Rotating Schedule Babysitting Jobs (NOW HIRING)

Company Overview
Pittsburgh's leading nanny agency, East Wind Nannies, is a FREE to nannies service and networking platform, placing our exceptional and qualified nannies with professional families-ensuring that both our nannies and families receive top-notch quality in childcare.
We are excited to match YOU with your dream family-- take a look below at this position, and let us know if you're interested!
Job Summary
Pittsburgh, PA | Squirrel Hill

• Start Date: ASAP, but flexible for the perfect fit
• Hours: Guaranteed 30 - 40 hours/week depending on the nanny's preference

schedule provided 4 weeks in advance, Typically 4-5 days a week, Usually 7-8 AM to 4-5 PM, with occasional hours as early as 5:30 AM or as late as 7 PM. Occasional Weekend Day Needed

• Hourly Rate: $27-32
• Children: 3.5 years old and 18 months old

Paid Vacation:

• 1 week paid family's choice
• 1 week paid nanny's choice

Requirements: Up-to-date vaccines, including covid and flu

• 3 sick or personal days
• All major holidays

Responsibilities and Duties
WHO/WHAT: Some families need a nanny. This family needs a teammate. These hardworking medical-career parents are searching for a proactive, energetic, warm-hearted nanny who can confidently step into the beautiful chaos of raising two toddlers while helping life run smoothly behind the scenes. Mom works rotating 24-hour shifts in emergency medicine, Dad is a physician and EMS medical director with some emergency call from home, and their schedules require someone truly dependable, adaptable, and organized.
Their oldest is thoughtful, funny, independent, and loves arts and crafts, music, scooters, and making people laugh. The youngest is joyful, adventurous, dance-loving, and proudly embracing her second-child energy. Both children thrive with outdoor adventures, loving structure, consistency, and caregivers who can balance gentle parenting with firm boundaries and follow-through. Your days will include preschool drop-offs and pickups, park outings, stroller walks, crafts, books, dance parties, and keeping two active little girls engaged with the world around them. This family deeply values movement, travel, curiosity, and experiencing life together. They're also hoping for a nanny who naturally takes pride in keeping things clean and organized. Duties include children's laundry, tidying toys, wiping counters or spills, loading/unloading the dishwasher, and helping the home feel reset after busy toddler days. Mom and Dad have nut and sesame allergies so caution around this is appreciated.
Flexibility is a huge plus in this role. The schedule rotates in 4-week blocks, with hours typically falling between 7 am-5 pm, four to five days per week. Occasionally, the family may need support outside of those hours, including early mornings, evenings, weekends, overnights, schedule adjustments, or optional travel opportunities. That said, the family is incredibly mindful of work-life balance and will pool every available resource to help keep early morning, evening, and weekend hours to a minimum whenever possible. Reliability matters immensely because calling off work simply isn't an option in their professions. You'll use your own vehicle for school pickups and outings (car seats and mileage reimbursement is provided), and bonus points go to candidates who genuinely love staying active, being outdoors, and keeping pace with energetic toddlers. This family loves skiing, swimming, biking, boating, neighborhood walks, travel, and filling their home with friends and family. They aren't just looking for someone to "watch" their children-they're hoping to find someone who becomes a meaningful part of family life.
THE IDEAL NANNY is...WARM AND PROACTIVE! You're the type of person who notices the sticky refrigerator handle and wipes it down without being asked. You naturally jump in and help, are reliable to your core, highly communicative, emotionally intelligent, and adaptable when schedules shift. You understand that toddlers require stamina, creativity, and constant engagement, and you genuinely enjoy staying active throughout the day. You're nurturing, playful, and affectionate, while also understanding the importance of boundaries, consistency, and follow-through. Ideally, you're organized, safety-oriented, willing to care for mildly sick kiddos, and excited about building a long-term relationship with an appreciative family who truly values excellent childcare. Most importantly? You're looking for more than just a paycheck. You want to matter deeply to a family-and to two little girls who are ready to absolutely adore the right nanny.
Requirements and Benefits

• Nanny must have a driver's license, vehicle, and a clean driving record
• Nanny MUST have previous nanny experience for a minimum of 2 years.
• Paid Vacation
• If your resume is a fit for our positions, our team will be in touch with you. You will receive our nanny application and be informed of the next steps regarding our process.

Once our team determines if you meet our qualifications, we'll email you our nanny application to complete. It should take you no more than fifteen minutes. Once submitted, we'll be in touch with the next steps in our application process!