Executive Assistant (Operations | Real Estate | Night Shift)

AP Required to Apply: 15+ (the more points you have, the more serious we know you are. Anything less than 15 AP will be archived immediately and not looked at)

This is not a traditional Executive Assistant role.

This is a high leverage role supporting a fast-moving real estate CEO who values precision, ownership, and speed.

If you need hand-holding, constant reassurance, or loose expectations—this is not for you.

This role is best suited for someone who prefers structure, ownership, and high standards over comfort or flexibility.

If you take pride in anticipating needs, protecting time, and executing cleanly—keep reading.

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Location: Remote / Virtual

Schedule (CST): Monday–Friday, starting at 8:30 AM CST with a 1-hour unpaid break. This role also requires occasional after-hours or weekend responsiveness for guest and resident matters, which can be managed remotely via phone through the apps and Google Voice

Compensation: $1,800/USD per month + (based on experience and performance)

Type: Full-Time Salary includes 13th month pay (prorated)

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About ZenHomes

ZenHomes is a lean, high-performing real estate company based in Texas. We acquire off-market properties, manage rentals, and operate with clarity, accountability, and systems.

We run a small, trusted team across the U.S. and the Philippines. We don’t do busywork. We don’t micromanage. We care about outcomes.

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About This Role (Read Carefully)

This is a high-expectation Executive Assistant role supporting the CEO directly.

Even though the position is remote, expectations are real from Day 1: speed, accuracy, follow-through, and emotional maturity.

This role exists to:
• Buy back the CEO’s time immediately
• Reduce noise, errors, and dropped details
• Execute quickly within clear guidelines
• Improve rapidly through direct feedback

Feedback here is direct and timely because standards are high. The goal is improvement, not perfection—but repeated mistakes signal misalignment.

If something is unclear, elite operators pause and ask first. Once clarified, execution must be fast and precise.

Autonomy is earned quickly through judgment, correction speed, and consistency.

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What You’ll Own

Immediate Responsibilities (Day 1 Standard)

Calendar & Time Protection
• Own and manage the CEO’s calendar daily +1 week out
• Book, reschedule, and confirm events/meetings
• Enforce calendar rules with discipline
• Prepare daily sync agenda's and context so nothing is reactive

Communication & Coordination
• Triage incoming messages and requests
• Draft clear, professional responses in the CEO’s voice
• Flag decisions cleanly with relevant context
• Coordinate logistics, scheduling, reminders, and next steps

Task Tracking & Execution
• Track tasks and open loops in Asana
• Ensure nothing drops, stalls, or surprises the CEO
• Prepare before asking questions
• Execute once aligned—fast and clean
• Create workflows of repeating tasks
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Earned Responsibilities (After Trust Is Demonstrated)
• Handle tenant, guest, and vendor coordination with minimal escalation
• Surface risks, conflicts, or gaps before they become problems
• Reduce unnecessary interruptions and “quick questions”
• Act as a true gatekeeper of the CEO’s time

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Required Experience & Traits
• 2+ years as an Executive Assistant, Operations Assistant, or similar
• Excellent written and spoken English (neutral accent required)
• AI forward thinking
• Highly organized, responsive, and detail-oriented
• Comfortable in fast-paced, high-expectation environments
• Emotionally steady and receptive to direct feedback
• Loyal, discreet, and dependable


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You Will Thrive Here If You:
• Think in systems, workflows and outcomes
• Use AI to support systems, workflows, and outcomes
• Take responsibility personally
• Dislike chaos and proactively fix it by immediately building systems so it never happens again
• Ask smart questions after attempting solutions
• Prefer clear feedback over vague praise
• Stay calm under pressure and don’t personalize corrections

This Role Is Not for You If You:
• If you have ever missed a deadline, payment, or critical email due to disorganization or oversight, this role will not be a fit. This role requires zero tolerance for missed financial or operational items.
• Need constant reassurance or validation
• Guess instead of asking when unclear
• Take feedback personally
• Avoid accountability
• Prefer slow, low-pressure environments

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What Success Looks Like
• The CEO’s calendar is accurate, structured, and protected
• Inbox = Zero Daily (for critical items)
• Tasks are handled without reminders
• Errors are corrected quickly by creating systems and workflows and do not repeat
• Communication is short, concise, and proactive
• Trust compounds and responsibility expands rapidly

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Why This Role Is Different
• You get a front-row seat to how a real estate investment business is built and scaled
• Strong performance leads to expanded responsibility, trust, and compensation
• This is a long-term role for someone who wants to grow with a CEO—not hop jobs

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Tools We Use
• Google Workpace (Gmail, Calendar, Google Sheets, Google Docs)
• NordVPN (provided)
• Asana for Project Management
• ChatGPT Pro (not provided but at least ChatGPT Go is required for this role)
• Airbnb / VRBO / Hospitable / ----------
• CRM: REsimpli
• NordVPN (provided)

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Non-Negotiable Setup Requirements
• Quiet, separate, dedicated home office
• Two monitors with an external mouse & keyboard
• Noise-canceling Bluetooth headset
• Hardwired internet (minimum 300 Mbps download & upload speed)
• Backup internet and backup power

Paid Time Off (PTO)

After completing 90 days of employment, you will begin accruing paid time off equivalent to 10 days per year, accrued monthly starting on Day 91 (approximately 0.83 day per month).
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Application Process (Follow Exactly or Your Application Will Not Be Reviewed)

Step 1: Send your resume via Google Drive link

Step 2: Record a Loom video and share the link answering:
1. Why this role excites you
2. A time you protected a leader’s time under pressure
3. A mistake you made—and how you ensured it never happened again
4. How you handled direct feedback
5. Include the word “Control” in your Loom video.

Step 3:
• Screenshot from Speedtest.net via Google Drive

Step 4:
• Photo of your current home office setup via Google Drive

Step 5:
• Send Step 1-4 to ---------- email

Trial Period

All hires begin with a 30-day paid trial period. Expect daily check-ins, real responsibility, and fast feedback.

Repeated mistakes without system improvement will result in immediate termination.

We hire based on performance, correction speed, judgment, and character.