Inside Out Group

Senior Executive Assistant

Inside Out Group

full-time

Posted on:

Location Type: Remote

Location: Colombia

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Salary

💰 $8 - $10 per hour

Job Level

Senior

About the role

  • Manage the founder’s inbox using a context driven, stage gated approach that includes prioritization, drafting executive level responses, and responding on behalf of the founder when appropriate.
  • Oversee complex Outlook calendar management in a high demand environment, including protection of deep work time, evaluation of meeting value, and proactive conflict resolution.
  • Anticipate upcoming preparation needs, decision points, and scheduling risks before they are escalated.
  • Lead the onboarding and ramp up phase by proposing and implementing structured workflows, communication norms, and operating rhythms for the role.
  • Identify operational gaps, inefficiencies, or recurring friction points and independently design and implement solutions.
  • Own recurring and ad hoc initiatives by tracking progress, coordinating stakeholders, and ensuring follow through to completion.
  • Leverage AI tools to streamline workflows, enhance productivity, and improve executive output beyond basic task automation.
  • Draft and manage high stakes communications with senior leaders, consulting clients, and external partners with clarity and professional authority.
  • Act as a trusted gatekeeper, screening requests and managing sensitive information with discretion and sound judgment.
  • Support specialized one off projects, research efforts, and strategic initiatives as assigned, maintaining high quality standards throughout.

Requirements

  • Proven experience in a senior level Executive Assistant, Operations, Project Management, or consulting adjacent role.
  • Advanced proficiency in Outlook and Microsoft 365 with the ability to quickly adopt new tools and systems.
  • Exceptional English fluency for executive level written and verbal communication.
  • Demonstrated experience using AI tools such as ChatGPT or Claude to support research, communication, workflow optimization, and decision support.
  • Familiarity with tools such as Salesforce, Asana, PowerPoint, and Canva.
  • Strong critical thinking skills with the ability to understand intent, assess context, and act independently.
  • High sense of urgency combined with attention to detail and accuracy.
  • Partnership mindset, viewing the role as an extension of executive leadership rather than task based support.
  • Emotional resilience and confidence operating in high pressure, high expectation environments.

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard skills
executive communicationworkflow optimizationcalendar managementproject managementcritical thinkingtask automationdecision supportschedulingoperational efficiencyresearch
Soft skills
attention to detailemotional resiliencepartnership mindsetindependencediscretionclarity in communicationproactive conflict resolutionhigh sense of urgencyprofessional authorityadaptability