Job Title: Chief of Staff to CEO/Founder
Location: US (remote) or Cayman Islands (office-based)
Salary: $150,000 – $400,000

We are looking for an exceptional Chief of Staff to support a dynamic CEO/Founder who is based between the US & Cayman Islands. This is a rare opportunity to step into a pivotal, high-impact role at the heart of a fast-moving and global organisation.

This position combines true Chief of Staff responsibilities with high-level executive and personal support. It requires absolute discretion and the ability to operate seamlessly in a 24/7 environment. The successful candidate will act as a trusted right hand and strategic sounding board, while also ensuring the CEO’s professional and personal life runs flawlessly.

Key responsibilities:

• Serve as a strategic partner and confidant to the CEO
• Act as a sounding board on high-level decisions and strategic direction
• Oversee and coordinate complex projects on the CEO’s behalf
• Provide comprehensive EA/PA support including meticulous calendar and inbox management
• Coordinate complex global travel (including private jets, accommodation, and last-minute changes)
• Manage and hire private staff as required
• Oversee both business and personal logistics with absolute discretion
• Be willing to operate hands-on when needed - no task too big or too small

Key requirements:

• Extensive experience supporting an UHNWI in a true right-hand capacity
• Prior experience supporting a senator in Capitol Hill (DC) is preferred
• Experience operating as a Chief of Staff is preferred
• Proven ability to work around the clock and remain composed under pressure
• Highly discreet, emotionally intelligent, and strategically minded
• Entrepreneurial drive and mindset
• Willing and able to travel
• Graduate from a top university

Please only apply if you have the right to work in the US or Cayman Islands.

REF: DM159653