Executive Assistant to Chief Executive Officer

Job Opportunity: Executive Assistant & Office Manager

Company: Prosper Group

Location: Brickell, Miami, FL (On-site)

Compensation: $60,000/year Benefits

Reports To: Jay Roberts, CEO & Founder

About Prosper Group

Prosper Group is a luxury real estate investment and development firm based in the heart of Brickell. We specialize in acquiring off-market trophy assets and developing ultra-luxury waterfront properties and wellness-centric residential towers across South Florida and Tampa.

Led by CEO Jay Roberts, a veteran of Wall Street investment banking and a visionary in "health-is-wealth" real estate, our team is high-performing, data-driven, and relentlessly focused on excellence. We are looking for an organized, ambitious, and proactive Executive Assistant & Office Manager to serve as the "right hand" to our CEO and the heartbeat of our Brickell office.

The Role

This is a dual-focus role. You will provide high-level executive support directly to the CEO, managing his time and priorities, while simultaneously ensuring our office runs seamlessly as we scale. You will be the first point of contact for high-profile investors, development partners, and guests.

If you thrive in a fast-paced environment, have an interest in real estate or finance, and value a culture that blends high performance with personal wellness, this is the role for you.

Key Responsibilities

1. Executive Support (CEO)

• Calendar Management: Masterfully manage a complex and shifting calendar. Prioritize inquiries and requests while troubleshooting conflicts; ensure the CEO is prepared for all meetings with necessary context and documents.

• Travel & Logistics: Coordinate detailed domestic and international travel itineraries, including flights, hotels, and ground transportation.

• Gatekeeping: Serve as the primary gatekeeper for the CEO, handling incoming calls and emails with professionalism and discretion.

• Meeting Coordination: Organize board meetings, investor presentations, and partner lunches. Take minutes and follow up on action items.

• Special Projects: Assist with personal tasks and ad-hoc business projects (e.g., light research on properties, preparing expense reports) to maximize the CEO’s efficiency.

2. Office Management

• Office Operations: Maintain a pristine, professional, and high-vibe office environment in Brickell. Manage relationships with building management, vendors, and service providers.

• Guest Experience: Greet visitors, investors, and partners with warmth and professionalism. Ensure conference rooms are prepped and stocked (coffee, water, tech setup) for meetings.

• Procurement: Manage office inventory, ordering supplies, snacks, and equipment before they run low.

• Culture & Onboarding: Assist in onboarding new hires (setting up desks, access cards, welcome kits) and organizing team events or wellness initiatives. 

Qualifications & Requirements

• Experience: 2 years of experience as an Executive Assistant, Office Manager, or in a fast-paced administrative role. (Experience in Real Estate, Finance, or Hospitality is a plus).

• Tech Savvy: Proficient in Microsoft Office (Outlook, Excel, PowerPoint) and comfortable learning new project management tools.

• Communication: Exceptional written and verbal communication skills. You can write a professional email to a billionaire investor and a friendly note to a vendor with equal ease.

• Organization: Obsessive attention to detail. You are the person who notices the typo in the presentation or the coffee stain on the table before anyone else does.

• Adaptability: You can pivot quickly. If a meeting moves or a flight is canceled, you find a solution immediately.

• Discretion: Ability to handle confidential information with the utmost integrity. 

Why Join Prosper Group?

• Fast Paced Environment:

• Prime Location: Work in a beautiful office in Brickell, the center of Miami’s financial district.

• Growth Potential: Opportunity to work side-by-side with a high-profile CEO and learn the inner workings of luxury real estate development.

• Culture: We believe in high performance and healthy living. Join a team that values longevity, focus, and "10 out of 10" results.

• Benefits: Competitive benefits package included.

How to Apply

Please submit your resume and a brief cover letter explaining why you are a good fit for Prosper Group to jay@prospergroup.com.