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FlexFlexMiami, FL

Senior EA

Acts as the CEO's operating system, owning time, priorities, information flow, and execution across business and personal domains to maximize leverage and reduce chaos. Requires 8+ years elite experience supporting founders/CEOs in high-growth environments.

130k – 250k/yr
On-site8+ YOEBusiness Operations

About the role

What You’ll Own

You are accountable for outcomes, not tasks.

  1. Time & Priority Control
  • Own the CEO’s calendar end-to-end with zero tolerance for low-leverage meetings
  • Actively shape days and weeks based on strategic priorities, energy, and deadlines
  • Manage relationships with investors, executives, partners, and in some contexts... friends and family
  • Prepare daily and weekly briefs: what matters, what’s coming, what can wait
  1. Information & Execution Hub
  • Be the single intake point for inbound: email, text, Slack, WhatsApp, etc
  • Triage ruthlessly: respond, delegate, escalate, or kill
  • Track open loops across work and personal life until closed
  • Ensure follow-ups happen without the CEO needing to remember
  1. CEO Force-Multiplier
  • Anticipate needs 1–3 steps ahead (travel, meetings, decisions, sensitivities)
  • Pre-read meetings and surface risks, context, and landmines
  • Draft emails, messages, and responses in the CEO’s voice
  • Act as a trusted thought partner, not just an executor
  1. Personal Operations (Yes, This Matters)
  • Travel planning across complex, multi-city schedules
  • Household coordination, logistics, appointments, and life admin
  • Discretion and emotional intelligence across sensitive relationships
  • Reduce cognitive load so the CEO can operate at peak performance

Who You Are

  • 8+ years supporting a Founder, CEO, or ultra-high-performing investor/executive
  • You’ve operated in high-growth, high-pressure environments
  • You think in systems, not checklists
  • You have elite written and verbal communication skills
  • You are calm under chaos and decisive under ambiguity
  • You have impeccable judgment and know when to push back
  • You are deeply discreet and ethically bulletproof
  • You derive pride from making a company unstoppable

Skills

Calendar ManagementExecutive CommunicationTriage SystemsTravel PlanningExecutive BriefingInformation ManagementStakeholder CoordinationDiscretionProject ExecutionLogistics Coordination
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