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 reputed company, reputed company, and reputed company growth opportunities. Apply To This Job