Pet Sitting Highwood

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 157
pet parents in Highwood have booked pet sitting

Highwood, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: jacqueline b.
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jacqueline b.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
• 9 reviews
3 repeat clients
10 years of experience
Highland Park, IL, 60035

“Jacky went above and beyond with our two dogs while we were gone for a week! One of our dogs got sick right before we left and she was so helpful giving his meds and watching out for his symptoms. I knew they were in great hands. Thanks again!”

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Leah B.
Sitter Profile Image: Tess K.
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Tess K.
from
$17
per visit
5.0 out of 5 stars
• 4 reviews
6 years of experience
Highland Park, IL, 60035

“She took great care of my cats and gave them lots of love. I’m so grateful to have someone I trust to help!”

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Lauren W.
Sitter Profile Image: Julie T.
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Julie T.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
• 48 reviews
16 repeat clients
30 years of experience
Highland Park, IL, 60035

“Julie was wonderful! Incredibly attentive, communicative, and took such good care of George.”

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Bridget K.
Sitter Profile Image: steve O.
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steve O.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 27 reviews
10 repeat clients
40 years of experience
Lake Forest, IL, 60045

“Steve is wonderful!! He really went above and beyond for us. He was attentive and caring with my animals, on time, thorough and communicative. I felt so much peace of mind knowing that he was taking care of them. I will absolutely book him any time I need help with my pets. I can’t recommend him enough!!! Thank you Steve!”

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Lindsay K.
Sitter Profile Image: Beth E.
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Beth E.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
• 137 reviews
34 repeat clients
40 years of experience
Lake Forest, IL, 60045

“Beth is so wonderful with my cats. They are so happy when she comes! I really appreciate how reliable she is and completely trust her caring for them. I highly recommend Beth. Thank you!”

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Melissa H.
Sitter Profile Image: Nathyeli S.
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Nathyeli S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
16 years of experience
Lake Forest, IL, 60045

About: For the past 16 years, I've had the privilege of caring for the beloved pets of my family and friends. Caring for animals has always been a natural part of my life, and I truly enjoy getting to know each pet's unique personality and needs. My parents have two Xoloitzcuintli (Mexican Hairless) dogs who require plenty of attention, exercise, and interaction. Whenever my parents travel—often for several weeks at a time—I stay in their home to care for them. During that time, I provide multiple daily walks, playtime, mental stimulation, and plenty of affection. I also carefully follow their routine, including administering daily medications and any special care instructions. I also have experience caring for dogs with separation anxiety and understand the importance of patience, consistency, and creating a calm, reassuring environment. Additionally, I cared for a rescue dog with PTSD and, over time, earned their trust to the point where they felt comfortable approaching me for affection. Experiences like these have taught me the value of allowing animals to build trust at their own pace. Cats have been a part of my life for the past 16 years as well. I've cared for cats with a wide range of personalities, from playful kittens and affectionate cuddlers to independent cats and senior companions with special needs. I also volunteered at a local animal shelter, where I helped clean, socialize, play with, and care for the cats to help them feel safe and comfortable while waiting for their forever homes. Whether I'm caring for dogs or cats, my goal is always the same: to provide a safe, loving, and stress-free environment where every pet feels comfortable, cared for, and treated like family. As a full-time student with a flexible schedule, I'm able to accommodate a variety of pet care needs, including daytime visits, evening care, weekends, and many last-minute bookings. My goal is to give you peace of mind knowing your pet will be treated with the same love, patience, and attention I would give my own. I'm currently a full-time sonography student completing my clinical rotations. Before returning to school, I worked in the medical field, most recently at a cancer center, where I developed a strong commitment to providing compassionate, attentive care. Caring for others has always been at the heart of who I am, and that same dedication extends to the animals I care for. For years, I've been the person family, friends, and neighbors rely on to care for their beloved pets. Whether it's walking dogs, checking in on cats, staying overnight, or helping out with last-minute requests, I genuinely enjoy making sure every pet feels safe, loved, and comfortable while their owners are away. Several people encouraged me to join Rover because of how often I already care for their furry family members. I understand that every pet has their own personality, routine, and needs, and I take the time to earn their trust while providing patient, dependable care.

Sitter Profile Image: Alyssa D.
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Alyssa D.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
8 years of experience
Lake Forest, IL, 60045

About: Hi! I am a Senior at Lake Forest College studying Psychology on a pre-nursing track. I grew up in Boise, Idaho surrounded by animals, both my own and others’. Growing up I had a high-energy dog, many hamsters, a leopard gecko, and a cat. I also spent my entire high school career volunteering at my local humane society, working with both dogs and cats. This has given me experience with dogs and cats of all breeds and sizes. Currently, I dog and cat sit regularly for a few families. You can trust me with your pets like they are my own. My friends and family would describe me as kind, passionate, caring, level-headed, reliable, and loving. I have a passion for the outdoors and am an athlete, so I love any excuse to get some exercise. I also love reading, knitting, watching shows, and studying. So, I can watch your furry friend(s) in any way they’d like! I’m hoping to make some money to pay my bills and go to nursing school next year :) **Schedule** I am hoping to care for your animals in between classes and athletics. Due to this, a lower maintenance animal would be a better fit for me. However, despite my busy schedule, I will be sure to give your furry friend my full attention. **Safety, trust & environment** When with your animals, I will make sure to give them the best care possible, ensuring that I am attentive, loving, and supportive. I send lots of updates to provide reassurance that your pets are happy, safe, and comfortable. When in your home, I will treat it with respect and make sure it remains clean.

Sitter Profile Image: Bianca C.
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Bianca C.
from
$17
per visit
10 years of experience
Lake Forest, IL, 60045

About: I have had pets my whole life. I have 2 dogs, 2 cats, and 4 chickens. As a child we also had a hermit crab and guinea pigs. Pet care never stops at my house, 2 dogs, 2 cats, and 4 chickens keep me busy! I have experience with guinea pigs and hermit crabs as well. Will communicate with you while you are away, love to send pictures and tell you about our day! Will spend lots of time on walks and outdoors

Sitter Profile Image: Jennifer D.
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Jennifer D.
from
$25
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
45 years of experience
NORTHBROOK, IL, 60062

About: I’ve taken care of dogs since I was a kid. I would care for my neighbors animals when they were out of town. I’ve always loved dogs and have a 7 yr old Labradoodle, Max, that I rescued when he was a four month old puppy. He had escaped from his original owners and was missing for two days. When the police found him, he had been run over by a car. They couldn’t save his leg so he’s a tripod. He doesn’t even know he’s missing a leg. Max loves walks, water, and playing with his best doodle friend, Molly. I also have a lot of experience administering insulin shots for dogs. I would love to care for your fur babies the way I care for mine. I am semi retired and my time is very flexible. I’m available for daily walks or pet sitting. I’ll care for your fur baby exact same way I care for mine. My dog Max is living his best life with me. He receives lots of love, walks, snuggles, and playtime. I would give your dogs the same care and affection.

Sitter Profile Image: Brittany G.
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Brittany G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 11 reviews
3 repeat clients
20 years of experience
Wheeling, IL, 60090

“Brittany did a great job taking care of my cat! She was always on time for her visits and provided detailed updates and pictures after every check-in, which gave me peace of mind while I was away. She was attentive, caring, and made sure my cat was well taken care of and got plenty of love and attention. I really appreciated her communication and reliability. I would definitely recommend Brittany to anyone looking for a trustworthy and caring sitter!”

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Martha C.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$15
per visit
5.0 out of 5 stars
• 16 reviews
4 repeat clients
15 years of experience
Northbrook, IL, 60062

“Because of Sarah’s kind demeanor and professionalism, my trip out of town was much more relaxing. I was a little nervous about my dogs and cat not knowing the person who was going to be taking care of them, but Sarah eased that worry by scheduling a meet a greet prior to my leaving town. She made the process so easy and my animals automatically knew she was a friend. Thank you so much Sarah!”

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Lisa B.
Sitter Profile Image: Michelle W.
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Michelle W.
from
$18
per visit
5.0 out of 5 stars
• 8 reviews
3 repeat clients
5 years of experience
Deerfield, IL, 60015

“She was great! Sent lots of cute pics and updates daily.”

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Desiree
Sitter Profile Image: Elsa T.
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Elsa T.
from
$20
per visit
10 years of experience
Lake Forest, IL, 60045

About: I've taken care of my hyper active dog that likes to jump off walls for 10 years. I took care of a couple coworkers' pets (3 dogs) for weeks on end while they were on vacation. I've taken long walks with dogs no matter the weather, as long as the doggy is well prepared for the weather (ie winter coats and summer shoes). My previous dog loved sticking his head out of the car when I drive so I can drive around with your doggy if thats what they want. Taking them on nature walks will always be my favorite thing, so dogs can experience something new. I do work full time in lake forest but I thankfully have a flexible schedule, especially for lunch. I am able to take 1.5 hours for lunch so I can always swing by the house for a check in. I'm always free on weekends to give the animals the most love and care I will keep up to date on any issues that arises and be vigilant in making sure the animals don't mess up the garden or make a mess in the house. I can help clean the floors of all the dog hair

Sitter Profile Image: Grace R.
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Grace R.
from
$25
per visit
5.0 out of 5 stars
• 85 reviews
46 repeat clients
10 years of experience
Northbrook, IL, 60062

“Grace was wonderful and Ruby had a great time!”

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Jennifer C.
Sitter Profile Image: Jamie H.
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Jamie H.
from
$30
per visit
5.0 out of 5 stars
• 15 reviews
1 repeat client
15 years of experience
Lake Bluff, IL, 60044

“Our dog Dottie loves her time with Jamie! Jamie communicates well and takes great care of her.”

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Lora L.
Sitter Profile Image: Stephen M.
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Stephen M.
from
$34
per visit
5.0 out of 5 stars
• 41 reviews
17 repeat clients
15 years of experience
Winnetka, IL, 60093

“Stephen and Donna did an excellent job walking our Great Pyrenees mix several times over a few weeks. You could feel their love for dogs from the moment we met them and they were very communicative and kind throughout the whole process. Our boy enjoyed and looked forward to his walks with them and we would definitely recommend and use their services in the future.”

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Denise M.
Sitter Profile Image: yana s.
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yana s.
from
$50
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
15 years of experience
highland park, IL, 60035

About: I've been fortunate to own my last dog for 11 years. I miss him so much. Hope to share my love for dogs with your pup. I can train and take care of the dogs from poppies to seniors. Currently, I work from home and is able to offer frequent and long walks and plenty of attention. I'm available any day of the week. No fenced yard by plenty parks and trails to walk around the neighborhood. Good behavior is reinforced with attention and treats. I make sure dogs always have water available.

Sitter Profile Image: Jennifer M.
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Jennifer M.
from
$26
per visit
5.0 out of 5 stars
• 35 reviews
10 repeat clients
8 years of experience
Northbrook, IL, 60062

“Jennifer was great! She did a great job watching over Koko. She would send us pictures and we were so glad to see Koko going right up to her. Would certainly recommend.”

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David P.
Sitter Profile Image: Kiley U.
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Kiley U.
from
$30
per visit
14 years of experience
Northbrook, IL, 60062

About: I’ve grown up around dogs and have always loved being around animals. I’m comfortable caring for dogs of all ages and personalities, from playful puppies to sweet senior pups. I love going on walks, playing, giving lots of attention and cuddles, and making sure every dog feels happy, safe, and loved while they’re with me. I’m also happy to help with feeding, medications, basic training, and whatever your pup needs. I’ll treat your dog like they’re my own! I’m available anytime after 4:30 PM Monday through Friday and anytime on the weekends. I’m a nurse, so my schedule can change from week to week, but I’ll always keep my Rover calendar updated so you know when I’m available. I want your pet to feel comfortable and safe while they’re with me. I’m happy to care for them in your home or take them out for walks and activities. I’ll follow their normal routine and any instructions you leave for me, and I’ll keep you updated while you’re away.

Sitter Profile Image: Ella V.
Verified Background Check
Ella V.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 302 reviews
123 repeat clients
15 years of experience
Winnetka, IL, 60093

“Ella is terrific! She always arrived on the scheduled visit times and shared photos with us from her drop-in visits. This was our first time using Rover and the first weekend our new kittens have had a kitty sitter. Everything went great and we will definitely look for availability with Ella for future visits.”

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Joseph y.
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The median cost per visit for pet sitting in Highwood is $20

Pet parents share their Rover experiences - Highwood

1 / 1
5.0 out of 5 stars

For anyone looking for a sitter go ahead and just hire Jacqueline now! Jacqueline dropped everything to come and meet my cat and then take over watching her for 10 days when our previous sitter cancelled at the very last minute. She truly loves animals and was so happy to take care of my cat! She provided amazing detailed daily feedback on my kitty, was immediately responsive to any messages I sent her, and really just made me feel that my cat was in great hands when I was away. I can’t recommend her more! Absolutely hire her now!

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Shannon E.
Drop-In Visits
5.0 out of 5 stars

Diana is fantastic! She just started with us and it’s such a relief to have someone I can trust for ongoing walks. Thanks Diana!

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Danielle C.
Drop-In Visits
5.0 out of 5 stars

She took great care of my cats and gave them lots of love. I’m so grateful to have someone I trust to help!

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Lauren W.
Drop-In Visits
5.0 out of 5 stars

Chloe was wonderful! Our pup Moose has congestive heart failure and we were concerned about finding someone willing to care for her at this stage of life. Chloe was compassionate, professional, communicative, and willing to work with Moose's needs. Her impressive background gave us a lot of confidence in choosing her for drop-in visits. We'll absolutely book with her again and recommend Chloe to anyone with a senior dog taking meds!

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Stephanie G.
Drop-In Visits
5.0 out of 5 stars

Zoey was the best! Maple and Milo had a great time with her and we are absolutely going to rebook in the future. Felt like we could really enjoy our vacation knowing our cats are safe and well cared for.

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Jackie B.
Drop-In Visits
5.0 out of 5 stars

Fantastic as always. Even my timid cat came out to say hi to Amy (and that is saying something). Looking forward to the next booking.

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Camille L.
Drop-In Visits
5.0 out of 5 stars

Yailyn always does an excellent job caring for my 6 year old cat and helping her take her pill daily!

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Shannon E.
Drop-In Visits
5.0 out of 5 stars

This was the first time I was leaving my cat for an extended period of time and AK kept him well cared for. She also sent me lots of pictures so that I didn’t miss him too much which was very much appreciated. I’d definitely book her again!

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Taryn L.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book pet sitting

  1. 1. Search

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Popular requests for pet sitting - Highwood

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Sitters in Highwood average 6
repeat pet sitting clients

FAQs for Pet Sitting - Highwood

Frequently asked questions about Rover

The average cost of Pet Sitting in Highwood on Rover is $28 per visit as of October 2026. Most bookings cost between $17 and $36 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 12,125 sitters on Rover offering Pet Sitting across Highwood. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the , which provides up to 25,000 in eligible veterinary care reimbursement.

Yes, you can find sitters who have experience with handling special pet needs in Highwood. On Rover:

  • 90% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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