Executive Assistant to Chief Executive Officer

Company: Living The Dream, Inc.

Living The Dream is a fast-growing brokerage in luxury real estate and hospitality brand specializing in trophy estates, master-leased properties, high-end rentals & property management. We are seeking a dedicated, highly organized, and resourceful Executive Real Estate Assistant to directly support the CEO in overseeing all aspects of the business. This is not just an administrative role — it’s a hands-on position that blends executive assistance, property management, operations, and client relations.

• Act as the CEO’s right hand — managing their calendar, emails, calls, and daily priorities.
• Prepare and organize contracts, addenda, settlement agreements, and legal correspondence.
• Handle confidential information with discretion and professionalism.
• Draft and proofread professional communications on behalf of the CEO (emails, letters, proposals).
• Track and follow up on action items, ensuring deadlines are met across multiple projects.

• Assist with day-to-day management of a portfolio of luxury estates in Beverly Hills, Malibu, Trousdale, and beyond.
• Coordinate tenant move-ins/outs, furniture deliveries, and vendor schedules.
• Schedule and supervise vendors (pool, gardeners, HVAC, security, cleaners, etc.).
• Ensure properties are maintained at a luxury-standard level — fully furnished, stocked, and guest-ready.
• Track maintenance issues and follow through until resolution.

• Create, update, and manage property listings across MLS, Zillow, and luxury rental platforms.
• Prepare marketing materials (descriptions, photos, social media coordination).
• Coordinate property showings and keep records of leads and client communications.
• Support negotiations, lease drafting, and deal follow-through.

• Maintain rent rolls, payment schedules, and reimbursement tracking.
• Assist in calculating pro-rated rents, abatement periods, and rent escalations.
• Track invoices, legal fees, and vendor payments.
• Support investor updates, business financial reporting, and presentation prep.

• Research off-market opportunities, comps, and potential acquisitions.
• Assist with pitch decks, investor presentations, and fundraising materials.
• Help organize filming/event packages and coordinate with production companies.
• Support the CEO on brand-building projects (social media, behind-the-scenes content, TikTok/Instagram ideas).

• 2+ years of experience in real estate, property management, or executive assistance.
• Strong organizational skills; thrives in a fast-paced, multi-tasking environment.
• Excellent written and verbal communication; polished and professional.
• Tech-savvy: Google Workspace, Microsoft Office, MLS, Zillow, Guesty, CRMs.
• Comfortable with numbers: rent schedules, pro-rations, simple financial modeling.
• Resourceful, proactive, and solution-oriented with a “no task too big or small” attitude.
• Must have discretion when handling confidential matters.
• Ideally, local to Beverly Hills / Malibu with knowledge of the luxury market.

• Direct mentorship from the CEO of a high-growth luxury real estate brand.
• Involvement in exclusive estates, high-profile clients, and trophy properties.
• Opportunity to grow into senior roles as the company scales.
• Competitive salary (DOE), with growth potential.
• A dynamic, entrepreneurial environment where no two days are the same.

Please submit your resume directly through this LinkedIn job posting. Qualified candidates will be contacted to schedule an interview.