Full-Time Nanny/House Manager for Teenager in West Loop

Strollers and Stilettos - Chicago, IL

Family with numerous residences and properties in West Loop of Chicago and cottage/log cabin in Michigan with 12 year old boy is seeking an educated, experienced, professional, organized, meticulous and detail oriented Full-Time Nanny/House Manager to manage a busy family and properties. The schedule is on Monday - Friday at 11:00am - 7:00pm. During summer months, schedule will likely shift to 9:00am-11:00am to 5:00pm-7:00pm. Nanny is required to work slightly later hours once or twice per month until babysitter is able to arrive at residence. Nanny is required to travel internationally and domestically approximately 6-8+ weeks per year and work overnights when parents are traveling without child approximately 1-2+ weeks annually. Flexibility is required for the position. Child is enrolled in Montessori school, which is a short driving distance from the family's residences. Family has staff vehicle, so safe vehicle for transportation is not required. Nanny must be comfortable with cat and hypoallergenic small dog (they will likely have dog in the near future). Nanny/House Manager must be collaborative to work with domestic staff (Full-Time Housekeeper, cleaning service, gardener, accountant, etc.) and directly with Principals on a daily basis, warm, nurturing, calm confidence and demeanor, discreet, assertive, proactive, resourceful, self starter, organized, detail oriented, hard working, service focused, kind, professional, ability to multi-task and wear many hats, respectful and capable of maintaining discretion. Candidates must have previous experience in similar position(s) that include nanny experience along with highly detailed house management and family assistant responsibilities. Family is open to local candidates or domestic relocations. Start date is ASAP, but flexible for the right candidate.

RESPONSIBILITIES:

Experienced with play-based learning and creating educational activities (e.g., planned engaging activities at home, developmentally appropriate games and activities, engaging projects and crafts, scheduled outings, etc.)

Knowledgeable about child development (e.g., firm when necessary and capable of teaching child manners and etiquette, but also capable of being laid back and fun)

Support teaching and reinforcement of manners and other social skills

Provide developmentally appropriate games and activities, engaging projects and crafts at home and schedule/plan fun outings and events

Assist child with homework, school projects, studying for tests, etc. and keep parents informed of progress and needs

Transporting child to and from school, activities, hang outs (play dates for teenagers), camps, etc.

Fresh and healthy meal planning and preparation for family

Pack child's healthy lunches and bags for the following day (e.g., ensure all school work is completed, pack gear for sports and/or activities, etc.)

Minimal assistance with principals and child's laundry

Inventory checklists for household items, food, child's essentials, principals' essentials, etc. and ordering through Amazon, Instacart, etc.

Event planning for child's themed birthday parties and other events (e.g., Plan, organize and oversee flawless execution day of event)

Maintain comprehensive household manuals setting priorities for tasks on daily, weekly, monthly, quarterly and annual basis

Maintain file systems including those for household operations, warranty manuals, household equipment, invitations, entertainment logs, etc.

Maintain contacts lists that include family members, vendors, contacts, businesses, etc.

Responsible for management responsibilities of three properties (e.g., 10,000 square foot condo; 3,000+ square foot condo; dome/warehouse that is indoor fun center for child)

Responsible for scheduling and overseeing vendors and contractors (e.g., winterizing irrigation system for winter, seasonal landscaping displays, etc.)

Responsible for running errands (e.g., shopping for home supplies, returns, purchasing school supplies for beginning of school year and needed throughout the year, purchasing gifts for birthday parties child is attending, and other requested items)

Responsible for handling things around the homes (e.g., receiving deliveries, service providers, contractors, answering phone calls, sending emails, going through mail and sorting bills and junk, etc.)

Responsible for organizational projects (e.g., child's bedrooms, playrooms (toys, crafts, etc.), closets, rotating clothes seasonally, getting rid of outgrown toys, taking things for donation, etc.)

Assist domestic staff with projects when necessary (e.g., creating a collaborative/team environment)

Ensure pantry, refrigerator and wine cellar are properly stocked in accordance with the Principals' and child’s travel and entertaining schedules

Maintain vehicles, take for service appointments and keep accurate records of services completed

Managing family and household schedules and calendars

Scheduling and maintaining calendars for child and principals, registering for activities/camps/etc., planning play dates/outings with friends, etc.

Manage household petty cash (including proper documentation) and submission of house credit card purchases/receipts

Assistance with travel arrangements and ensuring all logistics are planned in advance

Packing child for trips/travel

Assistance with cat (e.g., feeding and giving water, cleaning litter bot, routine veterinary appointments, etc.)

Necessary in the future: Assistance with dog (e.g., letting out daily, feeding, taking to vet and groomer, etc.)

Schedule meetings with principals as needed to discuss their schedule, child's schedule, travel plans, upcoming events, special projects, etc.

QUALIFICATIONS:

Capable of building good rapport with similar aged children/teenagers (intellectual and curiosity about world to engage child)

Ability to travel internationally and domestically whenever necessary

Highly organized, detail oriented, proactive, excellent time management, efficient and service focused

Attentive to Principals' preferences and style (intuitive to their needs)

Observant to the needs of family and home to anticipate their needs

Ability to maintain discretion (confidentiality agreement is required)

Ability to be discreet with respect for employer’s privacy

Professional presentation of self and great personality

Ability to develop and maintain solid working relationships with service providers, contractors and vendors

Ability to work collaboratively with vendors and oversee projects

Ability to easily take direction

Strong ability to communicate and collaborate effectively with Principals (extension of parents and consistent childcare philosophies)

Strong technology skills and experienced working with Macintosh and PC

Seeking longevity/long term commitment (e.g., at least 2-5+ years)

Positive attitude and ability to handle residences and staff with ease and calm demeanor

Active and fit (e.g., swimming, snow ski, riding bicycle, etc.)

REQUIREMENTS:

Bachelor’s degree and/or Master's Degree in Early Childhood Education, Elementary Education or Early Childhood Development is most ideal, but bachelor's degree is required

Knowledge of Montessori teaching philosophy is ideal, but not required

Experienced working with teenagers

2-5+ years of full-time consistent and recent domestic experience working as a nanny/house manager/family assistant

3-4 references from professional positions

Live a close proximity to family's residence in West Loop

Ability to complete extensive background checks, motor vehicle checks and drug tests

Driver's license and clean driving record

CPR Certification

Comfortable with cat and hypoallergenic dog

COMPENSATION:

$70-90K+ gross annual salary (based on experience and qualifications)

$300-500 Health insurance stipend

Overtime rate for hours worked over 40 hours per week

$150 per overnight gross while traveling and working overnights at residences

Two weeks (10 days) paid vacation

Seven government holidays paid

Discretionary annual bonus and raise (performance evaluation required)

Please read the job description carefully and kindly apply with your cover letter, resume, references (email address and phone number), letter(s) of recommendation and professional photo if you meet all of the requirements. Submit through our website at www.strollersandstilettos.com/job-opportunities. We look forward to hearing from you!

Job Type: Full-time

Salary: $70,000.00 to $90,000.00 /year

Experience:

Full-Time Nanny/House Manager: 2 years (Required)

Education:

Bachelor's (Required)

License:

Driver's license and clean driving record (Required)

Language:

English (Required)

Required travel: