Location: Richmond/Henrico, Virginia

Hours: 15–40 hours per month

Compensation: $25–$45 per hour, depending on experience and qualifications

Estimated Monthly Compensation: Approximately $450–$1,800 per month 

A trusted right-hand partner supporting the professional, personal, and family affairs of a founder, educator, nonprofit executive, and family caregiver.

Seeking a highly organized, proactive, trustworthy, and resourceful Executive & Personal Assistant to support a nonprofit executive, founder, educator, and family caregiver.

This position serves as a trusted right-hand partner responsible for helping coordinate the professional, personal, and family affairs of the Principal. The role combines executive support, personal assistance, family care coordination, administrative project management, and logistical support across multiple areas of responsibility.

The ideal candidate enjoys helping bring order to complexity, anticipates needs before they arise, exercises sound judgment, and can effectively navigate the intersection of professional responsibilities, personal commitments, and family obligations.

This is not a traditional administrative assistant position, nor is it a direct caregiving role. Instead, this position focuses on helping manage the many moving pieces of a busy life while creating greater capacity, and sustainability for the Principal and family.

At its core, this role is about helping steward and coordinate the broader ecosystem of a person's life—supporting the intersection of work, family, caregiving, health, logistics, relationships, commitments, and long-term goals.

Rooted in a tradition of stewardship, accompaniment, and relationship-centered support. Historically, community leaders, educators, clergy, and families often relied on trusted individuals who helped coordinate the practical, relational, and logistical aspects of daily life. While the modern responsibilities may include calendars, project management, and administrative coordination, the spirit of the role is grounded in trust, discretion, compassion, advocacy, and helping care for the affairs of a person and family.

The ideal candidate understands that supporting a founder, family caregiver, and community leader requires more than completing tasks. It requires sound judgment, initiative, adaptability, professionalism, and a genuine commitment to helping create greater ease, organization, and well-being across multiple areas of life.

This role supports a nonprofit executive, educator, founder, and community leader who balances professional leadership responsibilities with the ongoing coordination and support of an aging parent.

A portion of this role involves supporting family-related logistics connected to the well-being of the Principal's father, who lives with memory loss and a neurological condition and currently resides in a skilled nursing facility.

While the father receives care through healthcare providers and facility staff, additional support is often needed around appointment coordination, advocacy, communication, documentation, community outings, quality-of-life activities, and family engagement.

The household also includes a beloved dog whose care and well-being are an important part of family life. Occasional support with pet-related logistics, transportation to veterinary appointments, scheduling pet services, and daytime dog walking during work travel may be requested.

The ideal candidate understands that supporting a family's well-being requires both logistical coordination and compassionate relationship-building.

Because the Principal serves as an entrepreneur, nonprofit executive, public-facing leader, family caregiver, and head of household, this role is intentionally interdisciplinary and may evolve based on changing priorities, opportunities, and family needs.

Support the Principal's professional responsibilities, organizational leadership, strategic initiatives, and day-to-day operations through planning, coordination, communication, and implementation support.

Responsibilities may include:

• Managing personal and professional calendars
• Creating and maintaining weekly, monthly, quarterly, and annual planning systems
• Creating monthly "at-a-glance" schedules
• Scheduling, confirming, and rescheduling meetings and appointments
• Managing scheduling conflicts and coordinating logistics
• Supporting email management and professional communications
• Tracking deadlines, priorities, commitments, and follow-up items
• Organizing files, records, and important documents
• Preparing for meetings and documenting action items when requested
• Supporting strategic planning, implementation, and accountability systems
• Coordinating projects, initiatives, and special assignments
• Conducting research, information gathering, and basic analysis
• Assisting with event planning and logistics
• Coordinating vendors, consultants, and external partners
• Coordinating travel planning, reservations, and logistics
• Providing executive support across Her Changes, Transformative Changes, and personal brand activities
• Helping identify and protect rest, recovery, and personal wellness periods within scheduling systems
• Supporting new initiatives, launches, and special projects as needed

This area of responsibility is intentionally broad and designed to support the Principal in managing the competing demands of entrepreneurship, nonprofit leadership, public engagement, caregiving, and family responsibilities.

Provide support with household management, personal logistics, errands, and routine administrative responsibilities that help create greater organization, stability, and capacity.

Responsibilities may include:

• Coordinating vendors, contractors, and service providers
• Scheduling household services and appointments
• Grocery pickup coordination
• Package returns and pickups
• Laundry drop-off, pickup, wash-and-fold services, or laundromat visits
• Running occasional errands
• Household organization projects
• Managing recurring household responsibilities
• Tracking important household dates, obligations, and deadlines
• Supporting household budgeting and expense tracking
• Supporting personal administrative tasks and logistics
• Coordinating travel arrangements and transportation logistics
• Coordinating routine pet care needs, including dog walking during work travel, veterinary appointments, grooming appointments, and pet care coverage

During extended travel, emergencies, or special circumstances, optional pet sitting or overnight pet care responsibilities may be available and will be compensated separately from the standard scope of work.

Support the Principal in coordinating family responsibilities related to her father's care, quality of life, and ongoing advocacy needs.

Responsibilities may include:

• Scheduling and coordinating medical, care-related, and family appointments
• Communicating with healthcare providers, nursing facility staff, and service organizations
• Accompanying the father to appointments, care planning meetings, family visits, and community outings when requested, including transportation when appropriate
• Supporting family advocacy efforts through documentation, information gathering, and follow-up
• Coordinating transportation services and related logistics
• Assisting with quality-of-life activities, engagement opportunities, and community participation
• Partnering with the Principal on ongoing care coordination, planning, and oversight

This role does not provide direct personal care, medication administration, bathing, dressing, feeding, or clinical services.

The ideal candidate will demonstrate:

• Exceptional organizational and time-management skills
• Strong written and verbal communication skills
• Ability to work independently with minimal supervision
• Strong problem-solving and decision-making abilities
• Professionalism, reliability, and discretion
• Excellent judgment and attention to detail
• Ability to manage multiple priorities simultaneously
• Emotional intelligence and interpersonal awareness
• Comfort navigating both professional and personal responsibilities
• Entrepreneurial mindset and self-starter mentality
• Ability to anticipate needs and take initiative
• Strong collaboration skills while maintaining ownership of work

Preference will be given to candidates with experience in:

• Executive or personal assistance
• Project coordination
• Operations support
• Care coordination
• Family support services
• Aging services
• Healthcare navigation
• Education or nonprofit administration
• Hospitality or client services

Additional preferred qualifications include:

• Experience supporting founders, executives, entrepreneurs, or community leaders
• Experience supporting individuals navigating fast-paced lifestyles
• Experience supporting neurodivergent individuals
• Experience working with older adults, individuals with memory loss, disabilities, or complex care needs
• Strong systems-thinking and organizational abilities
• Comfort interacting with healthcare providers, social workers, and care teams

We believe strong communities are built through diverse experiences, perspectives, and lived wisdom.

Individuals from historically marginalized and underrepresented communities are strongly encouraged to apply, including Black, Indigenous, and People of Color (BIPOC), women, caregivers, first-generation professionals, and individuals with lived experience navigating community care, disability, aging, or complex family systems.

Research consistently demonstrates that diverse teams produce stronger outcomes, greater innovation, and more effective problem-solving. We value candidates who bring cultural humility, empathy, adaptability, professionalism, and a commitment to relationship-centered work.

• Valid driver's license
• Reliable transportation
• Ability to travel throughout Richmond and surrounding areas
• Successful completion of a criminal background check
• Two to three professional references
• Smartphone, email access, and reliable internet
• Availability for pre-scheduled daytime appointments and meetings
• Must accept electronic ACH payment (Pay Pal, Venmo, or ACH)

This role requires access to confidential personal, family, healthcare, financial, and professional information.

The selected candidate must:

• Sign a Confidentiality and Non-Disclosure Agreement (NDA)
• Maintain strict confidentiality regarding personal, family, healthcare, financial, and professional matters
• Demonstrate sound judgment and discretion
• Exercise professionalism and strong interpersonal etiquette
• Maintain appropriate professional boundaries
• Represent the Principal and family professionally when interacting with providers, vendors, partners, and community stakeholders

Trust, reliability, professionalism, discretion, and integrity are essential to success in this role.

The position will begin with a paid 30-day trial period.

The trial period allows both parties to assess communication style, reliability, workflow, expectations, and overall fit.

Following the trial period, there may be an opportunity to transition into an ongoing contractor relationship based on performance, evolving needs, and mutual interest.

Please submit:

• Resume
• Two to three professional references
• Statement of Interest (1–2 pages)

In your Statement of Interest, please address:

1. Why are you interested in supporting a founder, executive, and family caregiver in a role that combines executive support, personal affairs management, and family coordination?
2. Describe a time you successfully managed multiple competing priorities. How did you stay organized and ensure follow-through?
3. What do professionalism, discretion, compassion, and accountability mean to you in a role involving confidential personal and family matters?
4. This role requires a high degree of initiative, entrepreneurial thinking, and independent problem-solving. Describe a time when you identified a challenge or opportunity and took action without being directed.

Applications will be reviewed on first come, first serve rolling basis. Email all applications to chloe@chloeiedwards.com. 

No phone calls or solicitations, please.