Executive Assistant

Executive Assistant to CEO

Location: Freeport, Long Island, NY

Salary: $120,000 annually

Schedule: Monday–Friday, 9:00 AM – 5:00 PM

Work Arrangement: Hybrid (3 days in-office, 2 days remote)

About the Opportunity

We are seeking a highly energetic, polished, and proactive Executive Assistant to support a dynamic CEO with business interests in real estate and healthcare technology . This role is ideal for someone who thrives in a fast-paced environment, enjoys being a strategic right hand, and can seamlessly balance both professional and personal responsibilities.

The ideal candidate is confident, intelligent, resourceful, and outgoing, with the ability to anticipate needs, solve problems independently, and help bring structure and organization to a busy executive’s day. This individual will play a critical role in supporting executive initiatives across multiple companies, including a growing telehealth organization.

Key Responsibilities

Executive Support (80%)

• Manage complex calendars, appointments, and scheduling
• Coordinate meetings, travel arrangements, and executive communications
• Serve as a trusted liaison between the CEO and internal/external stakeholders
• Prioritize competing demands and proactively manage the CEO’s time
• Prepare reports, presentations, meeting materials, and correspondence
• Help establish and maintain executive processes, systems, and workflows
• Track action items, deadlines, and follow-up tasks to ensure accountability and execution
• Anticipate executive needs and proactively resolve issues before they arise

Personal Support (20%)

• Assist with personal scheduling and appointments
• Coordinate personal errands, reservations, and special projects
• Handle confidential and sensitive matters with the highest level of discretion

Real Estate Operations Support

• Communicate with property owners, tenants, vendors, and contractors
• Assist with rental property administration
• Track and help facilitate rent collections and owner communications
• Support day-to-day real estate projects and operational initiatives
• Coordinate vendor services and maintain organized property documentation

Telehealth Operations Support (BMI MD)

• Provide executive and administrative support for the CEO’s growing telehealth business, BMI MD
• Coordinate cross-functional projects across operations, marketing, customer experience, technology, and clinical teams
• Schedule and organize leadership meetings, prepare agendas, document action items, and ensure timely follow-up
• Track key business initiatives, project milestones, and executive priorities to keep projects moving forward
• Prepare executive reports, dashboards, presentations, and business summaries using Microsoft Office, Google Workspace, and AI tools
• Serve as a liaison between internal departments and external business partners
• Assist with process improvements and operational initiatives that enhance organizational efficiency
• Support new business initiatives, product launches, and strategic growth projects
• Maintain strict confidentiality while handling sensitive business and operational information

Qualifications

• Previous Executive Assistant experience supporting C-level executives strongly preferred
• Real estate industry experience preferred
• Experience working with rental properties, property owners, or rent collection is highly desirable
• Experience supporting executives in healthcare, telehealth, technology, startups, or high-growth companies is a plus
• Exceptional organizational and project management skills
• Strong written and verbal communication skills
• Professional presence with a positive, high-energy personality
• Extroverted, confident, and comfortable interacting with executives, clients, vendors, and business partners
• Ability to maintain confidentiality and exercise sound judgment
• Highly proficient with Microsoft Office, Google Workspace, scheduling platforms, and presentation software
• Comfortable learning and leveraging AI tools such as ChatGPT and Claude to improve productivity and efficiency

Ideal Candidate Profile

• Professional, polished, and business-savvy
• Naturally proactive and solutions-oriented
• Comfortable supporting a CEO who has never previously had an Executive Assistant
• Able to create structure, establish boundaries, and maximize executive effectiveness
• Thrives in a fast-moving entrepreneurial environment with multiple business ven…