House Sitting Ashland

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

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Over 36
pet parents in Ashland have booked house sitting

Ashland, Find top rated house sitting

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

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Sitter Profile Image: Tricia R.
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Tricia R.
Star Sitter
$84
total per night
5.0 out of 5 stars
74 reviews
29 repeat clients
27 years of experience
Framingham, MA, 01702

Tricia was fantastic! Took such good care of our dogs and house and was so responsive to messages and sent some many cute photos while we were away.

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Bailey G.
Sitter Profile Image: Linh V.
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Linh V.
$128
total per night
5.0 out of 5 stars
50 reviews
24 repeat clients
3 years of experience
Framingham, MA, 01701

About: Hi! I’m Linh - your pet’s favorite aunt. I know how stressful it can feel leaving your pets behind, so my goal is simple: keep their routine consistent, keep them happy, and give you peace of mind while you’re away. I’ve grown up around both dogs and cats and have always loved caring for animals. As a cat owner myself, I understand how important it is to have someone trustworthy, patient, and attentive caring for your pets. I also volunteered at an animal shelter when I was younger, which helped me become comfortable with animals of all ages, personalities, and temperaments. You can expect plenty of updates, photos, and communication throughout your booking because I know you’re trusting me with family, not just a pet. I offer flexible weekday and weekend availability for dog walks and drop-in visits and currently service the MetroWest area, including Framingham, Wayland, Natick, and nearby towns. I am currently accepting bookings through September 2026. Availability for October and beyond will be released at a later date. Pet parents looking for weekly walks are always welcome as consistent schedules really help pets feel comfortable and at ease. For housesitting, availability may be more limited depending on the pet’s schedule and care needs. I’m best suited for pets that can be left alone for a few hours at a time. If a date appears unavailable on my calendar, feel free to reach out anyway, as I may still be able to accommodate depending on the time and location. Your pet’s safety and comfort are my top priorities. I follow owner instructions closely, maintain consistent routines, and adjust activities based on weather, age, health, and energy level. During hot weather, walks may be shortened when needed to prevent overheating, with the remaining time spent on indoor play.

Sitter Profile Image: Salina B.
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Salina B.
$62
total per night
5.0 out of 5 stars
63 reviews
18 repeat clients
36 years of experience
Holliston, MA, 01746

Salina was an awesome sitter for our dog, Beck! Beck isn’t the easiest dog, but Salina got along really well with him and took great care of him! We would love to have her sit again for Beck sometime!

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Elizabeth A.
Sitter Profile Image: Julie-Anne D.
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Julie-Anne D.
Star Sitter
$95
total per night
5.0 out of 5 stars
42 reviews
14 repeat clients
10 years of experience
Framingham, MA, 01701

Julie-Anne was an excellent dog sitter. She communicated very well. Sent photos & gave us up dates. She stayed at our house & gave our dogs love & snuggles. We will use Julie-Anne again.

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Peri C.
Sitter Profile Image: Becki C.
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Becki C.
Star Sitter
$119
total per night
5.0 out of 5 stars
41 reviews
18 repeat clients
20 years of experience
Holliston, MA, 01746

I appreciate that Becki checks in to confirm booking details, especially on the return date. She makes sure my Zoey is not left alone for too long. I arrived home to a happy and well-cared for pup.

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Cindy C.
Sitter Profile Image: Edith B.
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Edith B.
$56
total per night
10 years of experience
Framingham, MA, 01701

About: I've lived with animals since I was 11—including 3 cats and a dog—and my mom has always adopted senior pets with medical needs, so I’m used to gentle care, giving medications, and adapting routines for older or anxious animals. I'm calm, quiet, and patient, which makes me a great match for pets that are shy, reactive, or need a soft presence. I respect animals’ boundaries, take their comfort seriously, and genuinely enjoy being around them—whether that means walks, playtime, or just existing together in peace. I'm especially good with cats and have experience with dogs who need space or structure. Pet care fits naturally into my weekly routine. I have a flexible schedule and prefer part-time work, so I can prioritize animals without feeling rushed. I take my time, move at the pet’s pace, and always make space for their needs. I prioritize calm, quiet, and consistency when coming to clients homes. I respect each animal's space, follow all care instructions exactly, and check in often if something seems off. My goal is to make sure pets feel safe, relaxed, and understood at all times.

Sitter Profile Image: Felix M.
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Felix M.
$67
total per night
7 years of experience
Framingham, MA, 01701

About: I’ve grown up with animals my entire life. I worked my first job as a dog groomer and daycare manager for anxious and hard to train dogs. I’m certified in animal CPR and first aid and have experience giving all types of medication. You can trust that I’ll care for your furry friend just as well as you do! I currently work part time in the mornings, so I have all afternoon to spend with your pets! I have less flexibility on weekends, but will try my best to make times work with enough advance notice. I am a respectful guest of the environment I’m in and make sure to give every animal exactly what they need, as well. You can trust that I will take good care of your pet and your space!

Sitter Profile Image: Kelsey L.
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Kelsey L.
$139
total per night
5.0 out of 5 stars
76 reviews
23 repeat clients
12 years of experience
Southborough, MA, 01772

Kelsey is our go-to house and pet sitter. Our dog Sally is always relaxed in her presence and we have zero guilt leaving her with Kelsey. She allows us to relax while away.

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Claude D.
Sitter Profile Image: Alyssa W.
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Alyssa W.
$56
total per night
5.0 out of 5 stars
18 reviews
6 repeat clients
4 years of experience
Framingham, MA, 01702

Marlin stayed with Alyssa for the weekend and had such a good time! She sent multiple photos during his stay and took great care of him. Would definitely book again with her again. Thank you!

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Ashley S.
Sitter Profile Image: Jody B.
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Jody B.
$73
total per night
5.0 out of 5 stars
6 reviews
1 repeat client
12 years of experience
Westborough, MA, 01581

Jody was the absolute best with our pets! She’s very trustworthy and communicative. Would recommend her to others and will be reaching out for future services!

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Geneva H.
Sitter Profile Image: Sara D.
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Sara D.
$50
total per night
2 years of experience
Hopkinton, MA, 01748

About: Hello! I am 25 years old with a ton of animal experience. I’ve grown up around dogs my whole life, and for the most part have trained my families dogs. I went to High school at Norfolk Agricultural High School and was a Veterinary Major there. My High School gave me the opportunity to meet, handle, groom, and train dogs that were not my own. I was also in a 4H club at Natick Organic Farm in which I took care of the live stock that lived there. I have always been the go to dog sitter for my extended family. Due to this I also had to handle dogs of all different sizes and temperaments. I am currently working on becoming an Airline pilot so my days are very wide open and can be manipulated to better suit the care for your pets. I am familiar with most dog training tools. Depending on what is best for your dog I am comfortable using and have been trained to use. I also understand that every dog has different needs.

Sitter Profile Image: Hailey C.
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Hailey C.
$100
total per night
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Natick, MA, 01760

About: I grew up surrounded by 3 dogs all throughout my childhood. I have experience with cats and dogs of all ages as well as rabbits. I have experience in elderly dog care as I had taken care of my elderly dog, helping him stand and ensuring medications were given on time. I have two adoring kittens who I’ve raised from 4weeks old, i’ve had cats all while growing up. I can do deep litter box cleanings if asked. I strive to not only meet your needs and make you happy but also ensure your pet is happy and feels loved under my care. I work early mornings and get out at 2pm at the latest, meaning I have the majority of the day to be able to walk, play, and spend time with your pet(s). We can soak up the sunshine and they’ll always get dinner on time. I love to play with your pets, ensuring they get their energy out and have a good time. I love to go on walks with your dog or play with them in a yard.

Sitter Profile Image: Brittany S.
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Brittany S.
$62
total per night
5 years of experience
Framingham, MA, 01702

About: I have hands-on experience caring for geriatric, diabetic, and epileptic dogs and cats, making me comfortable with special needs pets who require extra attention. I’m skilled at administering oral medications, giving insulin injections, and monitoring pets for any changes in their health or behavior. I also have plenty of experience walking dogs of all sizes—from tiny lap pups to large, energetic breeds—always focusing on their safety, comfort, and happiness. I currently work part-time as a Veterinary Assistant, which gives me hands-on experience with animal care and handling in a clinical setting. I’m also a student enrolled in an online Veterinary Technology program, so I’m always learning and expanding my knowledge about animal health and behavior. Because of my flexible schedule, I have availability on some weekdays and weekends for pet sitting, dog walking, and drop-in visits. This allows me to combine my passion for animals with my professional training while giving pets the love and attention they deserve when their families can’t be there. Whenever I’m in a home with pets, I make it a priority to tune into their needs, read their body language, and make sure they feel safe, comfortable, and happy. Every pet has their own personality—some love long walks and playtime, while others just want cuddles and belly rubs. If your pet is the snuggly type, I’m always happy to curl up with them and give all the love, scratches, and attention they need!

Sitter Profile Image: rachel t.
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rachel t.
Star Sitter
$78
total per night
5.0 out of 5 stars
29 reviews
9 repeat clients
20 years of experience
Southborough, MA, 01772

Rachel was amazing with Bert and Maisy. She followed their exact schedule and also exercised them every day multiple times a day. She was very attentive to both doggies especially when Maisy had a bout of illness. She was so communicative and kept me in the loop with how they were doing and sent pictures. I felt so comfortable and reassured they were getting the best care while we were away. I would highly recommend Rachel for your pet sitting needs!! ❤️

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Laurie C.
Sitter Profile Image: Julianna C.
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Julianna C.
Star Sitter
$134
total per night
5.0 out of 5 stars
9 reviews
3 repeat clients
10 years of experience
Framingham, MA, 01702

Grateful for Juliana! Had a sitter accidentally double book with us and scrambled and was grateful to find her. The dogs loved her and she gave updates upon request. Would absolutely book with her again.

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Lindsey C.
Sitter Profile Image: Olivia G.
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Olivia G.
$78
total per night
5.0 out of 5 stars
12 reviews
2 repeat clients
15 years of experience
Framingham, MA, 01702

Olivia was a wonderful dog sitter! She took great care of our two large dogs. We would definitely recommend Olivia as a house sitter and hope to book her again

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Chris V.
Sitter Profile Image: Nicholas C.
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Nicholas C.
$111
total per night
5.0 out of 5 stars
30 reviews
15 repeat clients
8 years of experience
Natick, MA, 01760

Nicholas was incredibly communicative and worked great with our dogs! One of our dogs is a covid dog and has a hard time with introductions to new people, and he liked Nicholas right away. They had quite a few medications (our dog dog a skin infection right before we left) and he handled it all really well. Would definitely recommend Nicholas!

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Karen G.
Sitter Profile Image: Sophia C.
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Sophia C.
$78
total per night
4.8 out of 5 stars
7 reviews
1 repeat client
6 years of experience
Holliston, MA, 01746

We love Sophia & so do our dogs. She is easy to communicate with, kind, and responsible. We would definitely use her again!

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Roberta B.
Sitter Profile Image: Holly M.
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Holly M.
Star Sitter
$50
total per night
5.0 out of 5 stars
37 reviews
15 repeat clients
20 years of experience
Shrewsbury, MA, 01545

Molly was great. Communication is amazing and really provided great care to our new puppy! Will definitely have her in mind next time we need a sitter.

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Andrew M.
Sitter Profile Image: Alicia S.
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Alicia S.
$84
total per night
10 years of experience
Ashland, MA, 01721

About: I’ve taken care of animals since I was 12 years old. I’m passionate about animals. I prioritize their needs, and well being. I’m experienced in beginners dog training, grooming, and dispensing medications when needed. I’m available to cater to your pets needs weekdays and weekends. I can always accommodate my schedule to my clients needs if needed. Keeping your pets happy and active is my main focus. I own two dogs and two cats. I enjoy taking my dogs for long walks in wooded areas, dog parks and in the neighborhood. I plan to give my clients pets the attention they require while their owners are away.

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The median cost per night for house sitting in Ashland is $60

Pet parents share their Rover experiences - Ashland

1 / 1
5.0 out of 5 stars

Becki was an amazing help while we went on vacation! Great communication the entire time. She was so loving to our dog - will definitely use her in the future!

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Leah S.
House Sitting
5.0 out of 5 stars

Salina was very responsive and kept us well informed of the happenings while we were away. She maintained and kept the house clean and tidy while making sure that our kitty was well cared for and felt like she had a companion with her during our absence. We will definitely be booking with Salina again!

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Kirsten S.
House Sitting
5.0 out of 5 stars

Olivia took great care of Chishiih. Communication, kindness, and knowledge top notch. I highly recommend and look forward to being able to coordinate future sittings.

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S N.
House Sitting
5.0 out of 5 stars

Christie is responsible and caring, and my Zoey loves her. I always feel confident Zoey will be well taken care of and loved with Christie.

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Cindy C.
House Sitting
5.0 out of 5 stars

Sarah fully understands the assignment and executes the plan like a pro! She stayed in our house and sat our two dogs (including a blind, partially deaf old lady) for a week while we were out of the country. She gave us frequent updates, pictures and videos, and kept the house so clean. She was a delight to work with and we are not easy customers! We look forward to the next chance to work with her! Highly recommend Sarah!!

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John G.
House Sitting
5.0 out of 5 stars

Nikita and Robert always make sure our pups are well taken care of and they leave the house cleaner than we left it!

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Catherine R.
House Sitting
5.0 out of 5 stars

Colleen was great! Very thorough, asked great questions before the visit. She took care of everything while me and my family were away and sent daily updates 😊 would highly recommend her!

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Charlotte M.
House Sitting
5.0 out of 5 stars

Rebecca was a great pet sitter- she took care of our two dogs and two cats for a weekend, and we’re so grateful for her!

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Christa M.
House Sitting
5.0 out of 5 stars

Sarah was wonderful!! She was very affectionate with my dog. They took long walks together and she sent me lots of photos every day!

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Pilar F.
House Sitting
5.0 out of 5 stars

Stella was great talking care of our 11 week old puppy. She was friendly, communicated effectively, and was interested in understanding our dogs routine. Seeing Stella interact with our pup really showed her care and happiness around dogs. We'll definitely consider Stella in the future.

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Guillermo P.
House Sitting
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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

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

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

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Ashland average 4
repeat house sitting clients

FAQs for House Sitting - Ashland

Frequently asked questions about Rover

The average cost for House Sitting in Ashland on Rover is $34.88 per night (as of July 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 July 2026, there are 6,864 sitters on Rover offering House Sitting across Ashland. 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 Ashland 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 Ashland 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 Ashland 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 Ashland. On Rover:

  • 93% of sitters can help with special care needs
  • 97% 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.

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