Chief Executive Assistant
This is the employer's own posting, not a copy on a job board.
What we know
Is it still open?
Confirmed still open
Last checked 1d ago — checked against the employer's own applicant tracking system, which is the company answering directly.
We re-read the employer's own applicant tracking system and the posting was still there. That is the company answering directly.
How old is it?
Posted 49d ago
The date the source published, not the day we noticed it (2026-07-28). Last seen at its source just now.
Is it remote?
Marked remote on the employer's board
Their board carries a remote setting on this posting — a field they filled in, not wording we read. The location field names somewhere specific, which is usually where the team or the entity sits.
Who may apply?
South Africa
The description states no restriction of its own. This is the source's own tag.
Skills named in the ad
Recognised terms only, from a fixed vocabulary — this is what CV matching compares against.
Carried by 1 source
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ashby employer's own board first seen 11d ago · last seen just now
The listing
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 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
Tools & Technology
ClickUp/Asana, Google Workspace, Slack/Zoom, Airtable/Google Sheets, CRM (HubSpot/GoHighLevel/Salesforce or similar), Zapier/Make, AI tools for writing/automation (e.g., ChatGPT)
Please NOTE
It is crucial that you complete the application form 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 step of the interview process. If you do not record a video, we will not be able to consider you for ANY open roles
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