Overview
We’re seeking a highly capable, adaptable Executive / Personal Assistant to support a fast-moving, high-performing executive in both professional and personal capacities. This is a relationship-driven role for someone who thrives on variety, takes pride in being the person who keeps everything running smoothly, and brings calm, competence, and follow-through to a dynamic environment.
This is not a traditional desk job. The right candidate may come from hospitality, events, travel, service, or other fast-paced, people-forward roles. We will train you on our specific systems, preferences, and workflows — what matters most is your judgment, organization, discretion, and “get it done” mindset.
You’ll serve as a trusted right hand, balancing executive support, project coordination, and personal logistics with professionalism, warmth, and adaptability.
This role is a direct-hire opportunity supporting a principal executive whose businesses are exclusively supported by O’Mally Management Group. Due to the personal and security-sensitive nature of the position, details regarding the executive will be shared with qualified candidates at the appropriate stage of the hiring process.
Our Environment & Values
This role supports a values-driven, family-centered household and executive environment that prioritizes integrity, discretion, respect, and personal accountability. We’re seeking someone who is grounded, emotionally mature, and comfortable working closely with a family, including young children, in a high-trust setting. The right candidate appreciates structure, clear communication, and thoughtful follow-through, and finds fulfillment in supporting both professional goals and day-to-day life with care and intention.
Key Responsibilities
Executive & Professional Support
- Manage daily schedules, calendars, deadlines, and longer-term planning priorities
- Coordinate travel logistics, itineraries, and occasional accompaniment on scheduled trips
- Support meetings, events, and executive priorities with proactive preparation and follow-up
- Assist with projects, timelines, budgets, and tracking using tools such as Excel, calendars, and productivity apps
- Communicate clearly and professionally via phone, email, and text with internal and external contacts
- Handle financial errands including cash management, making deposits, and coordinating basic banking tasks with discretion and accuracy
Personal & Household Support
- Manage personal logistics such as appointments, errands, vendor coordination, and household-related tasks
- Assist with packing/unpacking, vehicle coordination, shopping, and day-to-day organization
- Coordinate with professionals such as medical offices, banks, service providers, and schools
- Provide flexible support as needs shift week to week — no two days look exactly the same
- Assist with pet care as needed, including coordinating appointments, managing supplies, and occasional hands-on support with dogs
Events, Family & Environment
- Support event planning ranging from small gatherings to larger hosted functions
- Serve as a welcoming liaison during events; interact confidently with executives, leaders, and guests
- Work comfortably in environments with children and families
- Occasionally assist with caregiving support for a young female child, including travel and overnight stays
- Assist with selecting, purchasing, and organizing thoughtful gifts for personal and professional occasions
General Expectations
- Anticipate needs, solve problems proactively, and follow tasks through to completion
- Handle sensitive information and situations with discretion and maturity
- Work independently when needed, while also collaborating effectively as part of a team
- Adapt quickly as priorities evolve and circumstances change
The Ideal Candidate
- Exceptionally organized with strong time-management instincts
- Can easily shift from one task to another as needed
- Polished, personable, and comfortable engaging with executives and guests
- Calm under pressure; able to pivot without becoming flustered
- Resourceful, resilient, and solution-oriented
- Comfortable using Excel, calendars, email, and modern apps (training provided for specifics)
- Thrives in a role that blends structure with variety
No prior Executive or Personal Assistant title is required.
Transferable experience from hospitality, events, travel, service, or similar fast-paced roles is highly valued.