Strategic Executive Assistant to the CEO

Strategic Executive Assistant to the CEO Get AI-powered advice on this job and more exclusive features. At AI Leadership, we believe in clarity, structure, and well-run operations that allow our team to focus on the work that creates the greatest impact. The Strategic EA role exists to provide end-to-end leverage to the CEO by owning tactical and operational execution: inbox, calendar, logistics, and meeting prep. We are looking for a "thinking partner" who can maintain the highest standards of operational excellence and brand representation. Who We’re Looking For The Strategic Executive Assistant (EA) will act as the CEO's "20% focus" unlock, allowing him to drive 80% of business outcomes. This is not a role for someone who only follows rigid rules; we need an individual who can operate with nuance, anticipate needs before they are stated, and understand the CEO's unique decision-making framework. You will be measured on your ability to triage the CEO's inbox to 95% without escalation and reduce calendar friction to near-zero. If you are a high‑nuance individual who "just gets it" and thrives in a fast‑paced environment, this role is for you. Why You Should Join Us AI Frontier : Gain direct exposure to the AI space and learn to build and refine AI‑driven automation. Career Growth : We are a growing organization that values internal mobility; this role has a path toward operations or management, as demonstrated by previous incumbents. High‑Impact Environment : Work alongside experienced leaders who prioritize growth, ambition, and proactive problem‑solving. Role Responsibilities The 20% That Drives 80% of Success Inbox Ownership : Manage the CEO's inbox end‑to‑end, responding to all messages within 24 hours using his tone and zero "emotional leakage". Strategic Calendar Defense : Own the calendar to ensure it reflects strategic priorities; proactively identify gaps or blockers and coordinate with the family assistant to honor personal time. Flawless Travel & Logistics : Execute end‑to‑end travel (flights, hotels, ground transport) and remain on‑call for any transit issues. Meeting Readiness : Maintain prep docs and ensure the CEO is fully prepared for every internal and external stakeholder interaction. The Remaining 80% HubSpot & CRM Maintenance : Review deals weekly, ensure follow‑up tasks are executed on time, and load new contacts sourced by the CEO. SOP & Notion Management : Fully own and update all CEO‑related workflows and databases, ensuring documentation is audit‑ready and searchable. Small‑Scope Project Management : Lead projects assigned by the Exec Ops Manager, assessing needs, developing plans, and communicating status to stakeholders. Skills & Attributes We're Looking For Methodical & Nuanced : You understand the difference between tactical execution and strategic decision‑making and can operate independently in ambiguous situations. 1–3 Years of Relevant Experience : Ideally supporting senior leaders or working in high‑growth, corporate, or communications‑heavy environments. Proactive Tech‑Savviness : Proficiency with Google Workspace, Slack, HubSpot (or similar CRMs), and Notion, plus a strong drive to use AI tools for speed and efficiency. Executive Presence : You have a professional audio/video setup and communicate with the polish required for CEO‑facing interactions. Coachability : You believe feedback is the "breakfast of champions" and iterate quickly based on guidance. Our Values Create remarkable experiences – Every interaction is a chance to satisfy customers and internal team members. Always be growing – Committed to continuous improvement and individual learning. Deliver results – Taking initiative to solve problems and drive success regardless of formal responsibility. Do the right thing – Prioritizing integrity, respect, and discretion in all interactions. Practice what we teach – Pushing the boundaries of what it means to be AI‑driven. Compensation & Location Compensation : Starts at $2,000 USD Location : Remote (Working within 8 AM - 5 PM CST is preferred). Application & Selection Process To apply, send your Resume (PDF titled "Lastname.Firstname.EA.pdf") to . Our process is thorough but rewarding. Here is what you can expect: Technical AI Prompt Test and Strategic Thinking Exercise Behavioral Assessments : Working Genius (to assess natural strengths) and Kolbe A Index. Three‑Step Interview sequence : Initial Screening call → Head of Operations → CEO. Seniority level Mid‑Senior level Employment type Full‑time Job function Administrative, Human Resources Services Referrals increase your chances of interviewing at Allsikes by 2x. #J-18808-Ljbffr