Right-Hand Operator to the CEO | AI + Ops + Marketing | Luxury Real Estate & Hospitality

Posted on Mar 29, 2026

30-40 hours/week
25000-32000.00
Americas (North, Central, South America)

Job Description

Who We Are

Lumina Holdings is a luxury short-term rental management and real estate investment company operating across multiple markets. We also manage land acquisitions, a boutique hotel development, and a growing education brand. We move fast, operate at a high standard, and we're building something real.

We need the person who makes sure it all holds together.


The Role

This is not a task-based position.

You'll be the right hand to the CEO across multiple fast-moving businesses. Your primary job is simple to say and hard to do: make sure nothing falls through the cracks while the CEO operates at full speed.

Deals, vendors, follow-ups, systems, people, deadlines — you see everything and you make sure it moves. You don't wait to be told. You spot what's slipping and you fix it before it becomes a problem.

If you're the person who gets energy from bringing order to chaos, building systems that actually work, and being trusted with real ownership — keep reading.


What You'll Own

The Glue — This Is Job #1

  • Be the connective tissue across all business units

  • Own the CEO's inbox, calendar, and priority queue

  • Flag what needs attention before it becomes a fire

  • Coordinate projects, follow-ups, and open loops across multiple companies

  • Make sure vendors, team members, and partners are moving and accountable

  • Coordinate with bookkeeping team and maintenance vendors

Operations & Systems

  • Build and maintain SOPs across properties, onboarding, and business operations

  • Manage internal tools — ClickUp, Slack, CRM pipelines

  • Track KPIs across multiple businesses

  • Identify inefficiencies and fix them before being asked

  • Build dashboards and reporting systems that give real visibility

AI & Automation

  • Use AI tools daily to produce faster, better output

  • Build workflows and automations using Zapier, Make, or n8n

  • Help develop internal AI systems for lead gen, CRM automation, and operations

  • Find every opportunity to eliminate manual work

Marketing & Growth Support

  • Support email and SMS campaigns

  • Assist with funnel builds, landing pages, and lead flows

  • Coordinate outreach systems using Apollo or similar tools

  • Own social media execution — content calendar, captions, scheduling, Canva assets

  • Repurpose content across platforms using AI

Founder Support

  • Act as a second brain to the CEO

  • Research, summarize, and present findings clearly

  • Support product development and strategic decisions

  • Own special projects end to end — no hand-holding required


You Are

  • Obsessively organized — you track everything and let nothing slip

  • Proactive by default — you act before being asked

  • A systems thinker — you build processes, not just complete tasks

  • Comfortable with ambiguity — you figure it out

  • Fast-moving and detail-oriented — both, not one or the other

  • Available and responsive during US business hours


Must-Have Skills

  • AI tools fluency — you use them every single day

  • Strong systems thinking — SOPs, workflows, process design

  • Excellent written communication

  • CRM and pipeline management experience

  • Ability to execute quickly with minimal direction


Bonus Points

  • Zapier / n8n / Make experience

  • Real estate, STR, or hospitality background

  • Apollo or cold outreach systems

  • Canva, social media execution

  • SaaS or product building exposure

  • Copywriting or funnel experience


What Makes This Role Different

Most roles give you a task list. This one gives you real ownership across multiple businesses at once. You'll see how deals get structured, brands get built, and companies scale — and you'll be part of making it happen.

The right person grows into Chief of Staff, Head of Operations, or a business unit lead. This is a starting point, not a ceiling.


Compensation

  • Part-time to start (20 hrs/week) with clear path to full-time

  • Monthly retainer based on experience — $1,500–$2,500/mo

  • Performance bonuses tied to results

  • Long-term for the right person


How to Apply

We read every application. To be considered, include:

  1. A 2–3 minute Loom video answering: "Walk me through a time you were responsible for keeping multiple things moving at once — what broke, what didn't, and how you handled it"

  2. Your AI tool stack and one specific example of how you used it to solve a real work problem

  3. One thing about luxury real estate or hospitality that genuinely interests you

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Interested in this position?

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