Executive Assistant, Office of the CIO

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

Posted 1 month ago Expired

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About This Role

This is a strategic Executive Assistant role partnering with the Chief Information Officer (CIO) to manage their operating rhythm, ensure alignment across key initiatives, and streamline organizational efficiency within a fast-growing technical environment.

Responsibilities

  • Own the CIO’s calendar and operating rhythm, ensuring clear meeting purposes, protected deep-work time, and smooth weekly/monthly cadences.
  • Manage communication and context across Slack, Notion, and email, drafting updates, summarizing meetings, and capturing decisions and next steps 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 clear expectations and timelines.
  • 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 (or equivalent experience in a high-complexity environment).
  • 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.

Technology
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