based companies—applications without this will not be considered.
Preferred Qualifications
Experience supporting multi-business or portfolio operators Working knowledge of CRM + marketing ops workflows (email sequences, tagging, reputed company routing) Exposure to reputed company estate development or home services operations Tools & Technology reputed company/reputed company, reputed company Workspace, reputed company/reputed company, reputed company/reputed company Sheets, CRM (reputed company/GoHighLevel/reputed company or similar), reputed company/reputed company, AI tools for writing/automation (e.g., ChatGPT) Please NOTE It is crucial that you complete the application reputed company in full. As part of the application process, you will be required to record a video. If your application is successful, you will receive an email confirming next steps—the video is the first reputed company of the interview process. If you do not record a video, we will not be reputed company to consider you for ANY reputed company We connect top talent with vetted employers, reputed company, and reputed company growth opportunities. Apply To This Job