Executive Assistant (EA) Virtual

Trolley; México; A distancia; MXN 1,099,000 - 1,649,000; Jornada completa

Descripción de la vacante

A dynamic creative operations company is seeking a top-tier Executive Assistant to support a high-energy CEO. This remote, full-time position requires someone who thrives under pressure, has exceptional strategic skills, and can effectively manage complex schedules and high-profile relationships. Ideal candidates will demonstrate a proactive mindset and an ability to meticulously execute responsibilities that ensure optimal executive efficiency. Join a fast-paced, high-performance team committed to excellence and innovative solutions.

Servicios

World-class training

Flexible hours

Supportive work environment

Formación

• Proven experience as an Executive Assistant or similar role, preferably supporting high-level executives.
• Strong organizational skills and the ability to manage multiple priorities.
• Excellence in communication and interpersonal skills.

Responsabilidades

• Manage executives' schedules and coordinate travel arrangements, including luxury bookings.
• Support business operations, investor relations, and strategic initiatives.
• Oversee personal and household management tasks.

Conocimientos

Strategic Thinking

Negotiation

Scheduling

Customer Service

Vendor Management

Energy

Herramientas

CRM

Descripción del empleo

• Location: Remote (Must be based in North or South America and work within PST or EST time zones)
• Hours: Full-time, with flexibility for occasional evening and weekend support.

Executive Assistant (EA) Virtual | Full-Time | PST or EST Time Zones

Who Were Looking For

We're looking for an elite-level Executive Assistantwho is ten steps ahead, thrives in high-stakes environments, and executes flawlessly. This isn't a passive support role. This is about owning responsibilities, amplifying efficiency, and ensuring the executive's world runs seamlessly, bothprofessionally and personally. You'llmanage high-profile relationships, optimize workflows, oversee high-stakes travel and negotiations, and eliminate distractions so the CEO can focus on big-picture strategy and execution. This role is not for the hesitant or reactive; it's for someone who is decisive, proactive, and deeply aligned with the executive's vision. This is not your first time supporting a CEO and founder; you thrive alongside executives with big energy, matching their pace and intensity. If you excel under pressure, can execute at an elite level, and thrive on making things happen instead of making excuses, this is for you.

Who You'll Work With

About the CEO

The executive you will support is a Type 8 - The Challenger, known for being ambitious, independent, and driven to lead. They are highly analytical, deeply thoughtful, and approach challenges with confidence and intensity. They value efficiency, strategic thinking, and people who take initiative. The right EA for this role thrives next to a strong-willed, high-energy executive, understands their unique leadership style, and knows how to complement their strengths while bringing their own expertise to the table. This role reports directly to the CEO and Managing Partner and works closely with the Senior Bookkeeper, investment team, legal partners, operations, marketing, and key external vendors and teams to manage both professional and personal responsibilities. We are a fast-moving, high-performance venture that values clarity, execution, and results. Our team is dynamic, ambitious, and deeply committed to excellence. The expectation is that you come in ready to contribute at a high level, align quickly, and deliver without hesitation.

How You Do the Job & Why

EXHIBIT A: Operating Framework, Expectations, and Deliverables

At the core of this role is a fundamental expectation:PLAY TO WIN, NOT TO AVOID MISTAKES. THE OBJECTIVE IS EXECUTION, NOT EXCUSES.

Phase 1: Core Deliverables & Mindset (0-9 months)

You will be exceptional in this role if:

• You operate with full alignment to my vision and decision-making framework. When you speak, you speak for me and with my authority. If you are wrong, I will correct you.
• You extend my influence by managing high-value relationships, ensuring seamless execution across CRM, LP management, investor relations, and strategic initiatives.
• You remove from my plate all responsibilities that do not require my direct input.
• You anticipate and think through problems as the executive does, aligning your thought process with strategic expectations. You are an avid reader and researcher, always seeking knowledge to enhance problem-solving and decision-making.
• You add expertise, reinforcing and deepening my strategies, not simply mirroring them.
• You do not make sloppy errors, this includes inaccurate data, incomplete reports, and failure to track critical updates.
• You over-communicate execution status;every single priority is documented, with recap updates delivered daily at 10 PM PST. You are self-regulated, composed under stress, and skilled at de-escalation, ensuring smooth execution even in high-pressure situations.
• You own your role within the organization, decidingwhen to be a gatekeeper vs. a facilitator, balancing authority and efficiency accordingly. You have strong personal boundaries, are curious, and are not afraid to try new things.

Phase 2: Mastery & Expansion (9-12 months)

• Develop and manage high-value talent pipelinesyou identify, recruit, and maintain an ecosystem of strategic relationships.
• Create leverage,you delegate, automate, and systematize to move lower-priority tasks off your plate.
• Systemize everythingyou standardize workflows and export best practices across the organization.
• Master a core domainyou fully own and execute within a key business function.
• Act as a proxy for the executiveyou operate on behalf of leadership in select areas, particularly in relationship-driven interactions.
• Take ownership of inefficienciesyou identify and solve operational gaps that others overlook.
• Use strategic influence,recognizing that small, high-impact gestures create long-term business opportunities.

Final Operating Principles

• Play the long game. Every move must be strategic, not reactive.
• Zoom out. View the business as a system, not just a collection of tasks.
• Leverage information. You will have more access to critical data than anyone elseuse it intelligently and efficiently. You have a strong sense of self, are highly self-aware, and know how to manage relationships with humor and diplomacy.
• Stay ahead of the executive. If leadership has to follow up on something basic, you are already behind.
• Do this for yourself. If you don't see the personal growth and long-term benefit in executing at this level, this role is not for you.

Key Responsibilities

1. Elite Travel, Luxury Bookings & Negotiation

• Negotiate and secure upgrades, flights, hotels, dining, and exclusive perks.
• Manage complex international itineraries, handlinglast-minute changes with ease.
• Leverage concierge relationships to unlock high-end services.
• Own and optimize the executives schedule, ensuring every commitment is aligned with priorities.
• Anticipate scheduling conflicts before they happen and solve them proactively.
• Manage investor, advisor, and high-profile relationships, ensuring seamless coordination.

3. Customer Service & Online Shopping Expertise

• Negotiate the best deals & refundsfrom luxury fashion to tech purchases.
• Handle all customer service issues, escalating only when necessary.
• Secure rare or high-demand items, using strategic sourcing and vendor relationships.

4. Business & Investor Operations

• Act as a gatekeeper and trusted point of contact for key partners.
• Own CRM, LP tracking, and follow-ups for high-stakes relationships.
• Manage strategic gifting, investor relations, and professional outreach.

5. Personal & Household Management

• Oversee all personal scheduling, household logistics, and vendor management.
• Handle prescriptions, medical records, and wellness coordination.
• Ensure seamless execution of family vacations, events, and experiences.

Trolley is a fast-growing creative operations company delivering high-impact digital and marketing solutions. We collaborate with high-profile clients to strategize, produce, and optimize compelling content that drives engagement, brand visibility, and business growth. Our creative team functions as a fully integrated power-house combining strategy, design, production, and performance analysis to deliver world-class results.

We Operate Under Founder Mode

Trolley is built on a Founder Mode mindset - an operating system rooted in ownership, strategic thinking, and execution at speed. Here, we look for people who take initiative, think like entrepreneurs, and use tools like AI to optimize how work gets done. But Founder Mode isn't about going it alone, it's about working within high-trust, collaborative teams where contribution matters more than control. We value creativity, resourcefulness, and clear communication. If you're driven by impact, thrive in dynamic environments, and believe in scaling through systems, not stress - this is the place for you.

Why Join Us?

• Work with the Best: We recruit globally to connect top talent with forward-thinking companies.
• Tech-Driven Efficiency: Leverage the latest AI and tools to amplify your impact.
• Human-Centric Approach: Our systems are designed to support and elevate people, not replace them.
• Training for Success: We provide world-class training to ensure you excel in every aspect of your role.

Be Part of the Future of Work

Trolley is now accepting applications from ambitious professionals who want to work at the intersection of technology and creativity. Join us in shaping the next era of work.

Required Skills:

Wellness Medical Records Strategic Initiatives Operations Logistics BASIC EASE CRM Fashion Clarity Strategic Thinking Bookings Pipelines Steps Zoom Refunds Export Deals Excel Ownership Vendor Management Energy Sourcing Decision-Making Travel Deliverables Strategy Negotiation Records Vendors Pressure Scheduling Marketing Customer Service Business Leadership Management