Executive & Personal Assistant

Nauset Rental is a growing Cape Cod vacation rental company seeking an Executive & Personal Assistant to support the Founder in managing various personal and business tasks. The role involves scheduling, task management, vendor coordination, and family support, requiring strong organizational skills and discretion.

Responsibilities

• Schedule meetings, calls, and appointments; follow up on open items until resolved
• Help manage the task list — adding, updating, and closing out items
• Coordinate vendors (cleaners, landscapers, handymen, contractors)
• Organize and maintain the office, home, property, and vehicles
• Grocery/supply runs, mail sorting, home organization, seasonal prep
• Monthly property walk-throughs (Duxbury home + occasional Cape Cod trips)
• Help manage kids’ activity schedules, coordinate with co-parent on logistics
• Research and book camps, lessons, and activities; handle clothes and gear as needed
• Occasional pinch-hit babysitting
• Vehicle drop-off/pickup (inspections, detailing, service), pharmacy runs, package returns
• Meet vendors on-site; ad-hoc errands as they come up
• Organize documents and paperwork; maintain physical and digital filing systems
• Light bookkeeping — track transactions, receipts, expenses
• Help out with Nauset Rental tasks as needed, working with other executives on the team
• Roll up your sleeves — no task is too small if it moves the ball forward

Skills

• EA, personal assistant, office manager, or household manager experience
• Local to Duxbury, Plymouth, Kingston, Marshfield, Halifax, or nearby — in-person regularly with a car
• High discretion — you'll handle personal matters
• Strong follow-through and independent judgment
• Eager to learn and use AI tools daily — we'll train you, but curiosity is non-negotiable
• Comfortable with tech (Google Workspace, apps) and around kids

Benefits

• Significant upside based on impact
• Hybrid

Company Overview