Chief of Staff supporting the CEO at Cloud9, transforming hospitality with AI-driven execution. Streamlining operations and maximizing productivity in a dynamic environment.
Responsibilities
Protect CEO's calendar so 90% of the time maps to the top 3 company KPIs.
Eliminate >80% of inbound distractions (calls, emails, meetings) that don’t drive leverage.
Anticipate CEO's needs a minimum of 72 hours ahead, removing bottlenecks before they appear.
Run weekly sync with CEO—capture action items, ensure 100% closed-loop follow-up.
Orchestrate CEO travel (business + personal) with contingencies that produce zero misses.
Manage media, events, and investor touchpoints—ensure the CEO is prepped, polished, and on time.
Draft and triage communications—deliver only “signal, not noise” to CEO's attention.
Integrate business + personal operations so the CEO never loses momentum.
Build repeatable systems for scheduling, travel, and execution—remove yourself as a bottleneck.
Flex evenings/weekends when needed—CEO pace sets the tempo.
Requirements
7–10+ years supporting founders, CEOs, or high-net-worth operators.
Proven ability to manage multiple domains (personal + business) without confusion.
Elite written + verbal communicator. Zero wasted words. Signal only.
Bulletproof discretion—trusted with sensitive information.
High EQ. Calm under pressure. Zero drama.
Outcome obsession—can show past KPIs you’ve shifted (time saved, errors reduced, throughput increased).
Fast response time. Always on. No delay loops.
Ability to thrive in ambiguity, adjust fast, and own outcomes without excuses.
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