Dog Sitting Middleton

Book a Middleton dog sitter to watch your dog in your sitter’s home or yours.

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Over 79
pet parents in Middleton have booked dog sitting

Middleton, Find top rated dog 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: Carina S.
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Carina S.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 18 reviews
5 repeat clients
30 years of experience
Reading, MA, 01867

About: Having dogs my entire life has granted me the luxury of being comfortable with dogs of all ages, sizes and breeds. Currently, my mother and I are sharing custody of a rescue mutt. I'm also the go to dog sitter for my brother's pit bull terroir & lab. Just like us, our dogs need food, water, exercise and lots of love! I am happy to assist you with all of this and more. Including giving pet medications from pills to insulin. Open to discussing other needs not listed here! I currently work Monday through Thursday 8-5pm & Fridays 8-3pm in a dog friendly office. I do have an hour lunch break and am willing to use that time to stop by. My after work activities are extremely flexible! Weekends are also flexible and am happy to discuss overnight stays/boarding needs. If you're looking to board, please note that my condo association does not allow for 'large' dogs. There is also a 2 dog max. However, being comfortable with dogs of all sizes, I am sure we can work with my condo limits to meet your needs. If you have a fenced in yard I'm happy to throw a ball around or if your dog loves to destroy plush toys, happy to clean that up too! Hiking is also a personal love of mine and great for high energy pups.

Sitter Profile Image: Rosa O.
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Rosa O.
$29
total per visit
5.0 out of 5 stars
• 5 reviews
6 years of experience
Peabody, MA, 01960

About: “I stand out for my patience and dedication. I have experience taking care of dogs of all ages, from puppies that need training to older pets that require special attention. I always prioritize the safety, well-being and happiness of each animal, adapting to their individual needs. I also have experience taking care of the elderly. " "Pet care fits perfectly into my daily routine. I dedicate specific time for walks, feeding, games and supervision, making sure that each pet receives constant attention, exercise and affection, without affecting my other responsibilities." "When I take care of pets in my home, I create a safe, clean and comfortable environment, making sure they have fresh water, food, exercise and daily playtime. At the client's home, I follow all his specific instructions to maintain the pet's routine, respecting his habits and individual needs."

Sitter Profile Image: Molly M.
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Molly M.
$26
total per visit
5.0 out of 5 stars
• 18 reviews
7 repeat clients
4 years of experience
Lawrence, MA, 01843

“Molly was a great for checking in on our cat, Juno, while we were out of town. She shared photos and an update on how the visit went. I’ll definitely be booking wit Molly again!”

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Ali O.
Sitter Profile Image: Arianna H.
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Arianna H.
$23
total per visit
5.0 out of 5 stars
• 178 reviews
71 repeat clients
19 years of experience
Andover, MA, 01810

“Arianna is an excellent pet sitter! She took great care of my two cats. Every visit, she took several pictures of her sitting with and petting the cats, and they very clearly liked her. Thank you Arianna!”

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Alex M.
Sitter Profile Image: John F.
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John F.
$19
total per visit
4 years of experience
Andover, MA, 01810

About: I’ve pet sit for family and friends over the past four years, with experience ranging from house cats to dogs of all sizes. I love taking dogs on walking trails and tiring them out. I’m responsive to owner’s needs, flexible, communicative, and always prioritize safety. I am currently available to sit for any schedule - days, nights, and weekends. I am happy to travel and open to working last minute needs. Typically, I look to take dogs for longer walks in your neighborhood so they can get their exercise! If your neighborhood is not walkable, I’d ask to drive them to a local hike or walking trail. I’m an avid runner - if your pup likes to run, I’d love to bring them with me.

Sitter Profile Image: Leslie P.
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Leslie P.
$25
total per visit
5.0 out of 5 stars
• 3 reviews
13 years of experience
North Andover, MA, 01845

“Leslie was the best communicator and cat sitter during my time away from Louie. She kept me posted on his activities. I was excited to see daily pics of him. She earned my trust and I will go with her again and again and again. Thanks! Renee & Louie”

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Renee J.
Sitter Profile Image: Wendy Z.
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Wendy Z.
Star Sitter
$84
total per visit
5.0 out of 5 stars
• 206 reviews
72 repeat clients
40 years of experience
Lynnfield, MA, 01940

About: We are a family with a 12yr old male and a 11 yr old female bearded collie, a 7yr old English Setter and one cat who thinks he’s a dog. My 22yr old adores pets and has taken pride and responsibility in helping care for and train our dogs. We would take care of your pet like it was one of our own to assure you that peace of mind while away from him/her. We have a very large fenced in yard where your dog will always be supervised when outdoors. We would also be more than happy to send text messages with photos or videos of your pet while with us! About this sitter: I am an animal lover and cannot imagine our home without one in it! My son works from home, so your pup would never be alone. Your dogs will feel at home while staying with us. They will be able to sleep wherever they would as if in their own home. Why I love dog sitting I have had dogs all of my life. As a child, I had a cockapoo who passed away when he was 15 yrs old. Then while I college, I rescued a collie pup from the pound. Athena was with me until she could no longer walk at the age of 13.5. My past two dogs, unfortunately had lyphoma..one was a scottish terrier who passed at the age of 3 and the other was a wheaton terrier who passed at the age of 4.5. After this terrible experience of losing 2 dogs at such a young age, our family steered away from the terrier breed as they are prone to cancer. Our bouncing beardies have brought so much joy and love to our lives... About my yard Our yard is large, and completely fenced in! It’s like having our own doggie park in a safe environment. My experience administering medication Administering medications is not a problem. Over the years, I have administered pills, drops and liquid medicines, and injections to our animals for various reason You dog will always be supervised while in our care. There is someone always at home to care for the visiting dogs. They will never be left alone . We have a fenced in yard to keep your pup safe. They are always supervised while outside for safety . Pet safety is our number one priority while in our care.

Sitter Profile Image: Trie M.
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Trie M.
$73
total per visit
5.0 out of 5 stars
• 10 reviews
1 repeat client
25 years of experience
Danvers, MA, 01923

About: Hi, I'm Auntie Trie. Animals have always been a huge part of my heart, honestly. I got to share 20 beautiful years with my two pups, and they've since crossed the rainbow bridge, and loving them really shaped how I show up for every animal I meet now. I'm pretty calm and grounded, and animals seem to pick up on that right away. Most of them warm up to me pretty quick, whether they're all playful and bouncy or a little shy and just need some gentle patience. I notice the little things too, if they're a bit off or tired or hungry or just want some space. I get how hard it is to leave them, you want to know they're safe and loved and actually cared for while you're gone, not just watched. So that's what I do, I keep their routine steady, I follow what you tell me, I keep you updated so you're not worrying, and I treat your home like I'd want mine treated. They won't just be watched, they'll be loved on, with lots of love. Much Live & Hugs- Auntie Trie Hi, I’m Trie – a traveling artist with a heart full of love for furry companions! While I spend most of my time creating intuitive art and sharing it at music festivals and events, I also cherish the quiet, grounding joy that comes from the company of pets. Pet sitting is my way of adding a little extra income while also getting some much-loved snuggles and tail wags in return. I understand how important it is to know your pet is safe, happy, and loved while you're away. That’s why I offer more than just feeding and walking — I provide companionship, comfort, and care. Plus, as an artist with a keen eye, I’ll send you professional-quality photo updates so you don’t miss a beat (or a bark). Whether your pup needs a playmate, your cat needs some chill company, or your plants just need a good watering — I’m here to help make your time away stress-free. Let’s chat and make sure your pets (and peace of mind) are in good hands I will take care and love of your pet in your home just as I would it was my pet or home. I will make sure that they stay safe and protect your belongings.

Sitter Profile Image: Wenonah G.
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Wenonah G.
$28
total per visit
20 years of experience
Wakefield, MA, 01880

About: I’ve had dogs my whole life, over 20 years and have had many instances of pet sitting family and friends pets as well as walking dogs for neighbors and friends and family. I currently allocate a few hours each day during the week and weekend to support pet care and have the opportunity to be flexible around my work. I have a fenced yard and own a medium sized dog who loves other dogs. Boarding a small dog at my home for a few nights would not be a problem. Pet sitting and pet visits would ideally be done at the client’s home.

Sitter Profile Image: Carol H.
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Carol H.
Star Sitter
$45
total per visit
5.0 out of 5 stars
• 74 reviews
31 repeat clients
5 years of experience
Reading, MA, 01867

“Carol is great! Even with our last minute request, she was able to come by before we left to meet DC, and see where everything is. She sent us great photos and updated us during her visits so we knew DC was in good hands.”

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Mary Gwendolyn M.
Sitter Profile Image: Alexandra L.
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Alexandra L.
$34
total per visit
5.0 out of 5 stars
• 17 reviews
4 repeat clients
15 years of experience
North Andover, MA, 01845

“Alexandra was great! Helped us out a ton with Millie and provided great care. We really appreciate it!”

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Emma & Matthew D.
Sitter Profile Image: Owen S.
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Owen S.
Star Sitter
$23
total per visit
5.0 out of 5 stars
• 21 reviews
9 repeat clients
6 years of experience
Haverhill, MA, 01830

“Owen was great to work with. He added an extra visit in with no issues when one of my other sitters dropped out. We will keep him in mind for future visits.”

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Julie C.
Sitter Profile Image: Natalie J.
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Natalie J.
Star Sitter
$36
total per visit
5.0 out of 5 stars
• 179 reviews
65 repeat clients
14 years of experience
Medford, MA, 02155

“Natalie is very nice and communicative. Gave me lots of pictures after visits and detailed exactly what she did. Went above and beyond. 100% recommend!”

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Aaliyah L.
Sitter Profile Image: Jeremy L.
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Jeremy L.
$29
total per visit
5 years of experience
Peabody, MA, 01960

About: I am a full-time (remote) student at UMass and dog-sitter extraordinaire! I have a lot of scheduling flexibility and I don’t mind last minute bookings. Try me. I am a student and I study remotely so have the flexibility to accommodate daily visits & drop-ins for walks, feeding/potty breaks, playtime or overnight stays. Familiarity and routine are important for your pet in your absence. I prefer to come to your pet in their home for play, feeding, walks etc. so they won’t suffer unnecessary anxiety or stress from an unfamiliar environment, whether it be for drop-ins or overnight stays.

Sitter Profile Image: Alice G.
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Alice G.
$23
total per visit
5 years of experience
Peabody, MA, 01960

About: I have taken care of dogs and cats since I was in high school, for my moms clients, my neighbors, family friends, and my own dogs through my life. I trained both my previous dog and my current dog. Baths, walks, special dinner requests, cleanup. I am currently working part time. I am looking and willing to dedicate the rest of the days off, weekends, and holidays to meeting some fur friends! By asking for specific instructions and carefully following them to ensure both the animals and myself have both a pleasant and safe experience with our time!

Sitter Profile Image: Katie A.
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Katie A.
$23
total per visit
5.0 out of 5 stars
• 2 reviews
26 years of experience
Wakefield, MA, 01880

About: I have had dogs ever since I was a baby. I had two boxers named Harley and Pedi, then a bulldog named Chumley, and now I have a bulldog named Lola and I can’t picture my life without any of them. I love to play with them, walk them, take them on adventures, snuggle, and have fun with them. My current dog is basically my baby I love her so much! I recently moved out, but Lola comes and stays with my boyfriend and I half the time. Her being around or not can be an easy thing to work around. The new house I moved into has a wonderful yard for dogs to run around in! It’s a very family friendly neighborhood. I am currently a full time hospital worker, working 4 shifts in the week. I have plenty of flexible time on the weekends, and weeknights as well. I usually have one day off in the next that rotates. My home has a fenced in yard, it’s a perfect size to run around in. My bull dog Lola loves the yard when she is over. We have a very safe neighborhood where Lola and I enjoy walks. My boyfriend works from home so when I’m at work he’s able to keep an eye on her. She eats twice a day, loves to play (especially when she gets zoomies), loves to snuggle in the evenings. Caring for pets in my home or another home I would follow any instructions from the owner and ensure the dog is comfortable and having fun!

Sitter Profile Image: Melissa R.
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Melissa R.
Star Sitter
$36
total per visit
4.9 out of 5 stars
• 118 reviews
37 repeat clients
12 years of experience
Boston, MA, 02128

“Melissa was a wonderful sitter- extremely communicative & responsive. This was my first time hiring a rover/leaving my cat alone & I had such a positive experience. Would highly recommend & would rebook!”

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Olivia T.
Sitter Profile Image: Spoorthy G.
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Spoorthy G.
$17
total per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
1 year of experience
Malden, MA, 02148

About: I grew up with dogs and animals around me so would love to continue being around them. Life is boring without them, in our world. I work full time and go to school during the week would love to help people out during the weekend and maybe even weekdays if there is that relationship. I currently am not offering pet sitting at my house because my Roomate is allergic but I can come to the dogs home and care for them.

Sitter Profile Image: Hannah M.
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Hannah M.
$28
total per visit
4.3 out of 5 stars
• 5 reviews
10 years of experience
Wenham, MA, 01984

About: I grew up with dogs, cats, and a bunch of other animals, and I have always loved taking care of them. My family, neighbors, and friends have all relied on me to take care of their pets over the years, whether it's for walks, check-ins, or overnights, and I would love to do the same for your pet. I'm a college student and have plenty of time during the week for quick check-ins and walks, and I will be able to stay overnight most weekdays and on weekends. I am very comfortable around dogs and would have no problem going on walks, crating your dog, administering most medicine, or doing any other tasks that may be required.

Sitter Profile Image: Katherine E.
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Katherine E.
$26
total per visit
12 years of experience
Somerville, MA, 02144

About: What sets me apart is the level of care and communication I provide. I know how much trust it takes to leave your pet with someone else because I’ve cared for my own dog for the past 12 years. I follow their routine closely, and provide regular photo and video updates so you always know how they’re doing. Whether your dog loves long walks, playtime, or simply relaxing with company, I’ll make sure they feel safe, loved, and comfortable while you’re away. Pet care fits naturally into my weekly routine. I work a full-time job with a flexible schedule, including a few work-from-home days each week, which allows me to provide reliable care and plenty of attention. Outside of work, I enjoy staying active, so walks, playtime, and spending time with dogs are something I genuinely look forward to. I plan my schedule carefully to make sure every pet receives the care, exercise, and affection they deserve while their owner is away. If I’m caring for your pet in your home, I’ll treat your space with the same respect and care I would my own. I’ll also provide regular photo and video updates, so you can have peace of mind knowing your pet is happy, safe, and well cared for while you’re away.

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The median cost per visit for dog sitting in Middleton is $25

Dog parents share their Rover experiences - Middleton

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5.0 out of 5 stars

Fantastic! Amanda takes great care of Tally! Keeps us informed and Tally loves her, whether she plays with her at the house or brings her home from doggy day care and gives her a snack!

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

Lauren was kind, friendly, punctual and took wonderful care of our 3 BTs! I look forward to seeing her again.

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Dee Marie P.
Drop-In Visits
5.0 out of 5 stars

Sophie took care of our dog like it was their own. We did not worry while we were away knowing Sophie was caring and reliable. Highly recommend Sophie!

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Peggy S.
Drop-In Visits
5.0 out of 5 stars

Jessica was pleasant, punctual and great with our Bella! Our dog has anxiety and is not the friendliest around people she doesn’t know. But Jessica did what I suggested and was able to have our dog feel comfortable with her and even alerted us about a situation in our house ! I definitely highly recommend her !

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Paula D.
Drop-In Visits
5.0 out of 5 stars

Lauren was fabulous! My dog loved her! She was very responsible and did everything I asked her to do. She sent me pictures everyday which I really appreciated. I’ve already recommended her to some of my friends. I’m trying to think of some other places to go so I can use her again. Even my elderly neighbor loved her because she took the time to talk with him.

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Nancy F.
Drop-In Visits
5.0 out of 5 stars

Candi was great with our Tessa, a walk and a drop-in for dinner time is exactly what we needed while gone all day. Reliable, communicative, and so perfect for our last minute needs. Thank you!!!

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JenaAndRyan B.
Drop-In Visits
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How to book dog sitting

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Popular requests for dog sitting - Middleton

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Sitters in Middleton average 6
repeat dog sitting clients

FAQs for Dog Sitting - Middleton

Frequently asked questions about Rover

The average cost of Dog Sitting in Middleton is $24 per visit as of October 2026. Most bookings cost between $15 and $28 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 October 2026, there are 9,527 sitters on Rover offering Dog Sitting across Middleton. 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.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Middleton choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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.

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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Middleton with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 85% of sitters can help with special care needs
  • 89% can help with giving oral medications or injections
  • 94% 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.

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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