Job Description
We’re looking for a highly organized, discreet, and resourceful Personal & Executive Assistant to support a busy insurance agency owner. This is a hybrid role that blends business operations support, personal/household management, and family/kids coordination — ideal for someone who thrives on variety and can shift smoothly between a client email and a school pickup schedule in the same hour
Benefits
- Paid Time Off (PTO)
- Health Insurance
- Retirement Plan
Responsibilities
Business & Insurance Agency Support
- Manage the owner’s calendar, client meetings, and appointment scheduling
- Draft, proofread, and send client correspondence (emails, renewal reminders, follow-ups)
- Assist with policy documentation, filing, and CRM/data entry
- Coordinate with the agency’s direct staff and outsourced/remote team members on task follow-through
- Track deadlines for renewals, licensing, and compliance paperwork
- Prepare materials for client meetings and internal reviews
- Handle incoming calls/emails and delegate by priority
Personal & Household Management
- Manage personal calendar, appointments, and errands
- Handle bill pay, budgeting reminders, and basic bookkeeping support
- Coordinate travel planning and bookings (personal and business)
- Manage the Airbnb rental property: guest communication, cleaning/turnover scheduling, and coordination through Guesty
- Vendor and household staff coordination (cleaners, contractors, repairs)
- Personal shopping, gift purchasing, and returns
- Manage subscriptions, renewals, and household admin
Kids & Family Coordination
- Manage kids’ schedules: school, activities, appointments, and playdates
- Coordinate carpools, pickups/drop-offs, and camp or activity registrations
- Track school communications, forms, and deadlines
- Schedule pediatrician, dentist, and other family appointments
- Assist with birthday parties, holidays, and family event planning
- Pack lists and logistics for family trips
Requirements
Qualifications
- 2+ years of experience as a personal assistant, executive assistant, or similar role
- Excellent written and verbal communication skills
- Strong organizational skills and ability to manage competing priorities
- Comfortable with CRM software, Google Workspace/Microsoft Office, and scheduling tools
- Experience with Guesty or other property management platforms a plus
- Discretion with sensitive family and business information
- Valid driver’s license and reliable transportation (if in-person errands/pickups required)
- Flexible, proactive, and calm under pressure
- Anticipates needs before being asked
- Equally comfortable emailing a client and packing a school lunch
- Trustworthy with confidential financial and family information
- Tech-savvy and quick to learn new tools/systems