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.
Skills Required
- Strong judgment, organization, discretion, and a 'get it done' mindset
- Comfortable working closely with a family including young children and providing occasional caregiving
- Ability to coordinate and occasionally accompany executive on travel and overnight stays
- Experience handling financial errands such as cash management, deposits, and basic banking tasks with discretion and accuracy
- Polished communication skills via phone, email, and text with internal and external contacts
- Comfortable using Excel, calendars, email, and modern productivity apps (training provided)
- Experience in hospitality, events, travel, service, or other fast-paced, people-forward roles
- Ability to manage household logistics, vendor coordination, shopping, and organization
- Ability to support event planning and serve as a welcoming liaison with guests and executives
- Handle sensitive information with discretion and maturity
What We Do
O’Mally Management Group (OMG) supports small businesses with tailored human-resources and payroll services. The company brings specialized HR and payroll expertise to organizations that may not have extensive internal administrative teams. It also supports recruitment partnerships, including work for Crossing Creeks Country Club. OMG’s mission is to provide practical, customized people-operations support for small-business and growing-enterprise clients through hands-on guidance and tailored solutions.
