Executive Assistant Jobs in Orlando, FL

About The Position

Requirements

• Minimum 5 years of executive administrative support experience required.
• Advanced proficiency with Microsoft Office, including Outlook, Word, Excel, PowerPoint, and Teams.
• Exceptional organizational, time management, and prioritization skills.
• Strong written and verbal communication abilities.
• Ability to manage multiple priorities with a high level of accuracy and attention to detail.
• Strong problem-solving skills and a proactive approach to resolving issues.
• Demonstrated ability to handle confidential information with discretion and professionalism.
• Ability to work independently while maintaining strong collaboration across departments.
• Valid Florida driver's license and reliable transportation required.

Nice To Haves

• Bachelor's degree preferred.
• 6+ years of executive assistant or related experience preferred.
• Equivalent combinations of education and experience will be considered.

Responsibilities

• Own the COO's calendar across HBC, HBD, and personal commitments, proactively managing priorities and resolving scheduling conflicts.
• Manage incoming calls, emails, and correspondence; screen and prioritize matters requiring direct attention.
• Draft routine correspondence on the COO's behalf and prepare summaries of communications, meetings, and action items.
• Keep the COO informed of important business, project, and field matters while anticipating needs and providing timely updates.
• Prepare, edit, proofread, and coordinate correspondence, reports, spreadsheets, presentations, and other business documents.
• Review documents before executive signature to ensure accuracy, completeness, and professionalism.
• Maintain organized filing systems, records, and administrative documentation.
• Coordinate meeting agendas, supporting materials, and follow-up action items to ensure accountability and completion.
• Coordinate all business and personal travel arrangements, including itineraries, accommodations, transportation, and last-minute changes.
• Support planning and logistics for leadership meetings, company events, town halls, and special projects.
• Coordinate across HBC and HBD teams on the COO's behalf to track deliverables, confirm deadlines, and facilitate communication.
• Handle business and personal errands as required.
• Manage personal and household logistics for the COO.
• Coordinate vendors, maintenance providers, and service schedules across vacation properties and other real estate holdings.
• Support administrative matters related to personal and co-investment property interests.
• Prepare, process, and reconcile expense reports on a regular basis.
• Assist with Timberscan invoice approvals and related follow-up activities.
• Support payroll approval processes and other executive administrative functions.
• Maintain accurate records and ensure timely completion of assigned financial and operational tasks.
• Collaborate with Human Resources, Marketing, Operations, Finance, and Executive Leadership on cross-functional initiatives.
• Exercise sound judgment and independent decision-making within assigned responsibilities.
• Maintain the highest level of confidentiality in all business and personal matters.
• Understand and respect the boundaries of the role.
• This position exists to support the COO and facilitate the successful execution of responsibilities across the organization.

Benefits

• Competitive compensation commensurate with experience
• Profit sharing and bonus opportunities
• Comprehensive medical, dental, and vision coverage
• Company-paid life insurance
• 401(k) with company match
• Paid time off, company holidays, and paid parental leave
• Wellness reimbursement program
• Annual company apparel stipend
• Ongoing professional development and career advancement opportunities
• A collaborative, values-driven culture grounded in GRIT