Executive/Personal Assistant

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 a young child, 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

1. Manage daily schedules, calendars, deadlines, and longer-term planning priorities
2. Coordinate travel logistics, itineraries, and occasional accompaniment on scheduled trips
3. Support meetings, events, and executive priorities with proactive preparation and follow-up
4. Assist with projects, timelines, budgets, and tracking using tools such as Excel, calendars, and productivity apps
5. Communicate clearly and professionally via phone, email, and text with internal and external contacts

Personal & Household Support

1. Manage personal logistics such as appointments, errands, vendor coordination, and household-related tasks
2. Assist with packing/unpacking, vehicle coordination, shopping, and day-to-day organization
3. Coordinate with professionals such as medical offices, banks, service providers, and schools
4. Provide flexible support as needs shift week to week — no two days look exactly the same

Events, Family & Environment

1. Support event planning ranging from small gatherings to larger hosted functions
2. Serve as a welcoming liaison during events; interact confidently with executives, leaders, and guests
3. Work comfortably in environments with children and families
4. Occasionally assist with caregiving support for a young female child, including travel and overnight stays

General Expectations

1. Anticipate needs, solve problems proactively, and follow tasks through to completion
2. Handle sensitive information and situations with discretion and maturity
3. Work independently when needed, while also collaborating effectively as part of a team
4. Adapt quickly as priorities evolve and circumstances change

The Ideal Candidate

1. Exceptionally organized with strong time-management instincts
2. Polished, personable, and comfortable engaging with executives and guests
3. Calm under pressure; able to pivot without becoming flustered
4. Resourceful, resilient, and solution-oriented
5. Comfortable using Excel, calendars, email, and modern apps (training provided for specifics)
6. 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.

Additional Note

This role involves occasional caregiving support for a young female child, including travel and overnight stays. Due to the personal nature of these responsibilities and family preferences, we are seeking candidates who are comfortable and appropriate in providing care in this context.