Job Description

Location: Roslindale, Boston, MA

About the Role
I am a former tech CEO and recent widow seeking a highly capable, organized, and trustworthy individual to assist in managing various aspects of my personal and professional life. This hybrid role blends elements of a personal assistant and family office assistant. The work will be a combination of in-person support at my Roslindale home and remote tasks.

Key Responsibilities

1. Property and Project Management

   • Oversee the management of a rental property.
   • Support construction and logistics for a vacation home project.

2. Scheduling and Coordination

   • Schedule meetings with attorneys, consultants, and other professionals for estate and right-of-way matters.
   • Organize and manage my calendar, ensuring priorities are addressed.

3. Financial and Administrative Tasks

   • Collect, organize, and prepare tax documents for my accountant.
   • Manage household bills, budgets, and financial record-keeping.

4. Household and Vendor Management

   • Coordinate household maintenance, vendors, and services.
   • Order groceries and manage inventory for household supplies.

5. Event and Meeting Planning

   • Assist with planning and executing small events or meetings as needed.

6. Extended Family Support

   • Provide occasional support with my child’s rental property and family vacation property management if time permits.

Ideal Candidate Attributes

• Discretion and Trustworthiness: Ability to handle sensitive personal and business information with absolute confidentiality.
• Organized and Self-Directed: Strong organizational skills and ability to work independently with minimal supervision.
• Tech-Savvy: Proficient in using spreadsheets, email, and communication tools to streamline workflows.
• Strong Communicator: Clear, professional communication skills and a collaborative approach.
• Financial Acumen: Familiarity with budgeting, bill payment, and record-keeping.

Position Details

• Schedule: Full-time or near full-time, with flexibility. Some in-person days at my Roslindale home and other tasks performed remotely.
• Work Environment: This is not a live-in role. You will be my sole staff member, so a proactive and adaptable approach is essential.

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