Executive Assistant ​/ Strategic Operations Lead (Chief of Staff Track

Job Title: Executive Assistant / Strategic Operations Lead (Chief of Staff Track)

Contract Type: Full-time, Remote

Salary Range: $2,000–$2,500/month (salary based on assessment)

Working Hours: Monday to Friday, 9 AM - 5 PM ET

Location: LATAM

We are seeking a proactive, empathetic, and aligned Strategic partner to support a leadership team driving two core businesses.

This is not a traditional administrative role. You will function as a high-impact partner, protecting the leaders’ time and energy while driving operational rhythm. The role starts as an Executive Assistant with a clear, 12-month advancement path to mature into a Chief of Staff position at the business scale.

• Calendar & Inbox Management:
  Own and safeguard executive calendars; optimize meetings for coaching sessions, strategic planning, and family commitments. Streamline communications, prioritizing urgent items and drafting responses with high discretion.
• Strategic Operations & Project Ownership:
  Identify activities tied to revenue and growth. Take initiative on special projects (e.g., AI product development) from conception to completion independently.
• Cross-Functional Coordination:
  Serve as the central communication hub and liaison between multiple business units, external partners, clients, and vendors.
• Process Improvement & AI Enablement:
  Build systems and lightweight operating systems to streamline recurring processes. Be AI-forward by identifying opportunities to automate repetitive tasks and leveraging new tools.
• Performance Management:
  Collaborate with leadership to define North Star KPIs; monitor progress, flag blockers, and ensure deliverables are completed with ownership and quality.
• Logistics & Travel:
  Manage all travel arrangements, meeting coordination, and logistics for internal and external engagements.
• Stakeholder & Family Alignment:
  Coordinate professional and family calendars to minimize conflicts, protecting personal energy and downtime.

• 3+ years of executive assistant, operations, or Chief of Staff-capable experience.
• Fluent English (written and verbal) with exceptional interpersonal skills.
• Proven Autonomy:
  Ability to work independently with minimal supervision and handle high-value, time-sensitive situations with composure.
• Technical Proficiency:
  Tech-savvy with an aptitude for learning new tools and comfort with AI-enabled workflows and project management methodologies.
• Strategic Judgment:
  Strong organizational skills and the ability to navigate ambiguity and "roll" with project timelines.

• Ownership Mindset:
  High emotional intelligence, empathy, and the proactive ability to complete tasks without constant oversight.
• Growth Orientation:
  Interest in scaling into a leadership role and supporting a visionary leader building multiple companies.
• Values-Driven:
  Aligned with a mission to help clients grow; a collaborative, non-siloed thinker.

• Time zone alignment with Central or Latin America.
• Experience supporting founders or small business leadership.
• Familiarity with online coaching platforms, digital product launches, or professional services.
• Background in operations for service-based businesses (e.g., construction/contracting).