Pet Boarding Winter Park

Find a loving Winter Park pet sitter to watch your cat or dog overnight at your sitter’s home.

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Over 1,981
pet parents in Winter Park have booked pet boarding

Winter Park, Find top rated pet boarding

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: David K.
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David K.
Star Sitter
from
$42
per night
5.0 out of 5 stars
443 reviews
78 repeat clients
10 years of experience
College Park, Orlando, FL, 32804

About: I grew up caring for multiple large dogs and cats simultaneously. One of the two labs required extra care as he lost a rear limb when he was a puppy. I currently am blessed with a beautiful domestic long hair cat named Misty that has extra grooming needs and requires extensive daily brushing. My professional lifestyle allows me plenty of available time to meet the needs of any unique or variable schedules for both my own and your pets sitting and walking needs. I’m an experienced dog walker and actively engage with animals to keep their attention and gain their trust. For cats I groom and brush daily as well as reinforce positive behavior through praise training.

Sitter Profile Image: Debra R.
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Debra R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
258 reviews
105 repeat clients
35 years of experience
Casselberry, FL, 32701

Both my pups seemed happy and healthy after pickup! I was a bit worried about how my new rescue would do, but Wendy and Debra were really understanding of her nervousness at times and did a great job as always.

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Meggie S.
Sitter Profile Image: Cristal F.
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Cristal F.
from
$30
per night
5.0 out of 5 stars
11 reviews
3 years of experience
Central Business District, Orlando, FL, 32801

Cristal is a really good dog sitter, her home is spacious and she lives right by the downtown area which is very convenient. I would recommend her without hesitation to anyone looking for a safe place to leave their dog.

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Justin C.
Sitter Profile Image: Richard D.
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Richard D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
39 reviews
11 repeat clients
8 years of experience
Winter park, FL, 32792

Richard was great. Quick to respond and was happy with the updates that he sent me. Things couldn't have worked out any better and will definitely look into using Richard again in the future.

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Justin B.
Sitter Profile Image: Jackie S.
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Jackie S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
151 reviews
30 repeat clients
20 years of experience
Casselberry, FL, 32707

Jackie is wonderful ! She took care of our babies as her own . She was easy to reach out to and kept us informed constantly on how the puppies were doing. Definitely our go to puppy sitter 🐶

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Jessy R.
Sitter Profile Image: Mackenzie W.
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Mackenzie W.
from
$28
per night
5.0 out of 5 stars
1 review
2 repeat clients
4 years of experience
Winter Park, FL, 32789

About: I’m new to Rover, but not new to pets. I’ve spent years dog and cat sitting for family, friends, and people from my church while they travel so I’ve basically already been doing this, just without the app. Boarding is where I’m strongest. Whatever you’re away for a weekend trip, a long workweek, a stretch out of town your pet gets a quiet, pet free home and someone who’s actually paying attention to them, not just checking a box. It’s just me and my roommate here, no kids, no chaos, no other pets running around unless we’re talking about yours LOL. But if boarding isn’t what you need, I also do drop in visits and walks. A midday or evening walk for your dog, or a quick morning/night stop to feed and check on your cat while you’re out. My schedule’s flexible (I work fulltime but it’s not a rigid 9-5), so I can usually make mornings, evenings, weekends, whenever your pet needs me. I’m not the type to drop them off with food and a bowl and disappear for the day. I want to actually know their personality by the time you pick them up. I’ve taken care of dogs and cats of pretty much every age and energy level, from the zoomies at 6am crowd to older pets who just want someone patient around and a quiet spot to nap. Routines matter to me too if your pet eats at a certain time, walks a certain route, or has a little quirk, I want to know about it and stick to it. I’ll keep you in the loop while I’m with them. Feeding on schedule, medication if they need it, litter box scooped, fresh water, the whole routine handled the way you’d do it yourself. Photo updates too, so you’re never left wondering how things are going. Can’t wait to meet you both and hear what your pet’s routine looks like. My schedule is flexible, so I’m available mornings, evenings, weekends, and throughout the week as needed. I take the time to learn your pet’s personality, preferences, and routine so they can feel as comfortable as possible. I know how hard it can be to leave your pet with someone else, so I do my best to make them feel safe, comfortable, and loved while you’re away. Whether they’re staying in my home or I’m stopping by yours, I follow their routine as closely as possible, including feeding schedules, potty breaks, walks, medications, and any special instructions you provide. I provide a calm, pet free home for boarding and make sure every pet gets plenty of attention and care. I also send photo updates throughout their stay because I’d want the same thing if it were my pet. My goal is for you to enjoy your time away knowing your pet is in good hands

Sitter Profile Image: Christine B.
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Christine B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
23 reviews
6 repeat clients
40 years of experience
Orlando, FL, 32825

Excellent! Very good communication before as well as updates and photos while Rosie was staying. Dropping here off and picking her up was effortless. Rosie had a good time and I would not hesitate to call on Christine in the future.

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Keith C.
Sitter Profile Image: Briana A.
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Briana A.
Star Sitter
from
$30
per night
5.0 out of 5 stars
159 reviews
56 repeat clients
10 years of experience
Orlando, FL, 32817

Briana did an outstanding job with Buddy. We are very pleased with how well he was taken care of and will DEFINITELY use Briana again! Thank you so much Briana!

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William R.
Sitter Profile Image: Carla H.
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Carla H.
from
$45
per night
5.0 out of 5 stars
37 reviews
12 repeat clients
30 years of experience
Altamonte springs, FL, 32701

Carla was amazing! Both my pups seemed to adore her ( even my shy girl Fergie). She was super flexible and made sure they were welcome in her home. Highly recommend and will be using her services again for my next trip if available.

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Miranda C.
Sitter Profile Image: Becky F.
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Becky F.
Star Sitter
from
$30
per night
5.0 out of 5 stars
542 reviews
162 repeat clients
20 years of experience
Winter Park, FL, 32792

As a first time Rover user I was a little nervous. But Becky was great! She communicated and sent pictures and certainly put my mind at ease. We will for sure use her again in the future.

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Natalie V.
Sitter Profile Image: Ailin L.
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Ailin L.
from
$45
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
10 years of experience
Winter Park, FL, 32792

Ailin and our dogs got along fabulously! She gave them lots of love and attention and gave us frequent updates with pictures and stories about what they have been doing. This was our first time but we’ve already scheduled another stay.

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Enrique D.
Sitter Profile Image: Nour G.
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Nour G.
from
$45
per night
5.0 out of 5 stars
19 reviews
2 repeat clients
18 years of experience
Winter Park, FL, 32789

My puppy had the best time staying with Nour! From the very beginning she was kind, welcoming, and attentive. She sent me updates and photos throughout the weekend, which gave me so much peace of mind. My pup came home happy, relaxed, and clearly well cared for. It’s obvious how much she loves dogs and treats them like her own. I couldn’t have asked for a better experience and will definitely be booking with her again!

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Jenna M.
Sitter Profile Image: Patama B.
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Patama B.
from
$25
per night
4.3 out of 5 stars
4 reviews
3 repeat clients
20 years of experience
Winter Park, FL, 32789

Patama was great with our dog Kojak! She sent us photos everyday and was good about making sure he took his medication.

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Daniel S.
Sitter Profile Image: Ariana B.
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Ariana B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
326 reviews
88 repeat clients
14 years of experience
Orlando, FL, 32822

We were traveling from the panhandle to Orlando, unfortunately our hotel was not pet friendly. But guess who is? Ariana! She always kept me updated with pics and vids in the morning afternoon and evening. I knew my dog was in good hands and the fact that Flower had instant playmates upon arrival was a big plus! I highly recommend Ariana!

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Jane T.
Sitter Profile Image: Kelsey W.
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Kelsey W.
from
$40
per night
4.9 out of 5 stars
106 reviews
39 repeat clients
15 years of experience
Lake Shore Village, Orlando, FL, 32804

Kelsi was great! We were not really sure about pickup and drop off times but she let us move some times around which made it super easy. Sent us pictures the whole time which was great so the kids knew he was having fun!

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Chris J.
Sitter Profile Image: Carolina S.
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Carolina S.
Star Sitter
from
$30
per night
5.0 out of 5 stars
21 reviews
2 repeat clients
3 years of experience
Orlando, FL, 32810

Carolina was wonderful!!! She took great care of my pup, was very communicative and super flexible with my schedule. My pup is super excited for next time.

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Maria R.
Sitter Profile Image: Sarah R.
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Sarah R.
Star Sitter
from
$29
per night
4.9 out of 5 stars
196 reviews
84 repeat clients
14 years of experience
Winter Springs, FL, 32708

Sarah is wonderful! She has flexible times throughout the day. Which makes it easy for us to book half days or full days to watch our dog. She helped arrange a friendly introduction with her pack and ours before we started booking appointments. Very knowledgeable and helpful with all types of dog breeds and personalities. Kept us posted with several pictures throughout the day! A very great experience

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Joe C.
Sitter Profile Image: Amber P.
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Amber P.
Star Sitter
from
$60
per night
5.0 out of 5 stars
24 reviews
4 repeat clients
10 years of experience
Winter Park, FL, 32789

Amber was absolutely incredible with Champ! It’s always nerve-wracking leaving him behind, but Amber sent frequent updates and the cutest photos, which totally put my mind at ease. She followed all his care instructions perfectly, and I could tell Champ was genuinely happy and well-loved while I was away. I highly recommend her!!! ❤️❤️

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Katie E.
Sitter Profile Image: Chayla T.
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Chayla T.
Star Sitter
from
$25
per night
5.0 out of 5 stars
18 reviews
4 repeat clients
20 years of experience
Altamonte Springs, FL, 32714

Chayla was very attentive and responsive when we wanted to check in on our dolla while our dog was in her care. Excellent and caring. Highly recommended.

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Teresa P.
Sitter Profile Image: Denys H.
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Denys H.
Star Sitter
from
$30
per night
5.0 out of 5 stars
80 reviews
25 repeat clients
17 years of experience
Altamonte Springs, FL, 32714

Denys was very attentive to our pup and I received updates every day which was very comforting, especially since this is her first stay and I was out of town with Denys and her family. She seem to get a lot of love and attention, which is very much appreciated!!

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Tawana B.
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The median cost per night for pet boarding in Winter Park is $40

Pet parents share their Rover experiences - Winter Park

1 / 1
5.0 out of 5 stars

Santo is such a wonderful sitter. They send photos and videos twice every day. I’ll definitely come back again.

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Lei Z.
Boarding
5.0 out of 5 stars

Nour was an amazing sitter! She took great care of my little frenchie. He was really happy with her for a whole week while I was away for a wedding. I will happily book her again

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Sarah W.
Boarding
5.0 out of 5 stars

Amber had our dog for about a week. She consistently gave updates and pictures daily. Her care was beyond fabulous and our boy was in great care. I would recommend Amber 1,000,000% times over and would use her again!!

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Daniel M.
Boarding
5.0 out of 5 stars

Justin was great. I really appreciated the excellent communication, lots of pictures and videos and quick responses. I felt very safe and secure having Justin watch my Trixie.

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Ken B.
Boarding
5.0 out of 5 stars

First time stayed away from home. Pixie seemed very happy when we picked her up. Ivanka was very nice and sent us a picture of pixie. We would love to rebook with ivanka

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Cindy C.
Boarding
5.0 out of 5 stars

We love Becky! She always takes wonderful care of our sweet dogs and keeps us updated throughout their stay. We trust that they are in good hands when they are with Becky 🥰

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Kaity S.
Boarding
5.0 out of 5 stars

Banks absolutely loved staying at Rebecca’s ! He got so much loving and play time. Banks can’t wait to come back to Rebecca’s and play with Cosmo.

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Andrew K.
Boarding
5.0 out of 5 stars

So happy I booked with Natasha! She kept me updated with photos and was understanding and accommodating with my travel delays. I appreciate her watching after my cats and will definitely book with her again in the future!

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Sundas H.
Boarding
5.0 out of 5 stars

Camryn was wonderful with Bella! She took great care of her, kept me updated, and made me feel completely at ease while I was away. Bella came home happy, and I couldn’t have asked for a better experience. I’ll definitely be booking with Camryn again the next time I’m in the area and need a Rover sitter. Highly recommend!

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Remond N.
Boarding
5.0 out of 5 stars

Lauren was the BEST!! She took great care of our new puppy, Bijou! She kept us updated daily with pictures and messages with updates! We CANNOT wait to use Lauren again!

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Melissa F.
Boarding
5.0 out of 5 stars

Snickers got to stay with Jen and her family twice in July while we were out of town and we can certainly tell he had a great time and was well cared for. I can’t say enough great things about our experience, the easy communication, the flexibility and overall how wonderful Jen was

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Meredith H.
Boarding
5.0 out of 5 stars

Tess was wonderful with Rigby! Great with communication and updates - he was very well cared for during his stay!

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Nicole R.
Boarding
5.0 out of 5 stars

Such an amazing woman. She’s honestly so sweet and stays consistent with sending updates and videos. She offers pick up and drop offs which is so convenient. She treats my pups as her own. They definitely are missing her right now 😂 will definitely be booking her again!

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Kiana T.
Boarding
5.0 out of 5 stars

My dog loves Sydney! Ruby goes in happy to see Sydney and comes out happy. Sydney is organized, professional and takes great care of my dog. I highly recommend Sydney!

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Rod W.
Boarding
5.0 out of 5 stars

She kept us very informed throughout Charlie’s stay and he loved being there!! Will definitely book for future stays!

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Madeline G.
Boarding
5.0 out of 5 stars

We highly recommend Diego and Vivian to take care of your dogs. Our three girls had a wonderful weekend with them. They are a very caring couple and show lots of affection to the pups. We are already booked again in September for another weekend stay!

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Cathy L.
Boarding
5.0 out of 5 stars

Very pleased with Robert. He seemed attentive to Marley, kept me updated and sent me pictures. I will definitely use him again if the need arises.

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Grayce L.
Boarding
5.0 out of 5 stars

Bryan did a great job in caring for Trixie and I would feel comfortable using his dog sitting services again.

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Ken B.
Boarding
5.0 out of 5 stars

Caroline and Luis did an amazing job of caring for our cat and dog during a 2 week summer trip. They were very proactive, sending photos and updates that gave us peace of mind, allowing us to enjoy our family vacation.

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Jason B.
Boarding
5.0 out of 5 stars

Amazing person, best dog sitter I could ask for, easy communication, sent lots of pics. We love Flor, my dogs basically had a vacay with her lol

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Kaci T.
Boarding
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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
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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    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

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Popular requests for pet boarding - Winter Park

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Sitters in Winter Park average 12
repeat pet boarding clients

FAQs for Boarding - Winter Park

Frequently asked questions about Rover

The average cost for Pet Boarding in Winter Park on Rover is $31.08 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Boarding 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 Pet Boarding. For more information on service fees, click here .

There are 2,696 sitters on Rover for Pet Boarding in Winter Park. About 92% of Winter Park sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

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.

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 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.

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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in FL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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