Executive Assistant

About the Role

We are seeking a highly experienced Executive Assistant with an operator mindset to provide strategic, high-level support across business and personal domains. This role goes well beyond traditional EA responsibilities and requires hands-on experience supporting real estate operations, property management, and renovation projects, along with executive support for a growing company.

Approximately 50% of this role will support Seamless Assist, and 50% will support personal and real-estate affairs, including property-related matters. The ideal candidate is proactive, detail-oriented, commercially astute, and comfortable operating with high autonomy in a fast-paced, high-accountability environment.

This is a trusted right-hand role for a founder and operator managing multiple businesses and real estate assets.

Key Responsibilities

Executive & Strategic Support

• Manage executive calendar, inbox, priorities, and follow-ups with a proactive, anticipatory approach
• Act as a trusted right hand to the executive, managing priorities with discretion and sound judgment
• Prepare briefing materials, reports, summaries, and presentations to support decision-making
• Track deadlines, action items, and deliverables across multiple initiatives
• Handle confidential information with the highest level of professionalism

Business Support – Seamless Assist (~50%)

• Manage scheduling, meetings, and operational rhythms related to Seamless Assist
• Coordinate internal meetings, recruiting efforts, and cross-functional projects as needed
• Support operational initiatives, process improvements, and executive-level projects
• Liaise with internal team members and external partners to ensure follow-through
• Help streamline administrative and operational workflows to improve efficiency

Real Estate Operations & Property Management

• Coordinate day-to-day property operations in partnership with property managers and vendors
• Track maintenance requests, repairs, and ongoing property-related issues
• Serve as a point of contact for property managers, contractors, inspectors, and service providers
• Maintain organized records for properties, leases, warranties, permits, and compliance documents

Renovations & Capital Projects

• Support renovation and improvement projects for newly acquired or existing properties
• Obtain and organize vendor bids; track scopes of work, budgets, and timelines
• Monitor project progress, flag risks or delays, and ensure timely follow-up
• Maintain renovation documentation including contracts, invoices, photos, and change orders

Financial & Administrative Oversight

• Track operating expenses, renovation budgets, and capital expenditures
• Assist with invoice review, approvals, and documentation for accounting
• Maintain clear records and summaries related to property and project finances

Personal & Property related Support (~50%)

• Manage personal calendar including family commitments, appointments, and travel
• Coordinate personal travel planning, reservations, and logistics
• Support personal property-related matters, vendors, and household services
• Serve as a trusted point of contact for personal service providers and logistics

Required Qualifications

• Minimum 5+ years of experience as an Executive Assistant supporting senior or founder-level executives
• Direct experience in real estate operations, property management, asset management, or similar roles
• Proven ability to manage multiple priorities, projects, and stakeholders simultaneously
• Strong organizational skills with exceptional attention to detail
• Excellent written and verbal communication skills
• High level of discretion, judgment, and professionalism
• Proficiency in Microsoft Office and/or Google Workspace

Preferred Qualifications

• Experience coordinating renovations, repairs, or construction projects
• Comfort working with budgets, invoices, and financial tracking
• Experience improving systems, workflows, or executive operating cadence
• Familiarity with CRM systems, property management software, and project management tools (Asana, Monday, ClickUp, Notion, etc.)
• Experience supporting executives across both professional and personal matters

Why Join

• High-trust, high-impact role working directly with a founder and operator
• Opportunity to operate at the center of business, real estate, and personal decision-making
• Significant autonomy and ownership
• Competitive compensation commensurate with experience

To Apply

Please submit your resume and a brief cover note outlining your executive support, real estate operations, and renovation or property management experience.