KP810- Full-Time/ROTA Head Caretaker & Team Lead - Toronto, ON/Travel

British American Household Staffing • Toronto, ON

50d • Hybrid

About The Position

A Toronto-based family with twin boys (age three) is hiring a head caretaker and team lead to be the senior practitioner for their children’s care. The role is hands-on with the boys daily and leads a small junior caretaking team in a fully staffed household. The boys have been raised with RIE and Pikler practices since they were six months old as a daily lived practice, applied rigorously, and the candidate must match that depth fluently. The household currently operates as a collaborative team, and the principals are hiring this role to lead it. The family are open to full-time, five days a week, or a structured rota (3:1, 2:2, or 1:1). Candidates would need to be comfortable working full-time for at least 6 months to build the relationship with the children and team, then the opportunity could shift to a ROTA schedule. The ideal candidate will either be Toronto-based or willing to relocate, with relocation expenses covered by the family. Travel between residences and periodic international travel is expected.

Requirements

• Valid U.S. Passport, Green Card, or Employment Authorization Card (EAC) - candidates do not need to have Canadian citizenship in order to apply to this role.
• This is a gluten-free household; one child has digestive sensitivities with an active reintroduction protocol for certain allergens (dairy, egg).
• Unscented home. Non-smokers and non-vapers only.
• Candidates should be up to date on their annual Flu shot.
• Candidates should be comfortable with a live-out set up, with separate accommodation provided when needed (e.g. during travel).
• Driver’s license required.
• NDA required.
• Has led a children’s care team — head nanny, daycare director, ECE program lead, or similar — and genuinely loves the leadership work.
• Equally loves hands-on caregiving; treats moments like wiping a child’s hands or face as an intentional, attuned moment of connection.
• Deep RIE and/or Pikler practice. Formal training (RIE Foundations or Associate, PiklerPedagogue, or equivalent) strongly preferred.
• Prior experience in fully staffed households; comfortable working closely with hands-on parents.
• Has worked as part of a high-trust caregiving team and finds that environment energizing.
• Holds clear, healthy professional boundaries. Communicates concerns directly upward to the principals and senior household leadership.
• Sole-charge ready: confident running the children’s care function for periods up to a week if the principals travel.
• Drives. Holds the structure of meals, sleep, medical, transportation, allergens, and routines.
• Brings senior input on family decisions affecting the boys — travel logistics, school choices, transitions, philosophy evolution as they grow.
• Comes to work calm and grounded with the ability to read energy and adjust accordingly. This matters above all.
• Comfortable in a detail-oriented, systems-driven household. The home runs on structure, so daily life feels calm and flows smoothly; comfort working within that is expected.
• Comfortable signing an NDA and practicing discretion as a matter of course.
• You have experience with sole-charge caregiving rooted in presence and respect.
• You have a deep understanding of child development, best practices and caregiving philosophies and are seasoned enough to advise the parents as needed.
• In addition to exceptional caregiving you have a proven history of team leadership, organization, and household management skills.
• You are highly organized, proactive, and capable of managing the complex moving parts of a high-net-worth household.
• Deep knowledge of child development, standards of care, RIE approach, next approach.
• Seasoned enough to advise as parents where to go and next stages, on a caretaking lens.

Nice To Haves

• Bonus: prior parenting experience, Spanish or French, ECE degree.
• Experience helping other families establish stable team-and-children travel rhythms is valued.

Responsibilities

• Direct hands-on care of the boys: feeding, dressing, sleep transitions, outings, emotional support, and daily activities.
• Leading, managing, and developing the junior caretakers: schedules, standards, onboarding, and modeling practice in the day-to-day.
• Holding consistency across the team on RIE/Pikler practice, sleep, food, transitions, and communication norms.
• Direct communication with the principals and senior household leadership on what’s working and what needs attention.
• Sole-charge coverage if the principals travel for periods up to a week.
• Senior input on family decisions affecting the boys: travel and relocation logistics, school choices, transitions.
• Traveling with the family between residences and on periodic international travel.
• Stepping in on adjacent areas when needed: light meal prep, child-related errands.
• Act as the "anchor" and the lead childcare professional in the home.
• Ensure continuity of care across the caregiving team.
• Supervise and mentor other caregivers; facilitate clear communication and professional growth.
• Maintain organizational systems for daily, weekly, long-term and seasonal projects, and team schedules to ensure a predictable environment.
• Maintain clear, professional communication with the parents.

Benefits

• Very competitive salary, commensurate with experience and fit.
• A healthcare stipend is offered, along with all other industry standard benefits.
• Relocation expenses covered by the family.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: Associate degree