Senior Executive Assistant

TL;DR

Senior Executive Assistant: Enabling the CEO of a global digital fitness and content company to operate efficiently by managing their calendar, inbox, and travel, with an accent on proactive decision-making and systems optimization. Focus on integrating AI tools to improve workflows and building scalable SOPs for future team growth.

Location: Remote (Guatemala)

Salary: GTQ20,000 (monthly)

Company

Stewart Miller is a global entrepreneur and investor building a high-growth digital fitness and content company focused on AI-powered coaching technology and international brand partnerships.

What you will do

• Manage high-volume email correspondence and triage messages for the CEO.
• Coordinate complex scheduling across multiple ventures and global time zones.
• Plan and arrange international and domestic travel, including logistics and itineraries.
• Facilitate cross-team coordination, track action items, and ensure timely deliverables.
• Optimize systems and workflows by leveraging AI tools and documenting standard operating procedures.
• Provide light sales support, including prospect research, appointment setting, and pipeline tracking.

Requirements

• 4+ years of proven experience in senior executive assistance, operations, or high-level administrative support.
• Proven ability to manage a high-volume inbox and complex calendar independently.
• Strong decision-making skills and confidence in acting on behalf of an executive.
• Ability to identify automation opportunities and implement new AI systems quickly.
• Experience creating documentation and standard operating procedures.
• Excellent English verbal and written language proficiency (C2 in CEFR Scale).
• Must have own webcam, microphone, computer, and reliable internet (100 Mbps+) in a quiet work area.

Nice to have

• Experience supporting founders or C-level executives.
• Background in digital media, fitness, SaaS, or technology-driven businesses.
• Experience working in high-growth or scaling companies.

Culture & Benefits

• Opportunity to grow alongside a rapidly expanding global business.
• Work with an executive focused on AI, automation, and emerging technology.
• Focus on proactive thinking and independent decision-making.
• Emphasis on documenting processes for long-term scalability.
• Full-time, Monday to Friday schedule with some early morning flexibility.
• Relevant software and subscriptions provided.

Hiring process

• Application/Screening including a questionnaire, psychometric evaluation, and English proficiency assessment.
• Skills Assessment with exercises or projects to recreate work tasks.
• Skills Assessment Interview (60-90 min) to test skills, learn about experience, and evaluate culture fit.
• Hiring Manager Final Interview (30-60 min) with the position’s Hiring Manager and potentially team members.