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About the Role

A Toronto-based family seeks a Head Caretaker and Team Lead to serve as the senior practitioner for their twin boys. This hands-on role involves daily interaction with the children and leadership of a junior caretaking team within a fully staffed household. The ideal candidate will have a deep, fluent understanding and application of RIE and Pikler practices, mirroring the family's established approach.

Responsibilities

• Provide direct hands-on care for the boys, including feeding, dressing, sleep transitions, outings, emotional support, and daily activities.
• Lead, manage, and develop junior caretakers by overseeing schedules, setting standards, onboarding, and modeling best practices.
• Ensure consistency across the team regarding RIE/Pikler practice, sleep, food, transitions, and communication norms.
• Communicate directly with principals and senior household leadership about operational status and areas needing attention.
• Provide sole-charge coverage when principals travel for up to a week.
• Offer senior input on family decisions impacting the boys, such as travel and relocation logistics, school choices, and transitions.
• Travel with the family between residences and on periodic international trips.
• Assist with adjacent tasks as needed, such as light meal preparation and child-related errands.

Requirements

• Must have led a children's care team (e.g., head nanny, daycare director, ECE program lead) and enjoy leadership.
• Must have a passion for hands-on caregiving, viewing each interaction as a moment of connection.
• Requires deep RIE and/or Pikler practice; formal training is strongly preferred.
• Prior experience in fully staffed households and comfort working closely with hands-on parents.
• Experience working within a high-trust caregiving team environment.
• Must maintain clear, healthy professional boundaries and communicate concerns directly upward.
• Must be sole-charge ready, confident in managing children's care for up to a week without principals.
• Must possess a driver's license.
• Must provide senior input on family decisions affecting the boys.
• Must be calm, grounded, and adaptable to household energy.
• Must be comfortable working within a detail-oriented, systems-driven household structure.
• Must be comfortable signing an NDA and practicing discretion.
• Valid U.S. Passport, Green Card, or Employment Authorization Card (EAC) required.
• Must be comfortable with a live-out setup; separate accommodation provided when needed.
• Driver's license required.
• NDA required.

Skills

• RIE practice
• Pikler practice
• Team leadership
• Hands-on caregiving
• Communication
• Household systems management
• Driving
• Meal planning
• Child-related errands
• Spanish or French (bonus)
• ECE degree (bonus)

Location

• Toronto, Canada
• California, USA (potential)
• Costa Rica (potential)

Work Type

• Full-time
• Live-out
• Hybrid (travel expected)

Experience Level

• Senior practitioner
• Leadership experience required

Education Level

• Formal RIE Foundations or Associate, PiklerPedagogue, or equivalent training strongly preferred.
• ECE degree (bonus)

Salary/Compensations

• Competitive compensation reflecting seniority, training, schedule, and travel commitments.

Benefits

• Healthcare stipend
• Industry standard benefits

About the Company

• A Toronto-based family with twin boys (age three).
• The household operates as a collaborative team including caretakers, chef, housekeeper, chief of staff, and property manager.
• Principals are hands-on parents.
• The home is gluten-free with specific allergen sensitivities.
• The home is unscented; non-smokers and non-vapers only.