Senior Personal Executive Assistant

Personal Executive Assistant Sincere is looking for a seasoned Personal Executive Assistant to join our growing team. We need a multi-tasking, problem-solving, event-coordinating maestro who lives near Framingham, MA. This full-time role will include a variable mix of company responsibilities and personal tasks. The ideal candidate has 8-10 years of experience supporting C-level executives, and is equally comfortable coordinating hotel arrangements for 50+ people as they are coordinating with a contractor or picking up last-minute groceries. As part of a two-person executive assistant team, this hire will also need to be skilled at delegation, prioritization, and working collaboratively. This role requires 3 days per week in our Framingham HQ, with additional flexibility to work from home and/or on-site as needed. In this role, you will: Maximize C-Suite efficiency off-load any and all possible errands, renewals, payments, and business/personal tasks so our leadership team has more time to focus on the business. Remain in constant sync with calendars & schedules, ensure awareness of key work and personal commitments, and anticipate needs before they happen. Coordinate logistics for quarterly board meetings, quarterly kickoff meetings, executive-level meetings, large in-office events, and other business/personal gatherings. Book complete executive & family travel itineraries including flights, ground transportation, hotel accommodations, and supporting activities. Manage all aspects of loyalty points programs and travel rewards to maximize value. Provide technical support to ensure all systems (A/V, WiFi, security, irrigation) are best-in-class and in working order. Source service providers & schedule appointments. Handle household tasks shopping, selling, returns, donations, setup, installation you get the idea. Surprise & delight by handling things we haven't thought of for this list. Requirements: You get things done. Without sacrificing quality. Your results speak for themselves. You can handle constructive criticism, and understand that you will be held to a high standard. You love lists. You've got processes and systems in place to keep you on track. You are an excellent listener and have a superior memory for details. No one needs to tell you something twice. With minimal direction, you're off to the races. You have a critical eye. You know what quality looks like, and you won't settle for anything less. You are a fantastic communicator written and verbal. Typos irritate you, you can't stand gerunds, and grammar is (almost) your middle name. You are tech savvy, and all your favorite organizational tools are digital. You have raw intelligence. You understand business and personal etiquette, and can gently guide others. You can keep a secret. Discretion is key when you work for an executive team. You strive for perfection. You often go above and beyond what is asked, and you don't wait to be assigned work. You seek out your next project yourself. You are caring, curious, and have a great sense of humor. Hey, it's not all about work you know! You must have reliable transportation and live near Framingham, MA. You can work from home. And our office. And wherever you're needed. You'll work reasonable hours, but you have a 24/7 mindset. You get the point.

Created: 2026-03-10