Executive Assistant (Job Id: Mikric1Ea)

Inside Out Hiring; Washington (District of Columbia); Hybrid; MXN 388,000 - 449,000; Full time

Job summary

Inside Out Hiring is seeking an Executive Assistant & Operations Lead to act as the founder's strategic right‑hand across a diverse real estate portfolio. This fully remote role targets senior professionals in Latin America, with sourcing focus on Colombia and Mexico.

You will streamline cross‑company communication, develop SOPs, manage a growing offshore team of virtual assistants, and leverage AI tools to improve efficiency and prevent friction at the top.

Qualifications

• Minimum 3–5+ years in senior EA or operations leadership supporting C-suite executives.
• Bilingual fluency in Spanish and English (written and spoken) required.
• Proven ability to lead, onboard, and scale virtual support teams.

Responsibilities

• Serve as the central operational liaison across multiple entities and partners.
• Create and refine SOPs; onboard and manage a growing team of remote assistants.
• Partner with founder to manage calendars, reports, and KPI dashboards.
• Leverage AI tools to automate tasks and improve workflows.

Skills

Senior EA Experience

Bilingual English/Spanish

Leadership

KPI Tracking

AI Tools

Independent Ownership

Education

Business Administration or Finance background

Tools

Claude

ChatGPT

Job description

Exciting Remote Opportunity! We're Hiring an Executive Assistant!

Are you a highly operational, bilingual professional ready to step into a senior leadership role? We are seeking an exceptional Executive Assistant & Operations Lead to serve as the strategic right-hand to the founder of a diverse real estate investment and acquisition portfolio!

IMPORTANT - Watch this quick Loom video on how to get hired:

C1 ENGLISH LEVEL IS REQUIRED. The selected candidate will be speaking strictly in English during their whole shift. PLEASE SUBMIT YOUR RESUME AND AUDIO RECORDING IN ENGLISH.

Job Details at a Glance

Job Title: Executive Assistant

Job ID: MIKRIC1EA

Job Status: Full Time

Work Schedule: Monday to Friday, 8:00 AM to 5:00 PM / 9:00 AM to 6:00 PM (PST)

Salary: $1900 to $2200 per month

Target Start Date: ASAP

About the Client

The client is a real estate investor acquiring distressed properties, estate sales (herencia), tax-delinquent properties, and short sales across Washington, D.C., with active expansion plans into new U.S. markets. The founder splits time between Washington, D.C., and Puerto Rico and operates across a diverse portfolio, including a premier real estate brokerage in San Juan, a construction business, a cocktail lounge, and multiple commercial investment ventures.

Operating as an efficient leader who wants to avoid micro-managing people, the founder is bringing on a senior operational right-hand. This leader will streamline internal communication across business units, establish Standard Operating Procedures (SOPs), and manage a growing team of offshore Virtual Assistants (researchers, analysts, and outbound lead generators).

About the Role

This is a full-time, fully remote Senior Executive Assistant & Operations Lead role targeted at high-caliber candidates based in Latin America (with a sourcing focus on Colombia and Mexico).

In this position, you will serve as an operational integrator, cross-company liaison, and future team manager for the founder. You will be responsible for maintaining proactive communication with key business partners, gathering quarterly reports, converting daily workflows into standardized SOPs, and managing a future team of 5–10 specialized Virtual Assistants.

To excel, you must possess strong critical-thinking skills, native or bilingual Spanish/English fluency, and an eagerness to leverage modern AI platforms (such as Claude) to build systems, draft communications, and resolve operational friction before it reaches the founder.

Key Responsibilities

1. Cross-Company Communication & Partner Alignment

Act as the central operational contact for the founder across multiple entities (real estate investment, commercial brokerage, construction, and hospitality).

Conduct daily check-ins with business partners, operational leads, and key stakeholders to maintain strong relationships and pull required quarterly progress reports.

Serve as a fluent bilingual liaison for Spanish-speaking teams, including construction managers, contractors, and regional staff in Puerto Rico and Latin America.

2. SOP Creation & System Building

Document, refine, and maintain Standard Operating Procedures (SOPs) across all core business operations.

Use established SOPs to onboard, train, and manage future team members, ensuring operational continuity without direct founder intervention.

Prepare to lead, onboard, and manage a team of 5–10 virtual specialists (data researchers, property analysts, and outbound cold callers).

Implement daily check-in rhythms and performance tracking (KPIs) using dedicated async management platforms to ensure daily accountability.

4. Executive Support & AI Integration

Partner closely with the founder to manage high-level administrative tasks, prioritize schedules, and keep top-level goals on track.

Complete internal AI training (AI Academy) to master prompt engineering and integrate AI tools (e.g., Claude) into daily problem-solving, reporting, and dashboard management.

Qualifications & Skills

Senior-Level Experience: Minimum 3–5+ years as a Senior Executive Assistant, Operations Manager, or Team Lead supporting C-suite executives, serial founders, or real estate investors.

Bilingual Fluency: Native or fluent command of both Spanish and English (written and spoken) is strictly required.

Management & Leadership Aptitude: Proven capability to lead, hold accountable, and build systems for virtual support teams.

KPI Tracking & Reporting: Act as a high-level filter for the founder (who operates as a shareholder/investor) by pulling data from various teams and reporting clear, high-level KPIs.

AI-Forward Mindset: Open and eager to adopt modern AI tools (Claude, ChatGPT) as primary thinking and productivity partners.

Proactive Ownership: Strong critical-thinking skills, high emotional intelligence, and the confidence to operate independently without hand-holding.

Infrastructure: Reliable, high-speed remote workspace with backup power/internet solutions.

Bonus / Preferred:

Educational/Professional Background: A background or strong understanding of Business Administration or Finance is highly preferred, as it aligns with the founder's focus on investments and modeling.