Executive Assistant, Flex

• 5+ years as an Executive Assistant supporting a CEO or Founder at a high-growth startup or similarly high-pace environment
• Extreme attention to detail and the ability to prioritize competing demands in real time
• Sound judgment and discretion handling confidential and sensitive information
• Excellent written and verbal communication
• Comfortable with a high-intensity pace and last-minute changes
• Availability that tracks the CEO’s own schedule — this is not a fixed 9-to-5, and reachability outside standard hours is part of the job
• Willing to travel as needed
• Based in, or willing to relocate to Miami

Desirable

• This role keeps the CEO’s day running the way it should — the right meetings in the right order, so the context from his morning carries cleanly into the afternoon. You’ll own his calendar and travel, with the judgment to resequence on the fly when priorities shift, and the discretion to flag what needs his direct attention versus what can wait. Your hours will largely mirror his — when he’s working, you’re reachable
• Own and proactively manage the CEO’s calendar — sequencing and grouping meetings so related context stays together and he’s not constantly switching gears between unrelated conversations
• Regularly act as first point of contact, exercising judgment on what is a priority versus what should be delegated, deferred, or declined
• Coordinate complex domestic and international travel, often on short notice
• Prepare briefing materials, agendas, and follow-ups for board meetings, investor, and leadership meetings
• Handle confidential and sensitive information with discretion
• Anticipate needs before they’re asked and resolve problems independently