Executive Assistant

Join or sign in to find your next job

Join to apply for the Executive Assistant role at Trolley AI

1 day ago Be among the first 25 applicants

Join to apply for the Executive Assistant role at Trolley AI

Get AI-powered advice on this job and more exclusive features.

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

Who Were Looking For

We're looking for an elite-level Executive Assistant who 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, both professionally and personally. You'll manage 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, deciding when 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)

Final Operating Principles

Key Responsibilities

1. Elite Travel, Luxury Bookings & Negotiation

2. Executive Calendar & Prioritization

3. Customer Service & Online Shopping Expertise

4. Business & Investor Operations

5. Personal & Household Management

Job Details

Location : Remote (Must be based in North or South America and work within PST or EST time zones)

Submit your application here : https : / / forms.clickup.com / 9017085020 / f / 8cqbk2w-42657 / T7JQY66VJ95C7NMLJ3

Seniority level

Seniority level

Not Applicable

Employment type

Employment type

Full-time

Job function

Job function

Administrative

Industries

Technology, Information and Media

Referrals increase your chances of interviewing at Trolley AI by 2x

Get notified about new Executive Assistant jobs in Santiago, Santiago Metropolitan Region, Chile .

Commercial Support Analyst - Remote Work | REF#284151

Santiago, Santiago Metropolitan Region, Chile 1 month ago

Santiago, Santiago Metropolitan Region, Chile $600.00-$800.00 1 month ago

Virtual Administrative Assistant – Cross-Functional Team Support

Santiago, Santiago Metropolitan Region, Chile 1 month ago

We’re unlocking community knowledge in a new way. Experts add insights directly into each article, started with the help of AI.

#J-18808-Ljbffr