Executive Assistant, Office of the CIO

Remote
Swooped $126,000 - $154,000
Full Time Mid Level 3+ years

Posted 4 weeks ago

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About This Role

The Executive Assistant will partner with the Chief Information Officer (CIO) to manage their operating rhythm, maintain visibility across key initiatives, and create structure for efficient organizational alignment. This high-touch, strategic role involves deep understanding of business priorities to ensure the CIO has relevant information for decision-making and maintaining momentum.

Responsibilities

  • Own the CIO's calendar and operating rhythm, ensuring meetings have clear purpose, deep-work time is protected, and weekly/monthly cadences run smoothly.
  • Manage communication and context across Slack, Notion, and email, drafting updates, summarizing meetings, and ensuring decisions and next steps are captured clearly.
  • Maintain the CIO's project dashboard, tracking milestones, risks, owners, and follow-through across multiple cross-functional initiatives.
  • Act as a coordination hub and CIO proxy, aligning stakeholders, managing vendor and partner interactions, and ensuring expectations and timelines remain clear.
  • Create and maintain operational structure, including weekly CIO syncs, daily briefs, board/investor prep, compliance reviews, and ongoing initiative updates.

Requirements

  • 3-7+ years in an Executive Assistant, Chief of Staff, Program Coordinator, or Operations role supporting a senior technical leader.
  • Exceptional written and verbal communication, especially in translating complex details into concise, actionable summaries.
  • Strong operational instincts: organization, prioritization, project tracking, and an ability to proactively identify gaps and blockers.
  • High comfort working in tools like Slack, Notion, and Google Workspace; experience maintaining project dashboards or documentation systems.
  • A mindset of ownership, anticipation, and partnership; someone who sees around corners and stays one step ahead.
  • High integrity, discretion, and professionalism when handling sensitive information.
  • Willingness and ability to travel 20-25%.
  • Must be based in US Central Time.

Qualifications

  • 3–7+ years in an Executive Assistant, Chief of Staff, Program Coordinator, or Operations role supporting a senior technical leader (or equivalent experience in a high-complexity environment).

Nice to Have

  • Experience working in defense technology, cybersecurity, or related industries.

Skills

Google Workspace * Notion * Slack *

* Required skills

Benefits

Equity

About Swooped

A rapidly growing, AI-powered customer communications platform used by thousands of companies worldwide to drive revenue, achieve faster resolutions, and scale effectively. The organization integrates voice, SMS, WhatsApp, and AI into a single, seamless workspace.

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