Babysitting and Nanny Jobs in Pleasant Prairie WI

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Found 135 babysitting and nanny jobs within 50mi of Pleasant Prairie WI 53142. Showing 49 to 72. Sorted by

Sweet Newborn Care - Pewaukee Work-From-Home Mom

Pewaukee, WI | 42 mi

Start Date: 17 Feb 26
Applications Close: 10 Feb 26

Posted 2 months ago

Job Details: Full-time

$18 per hour

Calling passionate nannies! We're seeking a dedicated caregiver for our precious newborn arriving March 5th, 2026. Job Highlights: • Full-time position (Monday-Friday) • Hours: 6am-6pm daily • Competitive pay: $15-20/hour • Work alongside a work-from-home parent • Caring for one infant (0-11 months) Caregiver Requirements: • Non-smoker • Must have own reliable transportation • Comfortable in a pet-friendly home Start Date: February 18th Location: Pewaukee, Wisconsin If you love nurturing infants and creating a warm, supportive environment, this could be your perfect role!

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Bilingual Childcare Pro Needed - Multi-Age Family

Glendale Heights, IL | 43 mi

Start Date: 01 Dec 25
Applications Close: 15 Dec 25

Posted by Liliana 12 days ago

Job Details: Part-time

$23 per hour

Are you a rockstar childcare provider with a passion for multilingual care? We're seeking an exceptional babysitter for our dynamic household!

We have four amazing children ranging from toddler to junior high, and we need someone special who can keep up with our family's energy.

Key Highlights:
• Competitive Pay: $21-$25 per hour
• Flexible Schedule: 7:00 AM - Midnight
• MUST speak Spanish fluently
• Own transportation required

Your Responsibilities:
• Supervise playtime for multiple age groups
• Assist with homework
• Prepare meals and snacks
• Light housekeeping
• Support with toilet training
• Pet-friendly environment

Ideal Candidate:
• Experienced with toddlers and preschoolers
• Comfortable managing multiple children
• Patient and adaptable
• Background in special needs care a plus

If you're ready to become an integral part of our family's daily life, we can't wait to meet you!

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NEW! Patient Sitter for Sweet Teen Companion

Oak Park, IL | 44 mi

Start Date: 04 Dec 25
Applications Close: 18 Dec 25

Posted by Melody 7 days ago

Job Details: Casual Babysitting

$15 per hour

Special opportunity for a compassionate caregiver to support a wonderful teenage girl!

We're seeking a kind, understanding sitter who can provide gentle companionship for my 15-year-old daughter on occasional evenings. This is a light, relaxed position focused on creating a safe and comfortable environment.

Key Details:
• Needed on Tuesdays, Fridays, Saturdays, or Sundays evenings
• Supervision and companionship are primary responsibilities
• Help with simple activities like homework, watching movies, or coloring
• Must be comfortable working with special needs teen

About Our Teen:
• Very sweet and calm
• Loves music, movies, teddy bears, and coloring
• Requires gentle communication and patient interaction

Requirements:
• Must have own reliable transportation
• Warm, patient demeanor
• Ability to create a comfortable, secure atmosphere

Compensation: $10-$20 per hour for flexible, as-needed care

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Morning Kids Prep & School Drop-Off

River Forest, IL | 44 mi

Start Date: 01 Dec 25
Applications Close: 15 Dec 25

Posted by Lauren 12 days ago

Job Details: Part-time

$24 per hour

Calling all organized and energetic caregivers! Our family needs a reliable morning hero to support four wonderful children during their critical morning routine. Key Responsibilities: • Prepare breakfast and morning snacks • Help children get dressed and ready for school • Manage morning schedules and routines • Drive children to their schools • Light housekeeping and children's laundry management Perfect for a punctual, child-loving professional who thrives in a morning support role! Schedule Details: • Hours: 7:00 AM - 10:00 AM (Weekdays) • Flexible start date • 4 children (Preschool & Elementary ages) Compensation: • $22 - $26 per hour • Opportunity for consistent, reliable morning work Ideal Candidate: • Experience managing multiple children • Excellent time management skills • Warm, patient demeanor • Reliable transportation Ready to make a difference in our children's morning? We can't wait to hear from you!

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School Pickup & Playdate Pro Needed

Oak Park, IL | 44 mi

Start Date: 08 Jan 26
Applications Close: 20 Dec 25

Posted by Elli 12 days ago

Job Details: Part-time

$24 per hour

Calling all dependable sitters! We're seeking a rockstar caregiver for our two awesome kids in Oak Park. Job Highlights: • Weekly Thursday gig from 5-7 PM • Pick up preschool & elementary school daughters • Manage school transportation with provided car seat • Simple meal preparation (meal plan provided) • Supervise & engage kids until parents return What We Need: • Reliable driver with own vehicle • Comfortable around friendly pets • Positive energy & kid-friendly attitude Perfect for someone who loves: - Structured weekly schedule - Working with different age groups - Hands-on childcare Compensation: $22-$26 per hour Start Date: January 8, 2026 If you're organized, responsible, and great with kids, we want to hear from you!

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Sweet Baby Care - Peaceful Lannon Home

Lannon, WI | 45 mi

Start Date: 29 Dec 25
Applications Close: 15 Dec 25

Posted 12 days ago

Job Details: Full-time

$16 per hour

Are you a nurturing caregiver looking for a rewarding infant care opportunity? We have a precious little one who needs loving, attentive support!

Job Highlights:
• Full-time role with infant (0-11 months)
• Competitive hourly rate: $10-22
• Start Date: December 29

Daily Responsibilities:
• Infant care basics: diaper changes, feedings
• Engaging developmental activities like tummy time
• Comforting baby during fussy moments
• Feeding schedule: Every 2-2.5 hours (2-3.5 oz)

flexible Work Environment:
• Welcome to bring personal activities during baby's nap
• No extensive housekeeping required
• Just tidy up after yourself and baby

ideal Candidate:
• Non-smoker
• Comfortable with pets
• Reliable transportation
• Warm, patient demeanor

Schedule:
Monday-Friday: 6:30am-4pm

Let's create a nurturing environment for this little one together!

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Adorable Infant Care - Weekly Tuesday Role

Menomonee Falls, WI | 45 mi

Start Date: 06 Jan 25
Applications Close: 15 Dec 25

Posted 20 days ago

Job Details: Part-time

$18 per hour

Calling all loving infant specialists! 🍼 We're seeking a warm-hearted nanny for our precious 6-month-old baby. Weekly Opportunity Details: • Schedule: Every Tuesday, 10am-6pm • Occasional bonus shifts (about once monthly) • Competitive pay: $15-20 per hour What We Need From You: • Experienced in infant care • Attentive to developmental milestones • Enjoy creating nurturing environments • Comfortable with light housekeeping • Reliable transportation a must Your Key Responsibilities: • Engaging, age-appropriate playtime • Consistent feeding routines • Supporting nap schedules • Ensuring safe, loving care This is a perfect role for a compassionate caregiver who loves watching babies grow and thrive! Join our family and make a difference in our little one's life. 💕

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Infant Care: Loving Family Seeks Caring Nanny

Sussex, WI | 45 mi

Start Date: 01 Jun 26
Applications Close: 15 May 26

Posted 2 months ago

Job Details: Full-time

$20 per hour

Exciting opportunity for a compassionate nanny to join our family in Sussex, WI! We're looking for a warm, patient caregiver for our precious 3-month-old starting June 2026. Job Highlights: • Full-time position (3-4 days/week) • Competitive hourly rate: $15-26 • Flexible start times between 7-9am • End times between 2:30-5pm What We Need: • Experience with infant care • CPR certification • Own reliable transportation • Non-smoker • Comfortable with light housekeeping and simple meal prep Family Environment: • Work-from-home parent nearby • Seeking a long-term caregiver (ideally 1+ years) • Prioritizing open communication and nurturing care If you're passionate about infant development and creating a safe, loving environment, we want to meet you! Join our family and help our little one grow and thrive. Ready to make a difference in a child's life?

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NEW! Fun After-School Buddy Needed in Hillside!

Hillside, IL | 46 mi

Start Date: 01 Jan 26
Applications Close: 27 Dec 25

Posted by Betty 7 days ago

Job Details: Part-time

$18 per hour

Looking for a fantastic, energetic sitter to hang out with our awesome elementary school kiddo! Weekly Commitment: • Every Wednesday from 3:00 PM - 6:00 PM • Starting January 1st, 2026 What We Need: • Help with homework • Play engaging games • Prepare tasty snacks • Keep our child safe and entertained We're seeking someone who: • Loves spending time with kids • Has great communication skills • Can create a fun, positive atmosphere Hourly Rate: $10 - $26 per hour If you enjoy making learning fun and building awesome connections with kids, we want to meet you! Reliable, kind sitters with a playful spirit - this job is calling your name!

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Fun Family Seeks Caring Sitter for Girls

Forest Park, IL | 46 mi

Start Date: 19 Nov 25
Applications Close: 17 Dec 25

Posted by Sarah 12 days ago

Job Details: Casual Babysitting

$18 per hour

Are you a patient and responsible caregiver who loves making kids smile? We need an awesome babysitter for our two wonderful daughters! Job Details: • Ages: 2-year-old toddler and 9-year-old elementary schooler • Hours: Occasional, as-needed babysitting • Start Date: ASAP (November 19, 2025) • Hourly Rate: $18-$22 per hour Your Responsibilities: • Supervise engaging playtime • Prepare healthy snacks • Assist with bedtime routines • Create a safe, fun environment We're looking for someone with special needs experience who can bring warmth, creativity, and care to our family. If you're passionate about working with children and can provide a nurturing atmosphere, we want to meet you!

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Fun Family Needs School Day Childcare Hero!

Lombard, IL | 46 mi

Start Date: 04 May 26
Applications Close: 19 Dec 25

Posted by Adam 12 days ago

Job Details: Part-time

$24 per hour

Calling all energetic and reliable caregivers! We're seeking an awesome babysitter for our two elementary-aged children in Lombard, IL. Job Highlights: • Flexible start date: May 4, 2026 • Monday-Friday schedule: 7:00 AM - 4:30 PM • Competitive pay: $22-$26 per hour Your Mission: • Supervise playful elementary kids • Help with homework • Prepare delicious snacks • Ensure a safe, engaging environment • Handle school drop-offs and occasional outings Must-Haves: • Reliable car • Comfortable around pets • Love for making learning fun! Are you a patient, responsible caregiver who enjoys spending quality time with kids? We want to meet you! This is more than a job - it's a chance to make a real difference in two children's lives.

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Fun Afternoon Play & Learn with 4-Year-Old

Lombard, IL | 46 mi

Start Date: 15 Nov 25
Applications Close: 07 Dec 25

Posted by Marcus a month ago

Job Details: Casual Babysitting

$19 per hour

Calling all energetic and caring sitters! We're seeking a fantastic afternoon companion for our playful 4-year-old in Lombard. Exciting Opportunity Details: • Days: Monday through Friday • Hours: 2:00pm - 4:00pm • Hourly Rate: $17 - $20 What We're Looking For: • Someone who loves engaging preschool children • Ability to create fun, interactive activities • Skill in reading stories and playing games • Commitment to maintaining a safe, nurturing environment Ideal Candidate Will: • Enjoy creative play • Prepare simple, child-friendly snacks • Keep our little one entertained and happy • Have experience with preschool-aged children If you're passionate about making afternoons magical for a 4-year-old, we want to meet you! Flexibility and a warm, patient approach are key to this role.

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NEW! Compassionate Care for Family in Need

Berwyn, IL | 47 mi

Start Date: 06 Dec 25
Applications Close: 06 Dec 25

Posted by Ryan 7 days ago

Job Details: Casual Babysitting

$23 per hour

Caring Sitter Needed for Loving Family During Challenging Time

We are seeking a compassionate and supportive sitter to help our family during a difficult medical situation. Our family needs assistance with:

• Caring for 17-month-old Ava while parents are at hospital
• Flexible scheduling to support family's current needs
• Occasional accompaniment to hospital for child supervision

Special Circumstances:
• Our 1-month-old son Aiden is currently in ICU after brain surgery
• We need help watching our toddler during hospital visits
• Must be comfortable with sensitive family medical situation

Requirements:
• Must have reliable personal transportation
• Able to prepare snacks/meals for toddler
• Comfortable with bedtime routines
• Assist with toilet training
• Willing to help with occasional errands

Hourly Rate: $23-$30 per hour

If you are patient, kind, and ready to support a family through a challenging time, we would love to hear from you.

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Fun After-School Care in Wheaton for 2 Kids

Wheaton, IL | 48 mi

Start Date: 23 Nov 25
Applications Close: 15 Dec 25

Posted by Nick 19 days ago

Job Details: Part-time

$20 per hour

Exciting opportunity for a reliable nanny to support an awesome family in Wheaton! We're seeking a dependable caregiver for two energetic elementary-aged daughters (ages 7 & 11). Responsibilities include: • Afternoon care from 3:30-7:30 pm (occasionally until 9:30 pm) • Help with homework • Prepare light meals & snacks • Light housekeeping related to children • Drive kids to afternoon activities • Occasional flexible hours on Tuesdays, Wednesdays, and potentially Mondays Family Details: • Friendly household with cats and dogs • 13-year-old son who is independent • Comfortable, laid-back environment Requirements: • Must have reliable transportation • Comfortable around pets • Positive, engaging personality Competitive pay at $20/hour for the right candidate!

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After-School Buddy for 2 Active Kids

Oak Brook, IL | 48 mi

Start Date: 15 Nov 25
Applications Close: 15 Dec 25

Posted by Nicole 20 days ago

Job Details: Part-time

$23 per hour

Are you a dependable, energetic caregiver ready to make a difference? We need a fantastic part-time helper for our two awesome kids! Job Highlights: • Work Hours: Mondays & Wednesdays, 4:30-6:30pm • Ages: Elementary & Junior High students • Hourly Rate: $21-$25 per hour Key Responsibilities: • Transportation support • Homework assistance & tutoring • Preparing afternoon snacks • Occasional weekend evening/overnight availability Must-Haves: • Reliable personal vehicle • Comfortable around pets • Flexible and engaging personality We're looking for someone who can start ASAP and commit to our family's schedule. If you're responsible, patient, and love working with kids, we want to meet you!

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NEW! Sweet Baby Girl Needs Loving Nanny Care

Chicago, IL | 49 mi

Start Date: 07 Dec 25
Applications Close: 21 Dec 25

Posted 7 days ago

Job Details: Full-time

$25 per hour

Are you a nurturing caregiver looking for a rewarding full-time position with an adorable 8-month-old? We're seeking a compassionate, non-smoking nanny to join our family in Chicago! Job Highlights: • Caring for an exclusively breastfed baby girl • Light housekeeping and occasional errands • Consistent Monday-Friday schedule • Generous hourly rate: $19-32 Work Hours: Monday-Friday: 6am-6pm Perfect for a patient, energetic nanny who loves infant care and enjoys creating a warm, supportive environment. Your primary responsibilities will include: • Gentle playtime with baby • Supporting daily infant routines • Maintaining a tidy, organized home • Providing loving, attentive care Start Date: December 7th If you're passionate about infant care and creating meaningful connections, we can't wait to meet you!

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NEW! Adorable Mequon Family Seeks Loving Nanny

Mequon, WI | 49 mi

Start Date: 26 Jan 26
Applications Close: 26 Dec 25

Posted 7 days ago

Job Details: Full-time

$20 per hour

Exciting opportunity for a caring nanny to join a warm family with four wonderful children! Family Details: • Two young children needing primary care: - 3-month-old infant - Almost 2-year-old toddler • Two school-age girls (6 and 4 years old) Schedule: • Tuesday-Thursday: 7:15 AM - 3:45 PM • Friday: 7:15 AM - 11:00 AM • Competitive hourly rate: $19-20 Key Responsibilities: • Infant and toddler care (bottles, meals, diaper changes) • Engaging playtime and simple learning activities • Daily outdoor time • Light kid-related tidying • Occasional laundry assistance Ideal Candidate: • Reliable and energetic • Loves spending time with children • Comfortable with structured yet fun environment • Non-smoker with own transportation Long-term position starting January 2026 - perfect for a dedicated nanny seeking a stable, rewarding role!

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NEW! Infant Care: Evening Hours Near Millennium Park

Chicago, IL | 49 mi

Start Date: 07 Dec 25
Applications Close: 04 Dec 25

Posted by Runqi 7 days ago

Job Details: Casual Babysitting

$22 per hour

Caring Chicagoland Mom Seeks Compassionate Occasional Babysitter for Adorable 6-Month-Old! 🍼👶

Job Details:
• Dates: December 8-14, 2025
• Hours: 4-8 PM (flexible start time)
• Location: Lakeshore East near Millennium Park
• Hourly Rate: $22-$25

Specific Responsibilities:
• Infant feeding
• Diaper changing
• Interactive playtime
• Warm, nurturing care

Bonus: Professional receipt provided for Dependent Care Flexible Spending Account

Ideal for experienced infant caregivers who love creating safe, engaging environments for little ones. Are you our perfect match? Let's connect!

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NEW! Fun Holiday Sitters Needed - Short Chicago Trip!

Chicago, IL | 49 mi

Start Date: 16 Dec 25
Applications Close: 16 Dec 25

Posted by Hessin 7 days ago

Job Details: Casual Babysitting

$25 per hour

Exciting Babysitting Opportunity for Energetic Sitters! 🌟

We're seeking a caring, reliable babysitter for our two awesome elementary-aged children during a special family time.

Quick Details:
• Dates: December 17-19, 2025
• Location: Chicago, IL
• Pay: $23-$27 per hour 💰

What We Need:
• Supervision of two elementary school kids
• Engaging activities and homework help
• Simple meal preparation
• Positive, safe environment

Ideal Candidate:
• Experience with children
• Great communication skills
• Ability to create fun, supportive atmosphere

This is a short-term, occasional babysitting gig perfect for someone looking for a brief, rewarding childcare experience. If you love creating memorable moments with kids, we want to hear from you!

Ready to make a difference? Apply now! 👧👦

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NEW! Loving Family Seeks Infant Caregiver - Flex Hours

Chicago, IL | 49 mi

Start Date: 12 Dec 25
Applications Close: 12 Dec 25

Posted by Leslie 7 days ago

Job Details: Casual Babysitting

$24 per hour

Calling all experienced infant caregivers! We have a sweet 11-month-old boy who needs a nurturing, reliable sitter for occasional care.

Key Details:
- Hourly Rate: $22-$26 per hour
- Start Date: December 13, 2025
- One Energetic Infant (11 months old)

Ideal Candidate:
- Comfortable with active 50lbs family dog
- Experience with infant/toddler care
- Skilled at feeding, changing, and nap time support
- Able to engage in age-appropriate activities
- Patient and able to follow family instructions

Our home is pet-friendly and we're seeking a warm, dependable caregiver who loves working with little ones. If you're looking for flexible occasional babysitting with great compensation, we want to meet you!

Interested sitters should be prepared to discuss infant care experience and share references.

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NEW! Evening Laundry & Dishes Helper - Lincoln Park

Chicago, IL | 49 mi

Start Date: 06 Dec 25
Applications Close: 20 Dec 25

Posted by Dallin 7 days ago

Job Details: Part-time

$18 per hour

Seeking a reliable and organized helper for light evening tasks! 🌙

Job Highlights:
• Location: Lincoln Park, Chicago
• Hours: 8:00pm - 10:00pm, 2-3 nights/week (Monday-Friday)
• Perfect for local DePaul students or nearby residents

What You'll Do:
• Hang clean laundry
• Complete light dishes
• Work independently while family is home

Family Details:
• 1 elementary-aged child
• Flexible start date
• Comfortable, family-friendly environment

Compensation:
• $15-$20 per hour
• Consistent, predictable evening work

Ideal Candidate:
• Organized and detail-oriented
• Comfortable working independently
• Available weekday evenings

Ready to make our evenings smoother? Apply now! 👶🧺

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NEW! 🎉 NYE Childcare - Fun Night with 5-yr-old!

Chicago, IL | 49 mi

Start Date: 31 Dec 25
Applications Close: 30 Dec 25

Posted by Nikolaos 7 days ago

Job Details: Casual Babysitting

$25 per hour

Exciting New Year's Eve Babysitting Opportunity! 🌟

We're seeking a responsible and engaging sitter for our energetic 5-year-old on December 31st, 2025.

Job Details:
• Date: December 31, 2025
• Time: 8:00 PM - 3:00 AM
• Location: Chicago, IL
• Hourly Rate: $23-$27

Responsibilities:
• Keep child entertained with age-appropriate activities
• Follow consistent bedtime routine
• Provide attentive and caring supervision

Ideal Candidate:
• Loves interacting with young children
• Comfortable with late-night hours
• Patient and creative

This is a fantastic opportunity to make some great money while ensuring a safe and fun New Year's Eve for a wonderful child! 🎊

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NEW! Bilingual School Pickup + Afternoon Care

Chicago, IL | 49 mi

Start Date: 18 Feb 26
Applications Close: 18 Jan 26

Posted by Celia 7 days ago

Job Details: Casual Babysitting

$23 per hour

Exciting Opportunity for Spanish-Speaking Childcare Professional! 🌟

We're seeking a dependable sitter for our two delightful elementary-aged children in Chicago, IL.

Job Highlights:
- Pickup from school
- Fun afternoon activities
- Light meal preparation
- Spanish language a MUST

Requirements:
- Own reliable transportation
- Comfortable around pets
- Fluent in Spanish and English

Key Responsibilities:
- Homework assistance
- Healthy snack & meal preparation
- Creating a positive, engaging environment

Compensation: $23-$28 per hour

Start Date: February 18, 2026

If you love kids, have a car, and can communicate in Spanish, we want to hear from you! This is more than a job - it's an opportunity to make a difference in children's lives. 👧👦

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NEW! Cozy Evening Care for Sweet Infant in River North

Chicago, IL | 49 mi

Start Date: 13 Dec 25
Applications Close: 13 Dec 25

Posted by Bettina 7 days ago

Job Details: Casual Babysitting

$25 per hour

Are you a patient and reliable infant care specialist? We have a perfect evening opportunity for you! Seeking a nurturing babysitter for our little one on December 13th from 7-10 PM in River North. Key Responsibilities: • Supervise and entertain our infant • Change diapers with care • Prepare and warm bottles • Assist with bedtime routine • Light housekeeping and laundry What We're Looking For: • Experienced in infant care • Calm and attentive demeanor • Comfortable with basic baby care tasks Compensation: • $23-$27 per hour • Parking fees covered This is a one-time evening babysitting job perfect for a caring, responsible caregiver. If you love creating a safe, warm environment for little ones, we'd love to hear from you!

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