House Sitting Cromwell

Find a loving house sitter to watch over your pets and your home.

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Over 57
pet parents in Cromwell have booked house sitting

Cromwell, Find top rated house sitting

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

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Sitter Profile Image: Briona Z.
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Briona Z.
from
$65
per night
5.0 out of 5 stars
• 25 reviews
12 repeat clients
15 years of experience
Middletown, CT, 06457

“Highly recommend! Briona has been very responsive and accommodating and our anxious senior dog loves her. She was great about sending us updates and photos and we absolutely plan to rebook with her in the future.”

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Kevin G.
Sitter Profile Image: Emily W.
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Emily W.
from
$95
per night
4.8 out of 5 stars
• 19 reviews
5 repeat clients
5 years of experience
Portland, CT, 06480

“Emily and Sarah were amazing with our dogs while we were away for the week. They not only cared for our pups with love and attention, but also kept the house spotless and treated our home with respect. We especially appreciated the daily photo updates—they gave us such peace of mind. Highly recommend!”

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Jackie B.
Sitter Profile Image: Michelle H.
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Michelle H.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 90 reviews
40 repeat clients
20 years of experience
Middletown, CT, 06457

“Michelle did a great job sitting for our VERY high energy Husky. He couldn't be in his crate all night, and Michelle was on top of handling that. Our dog got regular walks, and the house was in the same condition that we left it in. Also, Michelle communicated with me very well with updates while we were on vacation. I would certainly recommend her to take care of your dog!”

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Neil M.
Sitter Profile Image: Katherine H.
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Katherine H.
from
$63
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
9 years of experience
Rocky Hill, CT, 06067

“Katherine did a grest job. She sent daily updates with pictures. Lucy was happy! Would definitely use her again!”

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Julie F.
Sitter Profile Image: Nikki B.
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Nikki B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 26 reviews
9 repeat clients
6 years of experience
Middletown, CT, 06457

“Nikki was great with our dog Lucy and went above and beyond to keep her comfortable during two anxious nights in a row due to fireworks over a holiday weekend! She followed all our instructions and comforted Lucy and made sure she was well taken care of! We look forward to having Nikki stay with Lucy in the future!”

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Michelle M.
Sitter Profile Image: Shannon E V.
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Shannon E V.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 37 reviews
11 repeat clients
7 years of experience
Marlborough, CT, 06447

“We cannot express enough how grateful we are for Shannon! My husband and I have 4 dogs and were fearful this would deter someone from wanting to take on that number. Shannon did not hestitate to answer the call and put us immediately at ease. Shannon came over on her own time to do a meet and greet and she was / is wonderful! She welcomed each dog with open arms and the dogs were overcome with joy that someone new loved them as much as they loved her. I highly recommend Shannon with no reservations. She is kind, inquisitive, patient and communicative. She sent frequent photos and updates which we were most thankful for. We would ask her to watch our dogs again, no questions asked. Thank you Shannon!!”

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Charlsy D.
Sitter Profile Image: Christine V.
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Christine V.
from
$70
per night
4.9 out of 5 stars
• 225 reviews
90 repeat clients
15 years of experience
Middlefield, CT, 06455

“Christine was just wonderful. She took great care of our three dogs and we felt like we were in great hands when we went on vacation . She is a great communicator and sent us pictures at least twice every day. I highly recommend using Christine. We definitely will. Thanks so much, u r the best!!!”

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Gail W.
Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$60
per night
5.0 out of 5 stars
• 6 reviews
2 years of experience
Cromwell, CT, 06416

“Jennifer was reliable and came through last minute when another sitter cancelled. Took great care of the house and animals and was responsive while we were gone sharing pictures. Highly recommend.”

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kristina k.
Sitter Profile Image: Brianna B.
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Brianna B.
from
$32
per night
15 years of experience
Rocky Hill, CT, 06067

About: I’ve been surrounded by dogs my whole life, and caring for them is second nature to me. For four years, I managed a doggy daycare, giving me daily experience with everything from playful puppies to quirky adults and sweet seniors. I’ve also cared for multiple dogs at home — feeding, walking, giving medications, and keeping everyone on a routine. Big personalities, small breeds, anxious pups, confident ones… I’ve worked with them all, and I genuinely love getting to know what makes each dog unique. I work a full‑time job on weekdays, but you can count on me Friday after 5 PM and throughout the weekend. Whether your pup needs a walk, some playtime, or a quick drop‑in, I’m happy to help. I treat every dog like they’re my own, and I always make sure they feel safe, comfortable, and understood. In your home, I stick to your dog’s normal routine - feeding, potty breaks, walks, and any special instructions you share. I’m careful with doors, gates, and household safety, and I never rush your dog into situations they’re unsure about. My goal is to create a stress‑free, happy environment.

Sitter Profile Image: Geraldine V.
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Geraldine V.
from
$38
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
17 years of experience
Cromwell, CT, 06416

About: I grew up with dogs since I was 8. I have cared for my own pets since 18. My neighbors and friends trust me to care for their fur babies while they are away from home. I have experience with puppies, adult and senior dogs as well as cats. I can walk, play, feed, administer medication or just hang out with your pets as needed. I will follow your instructions and respect your home. You can trust me caring for your pets, making them happy and provide updates to you while you are away. I am currently available most of the day and night to provide the care your pup needs. I am available to stay at your place after 7pm if you require house sitting and will leave in the morning. I will provide visits and walks during the day. I will follow your instructions to provide the care and attention your pup needs in your home, during our walk or play time. I will provide updates as needed. My mission is to make your pup and you happy.

Sitter Profile Image: Ariana W.
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Ariana W.
from
$85
per night
5.0 out of 5 stars
• 6 reviews
10 years of experience
Rocky Hill, CT, 06067

“Ariana and her daughter were amazing house/dog sitters for our 12 year old Puggle, Finn. Finn took to them immediately which instantly eased my mind. It was obvious that they were true animal people. Ariana provided excellent communication/updates throughout our weekend away, and the house was left immaculate upon our return. If you want stress-free, trustworthy care for your pets, I would highly recommend Ariana.”

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Michelle R.
Sitter Profile Image: Bill I.
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Bill I.
from
$35
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
25 years of experience
Cromwell, CT, 06416

About: I have had dogs of all sizes in my life-from mastiff to dachshund. From puppy to senior. I have plenty of experience administering medicine, giving baths and caring for pets. I work from home and am available to take care of your pet(s) after 12pm. On the weekends, I am pretty open to take care of your pet whenever you need so long as I am not out of town. I live in a townhouse complex so it would be best if I came to take care of the pet at your home. There is also a fenced in dog park just down the street from my house that I would plan on frequenting so long as you're comfortable with me taking your dog there.

Sitter Profile Image: Avery M.
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Avery M.
from
$45
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
6 years of experience
Middletown, CT, 06457

“Avery was great! She listened and asked questions throughout the meet & greet and our animals naturally gravitated towards her. She was communicative during the stay and made sure they had a ton of outside time!”

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Katelyn R.
Sitter Profile Image: Kimberly G.
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Kimberly G.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 16 reviews
2 repeat clients
25 years of experience
Durham, CT, 06422

“Kimberly has a beautiful energy that the dogs responded well to. I could tell from the photos she sent that they were having a fabulous time playing with her. When I got home they were safe and sound and relaxed...and even a bit tuckered out, which was perfect considering I'd had a long day!”

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Robin C.
Sitter Profile Image: Sean O.
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Sean O.
from
$55
per night
20 years of experience
Middletown, CT, 06457

About: A forever-friend of animals and pets of all sizes. Experienced, friendly, reliable and flexible. Looking forward to meeting your pets and providing care and companionship for your loved ones. I am pursuing a degree part-time and have a flexible work schedule. I am centrally located in Middletown, CT and am willing to drive within about an hour of there to provide care. I like connecting with you and your pet before sitting to develop rapport and to get an understanding of their routines. I like to mirror the way you provide a safe environment for them within your home. This offers a sense of consistency and calm in what may sometimes feel like a stress-inducing situation for your animal. Their safety and health are the priority while they are under my care.

Sitter Profile Image: Christopher N.
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Christopher N.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
10 years of experience
Middletown, CT, 06457

“Chris took very good care of our dog, Millie! He was very communicative at the end of every day letting us know how our dogs day was, along with pictures. I also appreciated while staying at our house it looked the same way when we left it. (No mess). We will definitely use Chris again for future dog/house sitting!”

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Melissa M.
Sitter Profile Image: Brittney C.
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Brittney C.
from
$80
per night
5.0 out of 5 stars
• 194 reviews
52 repeat clients
12 years of experience
Middletown, CT, 06457

“Brittney was great with Obi! We were so happy to have her here. Very professional and dependable.”

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Liz T.
Sitter Profile Image: Josh A.
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Josh A.
from
$50
per night
5.0 out of 5 stars
• 218 reviews
60 repeat clients
15 years of experience
Cromwell, CT, 06416

“Josh is a great person first off. Secondly he is a great dog person and our boy Max had a great dogcation. We are very happy we met Josh and that he is punctual, accommodating and a pleasure to do business with.”

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Brian G.
Sitter Profile Image: Jenna P.
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Jenna P.
from
$45
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
3 years of experience
Middletown, CT, 06457

“We had a last minute emergency, and Jenna was so kind and flexible making sure our dog was taken care of. Couldn’t have asked for a better sitter ❤️”

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Killian D.
Sitter Profile Image: Brianna S.
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Brianna S.
from
$77
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
30 years of experience
East Hampton, CT, 06424

“Bri was great! Our fur family loved her! She sent daily updates and made sure she was on top of everything from treats to itchy paws. We will definitely book Bri again!”

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Adriel Lee W.
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The median cost per night for house sitting in Cromwell is $60

Pet parents share their Rover experiences - Cromwell

1 / 1
5.0 out of 5 stars

Brittany did a great job taking care of our Auggie while we were away on vacation. She went above a beyond our expectations. We highly recommend her.

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Derek V.
House Sitting
5.0 out of 5 stars

Nikki was great with our dog Lucy and went above and beyond to keep her comfortable during two anxious nights in a row due to fireworks over a holiday weekend! She followed all our instructions and comforted Lucy and made sure she was well taken care of! We look forward to having Nikki stay with Lucy in the future!

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Michelle M.
House Sitting
5.0 out of 5 stars

Bill was great with our two pups! He made sure our anxious boy got trazadone during a storm. Our babies were well cared for while we were gone and our home was just as we left it.

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Alden M.
House Sitting
5.0 out of 5 stars

Jennifer was reliable and came through last minute when another sitter cancelled. Took great care of the house and animals and was responsive while we were gone sharing pictures. Highly recommend.

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kristina k.
House Sitting
5.0 out of 5 stars

Our cat Lucy had the most superior care with Aliana + Nick! They were incredibly communicative, sending updates every day with photos and videos. We would give them more than five stars if we could!

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Amy M.
House Sitting
5.0 out of 5 stars

We came back to happy, calm dogs and a well organized house. Really appreciated the daily updates and pictures and Coors and Ryder look forward to seeing you again. Thank you for allowing us to go away without worrying.

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diane m.
House Sitting
5.0 out of 5 stars

Emily watched our two dogs during a week vacation. We came back to an extremely clean home and very well cared for dogs. Received daily updates of how the dogs were doing. We would book Emily again for future dog and house sitting needs and highly recommend!

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Derek F.
House Sitting
5.0 out of 5 stars

Courtney was awesome with Bella! She was a perfect house guest and sent lots of pictures. Bella was anxious with the fireworks over the 4th but Courtney helped keep her calm and attend to her needs. We would definitely ask her to pet sit again.

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Sarah P.
House Sitting
5.0 out of 5 stars

3rd time using Ethan. This time for 7days, six nights in my house. Ethan was awesome with both dogs. Huskies can be bratty and difficult. Ethan had absolutely no issues handling him. Both dogs love Ethan. And Ethan did an awesome job taking care of the house. I highly recommend him.

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Anne W.
House Sitting
5.0 out of 5 stars

THANK YOU Ashley for taking such great care of Ginger for us over spring break. Hope you will dog sit for us again! 5 stars / 10 out of 10 :)

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Russ N.
House Sitting
5.0 out of 5 stars

Wow, Tasha is the absolute best! So thoughtful, responsible, and communicative in sitting Murph and our house. She sent us regular updates including the cutest pics and videos, left the house in better shape than when she arrived, and gave Murph all the attention and care an energetic puppy needs. He was sad to see her go at the end of the weekend but you can bet we’ll ask her back for next time.

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Elliot N.
House Sitting
5.0 out of 5 stars

This was the first time using a pet sitter. My dog had such a good weekend she did not seem all that glad to see me when I got home. The house was just as I left it. I felt comfortable going in having communicated with Jade beforehand and appreciated updates over the time I was gone. Hope to have Jade again in the future

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Lyn L.
House Sitting
5.0 out of 5 stars

Jeff took great care of our anxious dog and sent frequent updates! Definitely recommend him as a sitter.

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Killian D.
House Sitting
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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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  • Reservation protection

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

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

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
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Popular requests for house sitting - Cromwell

Select a filter and find qualifying sitters offering house sitting.

Sitters in Cromwell average 3
repeat house sitting clients

FAQs for House Sitting - Cromwell

Frequently asked questions about Rover

The average cost for House Sitting in Cromwell on Rover is $52.17 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of September 2026, there are 1,632 sitters on Rover offering House Sitting across Cromwell. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Cromwell walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Cromwell maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

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 Cromwell 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!

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.

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 .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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

  • 94% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 97% 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.

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