Pet Sitting Pittsfield

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 143
pet parents in Pittsfield have booked pet sitting

Pittsfield, Find top rated pet sitting

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Michelle & David L.
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Michelle & David L.
$39
total per visit
5.0 out of 5 stars
• 98 reviews
22 repeat clients
4 years of experience
Pittsfield, MA, 01201

“Michelle was an amazing and informative sitter for our cat. They were always prompt and responsive and gave great information about their visits. We looking forward to booking them again! ?”

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Liliana & Abraham R.
Sitter Profile Image: Sandy M.
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Sandy M.
Star Sitter
$34
total per visit
5.0 out of 5 stars
• 118 reviews
37 repeat clients
40 years of experience
Pittsfield, MA, 01201

“Sandy is the best! Not only did she take wonderful care of my Onyx…she turns on my plant lights, collected my mail, watered my plants, sent me so many pictures and cleaned up my cat’s vomit! I highly recommend her.”

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Kathryn F.
Sitter Profile Image: Gabrielle H.
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Gabrielle H.
$17
total per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
15 years of experience
Pittsfield, MA, 01201

“Gabrielle is pleasant, punctual, my dog clearly likes her...lol, and she helped this newbie along using this site. I hope to hire her often.”

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Ed H.
Sitter Profile Image: Caitlin H.
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Caitlin H.
$28
total per visit
5.0 out of 5 stars
• 17 reviews
3 repeat clients
4 years of experience
Pittsfield, MA, 01201

“Took good care of our fog”

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Scott B.
Sitter Profile Image: McKenna P.
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McKenna P.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 413 reviews
153 repeat clients
8 years of experience
Lenox, MA, 01240

“McKenna is an amazing pet sitter! She is absolutely wonderful with our cats, and we are always impressed with the care and attention she gives them each visit. Would highly recommend working with McKenna!”

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Erin W.
Sitter Profile Image: Deborah L.
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Deborah L.
$32
total per visit
5.0 out of 5 stars
• 11 reviews
3 repeat clients
50 years of experience
Lenox/Pittsfield, MA, 01201

About: I have had pets my whole life. I pride myself on caring for dogs the way you would. Walks, play and snuggles are just a must every day. Our 151/2 year old Wheatlie was given a ride/park adventure every day! My favorite activity of the day is walk-let me help you when you don’t have time to get out-your pet will feel good after a brisk walk! I am currently semi-retired so I am available for walks and care during the day. Our senior dog has passed so my attention is on caring for your pet the way I cared for my Wheatlie. I have a large yard for lots of fun! A typical day would involve play time, walks, treats, snuggles and scratches. Your pet is part of my family.

Sitter Profile Image: danielle p.
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danielle p.
$28
total per visit
4.8 out of 5 stars
• 4 reviews
10 years of experience
Pittsfield, MA, 01201

“Danielle was absolutely fantastic: responsible, communicative and very kind. Totally trustworthy. Thank you so much, Danielle!!”

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Laura G.
Sitter Profile Image: Christina D.
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Christina D.
$39
total per visit
5.0 out of 5 stars
• 6 reviews
20 years of experience
Pittsfield, MA, 01201

“Christina took wonderful care of my kitties - Lucy, Fox and Billie. From the initial contact and through the duration of my trip, her communication was excellent, visits were prompt, photos were very nice to see and she kindly did everything the way I like it to be done. She is professional, reliable and caring. I highly recommend Christina as a sitter.”

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Betsy G.
Sitter Profile Image: Josselin M.
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Josselin M.
$73
total per visit
5.0 out of 5 stars
• 3 reviews
5 years of experience
Pittsfield, MA, 01201

About: Hi! My name is Joss, and I’m a passionate animal lover with years of experience caring for pets. I’ve had dogs and other pets throughout my life, so I understand how important they are as members of the family. I’m responsible, patient, trustworthy, and caring, and I always make sure every pet feels safe, comfortable, and loved while they’re in my care. Whether it’s walks, playtime, feeding, administering basic care, or simply keeping them company, I’ll treat your furry friend as if they were my own. I know how much trust it takes to leave your pet with someone else, and my goal is to give you peace of mind while providing your pet with the attention, affection, and care they deserve. If you have any questions or would like to schedule pet care, please don’t hesitate to call or text me . I’d love the opportunity to meet you and your furry friend! I provide loving, attentive, and reliable care for every dog as if they were my own. I take dogs out for potty breaks at least three times a day and make sure they get plenty of exercise, playtime, and attention. I love taking dogs on long walks, visiting dog parks, going on hikes, and enjoying outdoor adventures whenever possible. Since I work part-time, I have a flexible schedule that allows me to spend quality time with your pet instead of rushing through visits. My goal is to make sure your dog stays happy, active, safe, and well cared for while you’re away. I can also keep you updated with messages and photos, so you always know how your furry friend is doing! Your dog’s safety and comfort are my top priorities. I live in a safe, clean, and pet-friendly home where dogs can relax and feel comfortable. I always keep a close eye on the pets in my care and make sure they’re supervised, happy, and well cared for at all times. I understand that every dog has different needs and routines, and I’m happy to follow your instructions to help them feel right at home. My goal is to provide a loving, stress-free environment where your furry friend feels safe, comfortable, and treated like family.

Sitter Profile Image: Lauren S.
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Lauren S.
$32
total per visit
5.0 out of 5 stars
• 3 reviews
15 years of experience
Lenox, MA, 01240

“Lauren is the very best ⭐️”

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Anna W.
Sitter Profile Image: Zoey L.
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Zoey L.
$23
total per visit
5.0 out of 5 stars
• 2 reviews
10 years of experience
Cheshire, MA, 01225

About: I have pet/house sat multiple times over the past several years for friends and family, and have worked with several types of animals from small critters like guinea pigs and ferrets, cats, and even large dog breeds. I also have 2 years experience volunteering for a local shelter in socialization and vet transport, 3 years experience working for a doggy daycare and boarding facility, and I currently work part time for another local animal shelter. I am an experienced owner of dogs, cats, ferrets, chickens, guinea pigs, and more. I also have experience as a wedding dog handler, and would be happy to offer this service if requested so your furry companion can accompany you or someone you know on yours or their special day without any added stress, please let me know if this is something you'd be interested in! I currently work part time so I have lots of time to play with your pup, and hopefully can build savings towards a larger space to meet more people's needs! I am always looking to learn, grow, and provide better care for animals. Animal welfare is very important to me. At this point in time, due to the space I'm only able to accommodate smaller breeds that generally can get along with others. I do have a small fenced in yard, but I also have the bike trail and nearby hiking trails readily available, your dog will need to be on leash at all times when outside on walks/hikes, I do not provide "off-leash" trail experience as a safety precaution, thank you for your understanding! I am happy to provide pictures and updates of your pup whenever requested, please never be afraid to reach out!

Sitter Profile Image: Lindsey S.
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Lindsey S.
$28
total per visit
5.0 out of 5 stars
• 1 review
25 years of experience
Cheshire, MA, 01225

About: I've grown up with dogs & cats. I am very involved in rescuing & fostering & have plenty of experience with all sizes, ages, temperaments & am experienced with most medical issues/medicating regimens. My schedule for work is Monday- Friday 7:30-4 pm. I'm available from 5-10 pm weekdays for drop ins and walks. I have open availability for weekends to house sit, go on walks and do drop in visits. I am currently in the process of relocating to New Hampshire permanently. I work full time Monday through Friday and offer pet care on evenings during the weekday, and full time on weekends :) I'm experienced with providing care for difficult dogs and cats and have no issues being able to give medications.

Sitter Profile Image: Chelsea H.
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Chelsea H.
$28
total per visit
5.0 out of 5 stars
• 12 reviews
2 repeat clients
22 years of experience
Nassau, NY, 12123

“Chelsea took excellent care of my kitties! I was very happy with her in all aspects. She sent me a report card daily with photos, my skittish darlings came to her each day which they rarely do with anyone but me, she was extemely pleasant and courteous, etc. I could go on and on with rave reviews about her! I currently have no travel plans in the forseeable future, but I will certainly contact Chelsea for sure. Thank you!”

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Donna B.
Sitter Profile Image: Diana G.
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Diana G.
Star Sitter
$34
total per visit
5.0 out of 5 stars
• 11 reviews
3 repeat clients
5 years of experience
Valatie, NY, 12184

“Diana was super communicative and didn’t miss anything! Would love to book with her again :)”

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Cristina T.
Sitter Profile Image: Alyssa M.
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Alyssa M.
$45
total per visit
5.0 out of 5 stars
• 3 reviews
10 years of experience
Valatie, NY, 12184

About: I’ve had animals throughout my entire life. When I was younger, my parents ran a boarding kennel and my father bred dogs. I grew up on a farm with about five horses, 35 dogs, several cats, a bird, lizards, fish, hermit crabs, etc. My father trained my brother and I to race sled dogs at a young age and we did that for several years along with horseback riding. With that being said, I have extensive experience with different types of animals, and I am confident that you’re fur baby will be in good hands and have the time of their life while under my supervision. Please feel free to reach out with any questions and I hope to hear from you soon! I am currently working at a private residence where I make my own hours , so I have plenty of time to take care of your baby! I can accommodate you and your pet(s)in whichever way you desire! I usually bring my little tuxedo cat with me on trips if it’s an overnight, but if you would rather me not, we can always work something out and discuss our options! (:

Sitter Profile Image: Makenna C.
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Makenna C.
$17
total per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
22 years of experience
Bennington, VT, 05201

About: I have had dogs all my life and have taken care of my own since I am old enough now. I like spending time outdoors with my dogs and walking them and throwing the ball. I have plenty of experience as I have been on Rover for a few years now. I have about 4 pet families I sit for and I enjoy what I do! I work as a toddler teacher so my time varies throughout the week. I go into work at 8 and get out at 4. I have some week long breaks here and there. I am available most weekends. My dog takes meds right now for seizures so I am experienced at giving dogs medicine. Very responsible animal lover I have always had animals in my life. I am good about having the house clean when there’s a fluffy shedding dog in it. I have experience in cleaning up dirty crates, accidents on the floor and making sure the animal is being safe.

Sitter Profile Image: Jeffrey S.
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Jeffrey S.
$62
total per visit
30 years of experience
Falls Village, CT, 06031

About: Hi I'm Jeff an experienced and professional pet sitter, dog walker, and provider of overnight pet care, I offer loving, dependable service that brings complete peace of mind. Whether it's daily visits or extended stays, your pets are treated like family every step of the way. I'm fully licensed, insured, and bonded, and certified in Dog and Cat First Aid & CPR—so you can rest easy knowing your furry companions are in safe, experienced, and genuinely caring hands. I have over 25 years of construction experience. I also offer Handyman Services which can be done while I am at your home. 🐾 Licensed, Insured, and Bonded • Certified in Dog & Cat First Aid and CPR Caring for animals isn't just something I do—it's my full-time profession, my livelihood, and my passion. I take great pride in providing dependable, compassionate care for pets of all kinds, including dogs, cats, birds, fish, chickens, goats, rabbits, hamsters, gerbils, and more. When you entrust me with the care of your beloved companions, I go far beyond basic walks and feeding routines. Their happiness, comfort, safety, and well-being are always my highest priorities. While I know I can never replace your presence, I work hard to provide the love, attention, companionship, and personalized care your pets deserve while you're away. To make life easier for my clients, I also offer handyman and home care services. Whether it's watering plants, bringing in mail, managing trash and recycling, hanging pictures, completing small repairs, painting, or helping with other household tasks, I'm happy to assist while caring for your pets and home. By combining professional pet care with reliable home services, my goal is to give you complete peace of mind, knowing your pets are loved, your home is cared for, and everything is being looked after by someone who genuinely cares. 🐾❤️🏡 When you entrust me with the care of your furry companions, I go above and beyond basic dog walking and playtime; I prioritize their happiness and welfare. Understanding that I can never replace your presence, I tirelessly strive to complement your affection and care by providing the attention and love your pets deserve, even in your absence. I also integrated handyman services into my offerings, recognizing the convenience and practicality of addressing tasks while caring for your pets. Whether it's watering your plants, hanging a picture, managing waste or recycling, or even handling small repairs and painting, I am here to help. Through this fusion of pet care and handyman services, my aim is to simplify your life while ensuring the well-being of your cherished pets and your home.

Sitter Profile Image: Michelle L.
Verified Background Check
Michelle L.
$56
total per visit
20 years of experience
Niskayuna, NY, 12309

About: I am a pet owner and animal lover. I have experience caring for cats, dogs, horses, birds, fish, and rodents. I have worked with many animals and am comfortable grooming, walking, feeding, playing with and caring for your pets. I also have experience in medication administration I have been a volunteer at the SPCA and have participated in their pet care summer programs. I've spent most my life caring for all different types of animals and would love to help families out by doing the same for them. I am an energetic undergraduate student with a flexible schedule and look forward to meeting and loving your pets! Animals are truly a humans best friend. Please feel free to contact me to discuss my services. Yours truly, Michelle

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The median cost per visit for pet sitting in Pittsfield is $25

Pet parents share their Rover experiences - Pittsfield

1 / 1
5.0 out of 5 stars

Sam was wonderful! He took great care of our kitties while we were away. Great communicator and look forward to using him again.

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

Gabrielle is pleasant, punctual, my dog clearly likes her...lol, and she helped this newbie along using this site. I hope to hire her often.

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Ed H.
Drop-In Visits
5.0 out of 5 stars

Romeo really enjoys playtime with Amanda. I appreciate that she is reliable, a great communicator and takes fantastic pictures of Romeo!

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Elizabeth V.
Drop-In Visits
5.0 out of 5 stars

Ahliya was great! She gave me updates throughout and took great care of Murphy. Felt very comfortable leaving him with her over the weekend. Thank you so much!

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

Tara went above and beyond for my old man cat with health issues. I really felt like she understood cat special needs and did a great job caring for him.

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Vincent R.
Drop-In Visits
5.0 out of 5 stars

Kelsey takes great care of my cats. It’s such a blessing knowing she is keeping an eye on them so I can enjoy my vacation.

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Betsy K.
Drop-In Visits
5.0 out of 5 stars

Adrienne was great with our pets! Hope loved all the walks and cuddles! And we loved the detailed reports! Would definitely rebook again in the future!

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

Irene is a life saver. Shermie was having a tough time and she hopped over to see him. They have a great friendship. He loves seeing her. And she’s so good to him!!

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Courtney A.
Drop-In Visits
5.0 out of 5 stars

Sandy always takes great care of my cat, Henry, and of my home. I very much appreciate that she was able to accommodate a last minute booking. Thank you Sandy!

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Jen T.
Drop-In Visits
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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Popular requests for pet sitting - Pittsfield

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Sitters in Pittsfield average 7
repeat pet sitting clients

FAQs for Pet Sitting - Pittsfield

Frequently asked questions about Rover

The average cost of Pet Sitting in Pittsfield is $22 per visit as of November 2026. Most bookings cost between $16 and $33 per visit. On Rover, 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 November 2026, there are 670 sitters on Rover offering Pet Sitting across Pittsfield. 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 Rover's Trust & Safety page.

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 Rover Guarantee, 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 Pittsfield. On Rover:

  • 90% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 95% 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 Meet & Greet.

sitters on Rover set their own cancellation policy, 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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