Dog Walking Howards Grove

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Howards Grove, Find top rated dog walking

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

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Sitter Profile Image: Audrey M.
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Audrey M.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
54 reviews
25 repeat clients
3 years of experience
Sheboygan, WI, 53081

Took good care of my dog Toby when walking him. Was patient with him and made sure he got a lot of exercise outside. Overall she did a really great job, and I would book her again in the future.

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Andrew N.
Sitter Profile Image: Jesus K.
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Jesus K.
from
$18
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
6 years of experience
Sheboygan, WI, 53081

About: I’ve cared for dogs of all breeds, sizes, and energy levels — from energetic puppies to laid-back seniors. Whether it’s daily walks, feeding, playtime, or administering medications, I treat every dog like they’re my own. I understand how important routine, patience, and positive attention are to your pet’s well-being. I’ve also worked with shy or reactive dogs, and I’m comfortable following any special instructions to make sure your pup feels safe and loved while you’re away. My schedule is currently wide open, so I’m flexible and ready to accommodate your dog’s needs — whether it’s daily walks, last-minute bookings, or ongoing care. I’m available weekdays, weekends, and holidays. Let’s find a time that works best for you and your pup! Your dog’s safety and comfort are my top priorities. I always keep dogs on-leash during walks (unless in a secure, off-leash area with your permission), avoid unsafe routes, and stay alert to other animals or hazards. I closely follow your instructions and routines to keep your pet feeling secure and cared for.

Sitter Profile Image: Maria Del Mar C.
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Maria Del Mar C.
from
$25
per walk
5.0 out of 5 stars
14 reviews
6 repeat clients
4 years of experience
Sheboygan Falls, WI, 53085

We love Maria! She is so great with our pup. I love that she sends me daily communication, photos and gives him extra love before she leaves.

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Traci A.
Sitter Profile Image: Keeley S.
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Keeley S.
from
$15
per walk
5 years of experience
Sheboygan, WI, 53083

About: I worked with dogs for 16 hours a week every week for a few years and have one of my own at home. I have dog sat for family friends and take their dogs on walks as well! I just love spending time with dogs. I also have an associates degree in veterinary technology. I am working part time as a veterinary technician and would be walking and doing drop in visits around my current schedule as well as in house boarding while attending work part time. I will make sure that you pet feels comfortable with me and I will get to know their behavior so that I can get closer to them and take very good care of them according to your usual routine with them and their needs that they bark/meow to me. If any emergency were to ever occur I would use all of my knowledge and resources to help your pet as well as taking them to the vet!

Sitter Profile Image: Deborah P.
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Deborah P.
from
$14
per walk
5.0 out of 5 stars
4 reviews
6 years of experience
Sheboygan, WI, 53081

About: I have high availability and recommended all the time by word of mouth. Pets aren’t just pets. I treat my clients’ pets as if I’m caring for a family member. I don’t currently have a full time job so this will give me more flexibility in my schedule. I also don’t have my own pets, which means I have more time to care for other pets. When petsitting in the pet’s home, I make sure to ask lots of questions about the pet’s habits, food schedule, normal potty schedule, and home security questions. I want to make sure the pet is comfortable and the care is seamless for the pet and owner.

Sitter Profile Image: Jadeyn S.
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Jadeyn S.
from
$15
per walk
10 years of experience
Sheboygan, WI, 53083

About: I’ve loved and cared for dogs my whole life. I had my own dog for 16 years, from childhood through her senior years, so I understand the responsibility, patience, and consistency dogs need at every stage of life. I regularly walked her and taught her commands like sit, shake, and roll over. As she got older and developed health conditions, I continued caring for her with patience and attention to her changing needs. I’ve also volunteered as a dog walker at the humane society and used to go with my mom when I was younger, which helped me become comfortable around dogs with different personalities and energy levels. I’m dependable, caring, and genuinely enjoy spending time with dogs. I always aim to make pets feel safe, comfortable, and well cared for while giving owners peace of mind. I’m home from college for the summer and looking for a fun, active way to spend my weekdays doing something I genuinely enjoy. I only work a few nights a week, so I have a pretty flexible daytime schedule for walks, drop-ins, and pet care. I’ve always loved being around dogs, so this feels like the perfect side job for me while I’m home. I enjoy getting outside, staying active, and spending time with animals, and I’d love to help give your pets some extra attention, exercise, and care during the day. When caring for pets, I always try to make sure they feel safe, comfortable, and cared for. During walks I keep dogs closely leashed, pay attention to our surroundings, bring water and waste bags, and make sure not to walk too far especially in hot weather or with older dogs. For drop in visits I make sure pets have fresh food and water, get attention and play time, and that everything is clean and secure before I leave. I also know how important pets are to people, so I’d always keep owners updated and send pictures when I can.

Sitter Profile Image: Lisa S.
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Lisa S.
from
$25
per walk
5.0 out of 5 stars
13 reviews
1 repeat client
25 years of experience
Elkhart Lake, WI, 53020

About: Premium Pet & Flock Care Tailored for Every Life Stage As a trusted and experienced pet care provider, I specialize in personalized sitting services for large-breed pups, cats, and their smaller furry friends — with added expertise in puppy training, compassionate senior pet care, and even backyard flock care for chickens. Your pets are unique, and so is my approach: I take time to understand each animal’s personality, routine, and special needs to ensure they feel secure, loved, and engaged while you’re away. From teaching puppies good manners and basic obedience, to gently caring for older pets who need extra patience and attention, to providing thoughtful care for your feline family members — I deliver professional, reliable care that goes far beyond feeding and walking. And for families with backyard chickens, I bring years of hands-on experience as a seasoned chicken owner. I can provide attentive care for your flock — ensuring they’re fed, their coop is secure, and they stay safe and healthy until you’re home again. 🐾 Puppy Training: I help reinforce basic commands, house-training routines, and leash manners, giving your young pup the best start in life. 🐱 Cat Care: I provide gentle, attentive care for cats of all temperaments, making sure they receive the affection, play, and routine they need to feel safe and content. 🐾 Senior Pet Expertise: I understand the special needs of aging pets — from administering medication and assisting with mobility to creating a calm, stress-free environment for rest and comfort. 🐓 Flock Care: As an experienced chicken owner, I know how to care for backyard hens and ensure they’re well-tended and secure in your absence. 🐾 More Than a Sitter — A True Companion: My services are designed to give you peace of mind and your pets (and chickens!) a trusted friend they can rely on. You’ll return to a happy, healthy, and well-cared-for family every time. Pet care fits naturally into my daily and weekly routine because I work from home, which allows me to provide loving, attentive care around the clock. My flexible schedule means I can easily adapt to each pet’s unique needs — whether it’s regular walks, playtime, feeding schedules, or administering medication. Because I’m home throughout the day and night, pets in my care enjoy consistent companionship, plenty of interaction, and a stable, comforting environment that feels like home. I’m able to maintain their familiar routines and give them the one-on-one attention they deserve, so they’re never lonely or stressed while you’re away. Pet care isn’t just part of my routine — it’s at the heart of my everyday life. I care for pets in my home by providing round-the-clock attention in a safe, comfortable, and pet-friendly environment where they feel like part of the family. Pets enjoy plenty of playtime, outdoor exercise (especially for large-breed dogs), and cozy resting spots. I maintain their regular feeding and potty schedules and offer lots of love, enrichment, and companionship throughout the day and night. When caring for pets in my clients’ homes, I tailor each visit to their pet’s routine and comfort level. This can include daily walks, fresh food and water, playtime, litter box or yard cleanup, medication administration if needed, and overnight stays for pets who do best in their familiar surroundings. I make sure each pet feels safe, happy, and relaxed — and I keep owners updated with messages and photos for peace of mind. Whether in my home or yours, I treat every animal with the same care and devotion I give my own — because they deserve nothing less.

Sitter Profile Image: Mya R.
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Mya R.
from
$20
per walk
5.0 out of 5 stars
6 reviews
13 years of experience
Sheboygan, WI, 53083

About: I have experience in a wide variety of animal care (having worked at my local wildlife sanctuary). Not only am I experienced with dogs and cats, I am also experienced with special needs pets and administering medication. I am currently searching for full time employment, but as of right now I am very flexible! Once a do acquire employment, I am still flexible but will update my availability! I can follow instructions to the letter, and offer enrichment activities such as walks or playtime. During overnights, I will follow house safety procedures as well as be attentive to your pet throughout the night. I am experienced in special needs pets and administering medication.

Sitter Profile Image: Mya H.
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Mya H.
from
$15
per walk
18 years of experience
Plymouth, WI, 53073

About: I've been surrounded by animals my entire life and have years of hands-on experience caring for pets of all ages and personalities. I currently have four dogs and have helped care for many others through family and friends. I also grew up with cats, so I'm comfortable caring for both dogs and cats. Beyond caring for animals, I'm a Certified Nursing Assistant (CNA), where I provide compassionate, dependable care to people every day. Being a CNA has strengthened my patience, attention to detail, and ability to stay calm and responsible in any situation which are qualities I bring to every pet I care for. I'm heading to the University of Minnesota Twin Cities this fall, and pet sitting is the perfect way for me to cover some schooling dues and spend time doing something I genuinely love. Whether your pet enjoys long walks, playtime, or simply having a calm and caring companion, I'll treat them like they're part of my own family. My goal is for you to feel confident knowing your pet is safe, happy, and well cared for while you're away. I currently work part time as a CNA working second shift. So, I am always available until 2pm. But, catch me on a day I don’t work at the healthcare facility, and I’ll be free all day! Sometimes weekends can be hard, however I always find ways to make everything work out. As I live under my parents households still, I have two homes. One house has a large fenced in yard, with two friendly dogs that live there. The other home, has a large open field in the back, which unless the animal is off the leash trained, we have long leads for them to run free (ish). This home also has two even more friendly dogs who would love the company. Both of these homes are located in nice neighborhoods in the town of Plymouth.

Sitter Profile Image: Natalie G.
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Natalie G.
from
$25
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
30 years of experience
Sheboygan, WI, 53081

About: I have been a lifelong Westie owner, and have experienced puppy training to senior care as a pet owner. I have also owned and cared for a variety of animals: fish, small animals, reptiles, and amphibians! In addition to loving and caring for my own pets, I have cared for and done simple training with the pets of friends and family. My goal is for you to be able to build and maintain positive, safe routine so your pet feels secure. I have some experience administering some pet medications due to owning a senior dog with health issues, and would be willing to learn new procedures to assist your pet's health and well-being. In addition to pet care at home, my pasr work experience in retail Pet centers and as a custodian means that I am understanding of what is necessary to maintain a safe, clean space for your pet as part of the drop-in. I am currently working full-time as a teacher, so my availability will be limited to weekends until summer. During summer, I will have full flexibility to help you care for your pet, especially in the mornings! I am willing to do meet-and-greets prior to the service to familiarize myself with your pet and home. Please let me know if you have any preferred routes for walking due to past encounters, etc. I am a teacher, so evenings and weekends are my school-year availability. Great news for summer: it's all open! If you have questions, feel free to reach out! I try to provide high-quality interaction and positive reinforcement for all pets. It's my goal to maximize the session time to give your pet the care, attention, and activity they need. Finding out your pet's interests and care routine is very important to providing the best individualized care--let me know how you would like the time spent!

Sitter Profile Image: Salena L.
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Salena L.
from
$30
per walk
5.0 out of 5 stars
32 reviews
17 repeat clients
10 years of experience
Sheboygan Falls, WI, 53085

Salena helped us out last minute and took the girls on a nice long walk! We are very grateful for her help!

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Ashley M.
Sitter Profile Image: Allissa H.
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Allissa H.
from
$15
per walk
4.7 out of 5 stars
10 reviews
3 repeat clients
8 years of experience
Kiel, WI, 53042

About: I’ve worked with variety of species, specializing with dogs! I have skills with grooming and training. I have 4 of my own dogs and do dog sports as well! I work from home so I have extra time to care for your pets and am able to move around my schedule. Saturdays are the only days I may not be able to take same day bookings! I understand crate and gate management and will make sure your animals are happy and healthy! As of right now I can’t offer boarding in my own home but maybe in the future

Sitter Profile Image: Sarah M.
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Sarah M.
from
$18
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
8 years of experience
Plymouth, WI, 53073

Sarah is an outstanding dog walker. Our dog loves her! She is punctual, very friendly and kind to our dog and to us. We couldn’t ask for a better dog walker!

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CHRISTINE L.
Sitter Profile Image: Judy & Paul & Melissa P.
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Judy & Paul & Melissa P.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
394 reviews
140 repeat clients
20 years of experience
Sheboygan, WI, 53081

Judy is great! She’s very communicative, respectful and responsible. She’s great at responding pretty fast as well, which makes planning so much easier for me. She takes very good care of my boy and sends lots of pictures. I trust her to take care of my boy. Highly recommend to book with her.

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Samantha V.
Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$15
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
30 years of experience
Kohler, WI, 53081

About: I have walked dogs for neighbors and friends for decades and also owned dogs including 2 senior rescues. My experience is with all types of breeds and ages. A happy dog starts with an exercised dog and I love to get outside too! I am a bartender so I have a very flexible schedule and can do mornings, afternoons or evenings. I am also available for last minute bookings. As your dogs caretaker their happiness is my biggest concern. Fresh water, soft warm bed, food and plenty of exercise are in always provided and cuddles if wanted.

Sitter Profile Image: Miranda B.
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Miranda B.
from
$50
per walk
5.0 out of 5 stars
28 reviews
4 repeat clients
10 years of experience
Sheboygan, WI, 53083

Miranda is amazing…! I totally trust her with my dog, who is an elder dog who recently had back surgery, so she has some special needs and I worry. But with Miranda I don’t stress at all because I know she’s in good hands, with an experienced Dogwalker, with a history of working with all sorts of dogs. Plus, Miranda sends me pictures of her and lets me know how things went, by leaving a note inside the house, which is a really nice personal touch that I enjoy. I highly recommend her.

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Elaine J.
Sitter Profile Image: Tyler F.
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Tyler F.
from
$17
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
12 years of experience
Sheboygan, WI, 53081

Tyler is absolutely amazing! My husband and I work day shifts and are not home much during weekdays and Tyler has helped so much with taking him for walks. Milo is naturally a friendly boy but based on his interaction with Tyler he has definitely taken a liking to him. 10/10 would recommend working with Tyler

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Elijah C.
Sitter Profile Image: Kayla B.
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Kayla B.
from
$15
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
20 years of experience
Sheboygan, WI, 53083

About: Hi! We are Kayla and Austin! My partner and I have Been around many animals especially dogs, our entire life. I (Kayla) Have my grooming license and have dog sit, helped with rescues and administration of medications, physical therapy ect. Offer enrichment and lots of space to run and play! **FYI** if anyone is uncomfortable boarding at my home because we have dogs, we are more than happy, and capable of keeping your pet completely separate while still giving them a positive experience with plenty of space and love. Update 08/13/25 Just to be EXTRA cautious, unless you request otherwise, we will be keeping our dogs separate at all times. I currently have an open schedule so will build and work around everyone as I go. Working on building a great efficient and FUN routine! I have a fully fenced in back yard to play in and lots of toys and enrichment stuff to do while here, can also bring enrichment to other homes. Also can do baths, nails, ears, brushing..anything dog, I'm in!

Sitter Profile Image: Jensen B.
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Jensen B.
from
$25
per walk
4.0 out of 5 stars
1 review
15 years of experience
Sheboygan, WI, 53083

We connected with Jemsen so we could visit the Kohler Arts Center. Jensen was great to communicate and flexible as we didn't know our exact timing until the day of. Once a time was agreed she promptly suggested a meeting location and was punctual. I could tell immediately that our dog was handled with care. I checked in with Jensen about halfway through the stay to see how things were going and she responded immediately. She was punctual to meet at the end of the walk and brought our dog back clean and exercised. Jensen also offered some nice tips for local dog friendly outdoor dining.

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Ryan B.
Sitter Profile Image: Madison A.
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Madison A.
from
$15
per walk
5 years of experience
Sheboygan, WI, 53083

About: I worked for the humane society for 1 year and there I worked with a range of dogs, including pits, puppies, seniors, special needs, and ‘behavioral’ dogs. I also know training to an extent! No dog is too much for me! This is my full-time job, along with taking care of my own animals at home! I have a very flexible schedule and I am willing to work with any needs and I can do overnights. In my home, my dogs have electric collars to make sure they do not run off. I also keep an eye on them while they’re outside. They are fed on a schedule and also walked one on as well. My cats are also fed on a scheduled, daily litter box changes, and of course play time just like my dogs. In a client’s home I will do what they prefer so that they’re comfortable with me! I am responsible and respectful of others property and items, as one should be!

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The median cost per walk for dog walking in Howards Grove is $20

Dog parents share their Rover experiences - Howards Grove

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5.0 out of 5 stars

Emma was amazing and took care of my baby while I was on vacation. She was so attentive and even made sure to take out my other dog to potty when they’d get back from their walk. She’d make sure to communicate when things fell short and would make up for it when she could. Emma is extremely understanding and will work with you. 10/10 definitely recommend her, your baby would be in such caring hands.

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Emerys R.
Dog Walking
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Sitters in Howards Grove average 3
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FAQs for Dog Walking - Howards Grove

Frequently asked questions about Rover

The average cost for Dog Walking in Howards Grove on Rover is $17.76 per walk (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

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

As of August 2026, there are 218 sitters on Rover offering Dog Walking across Howards Grove. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Howards Grove. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Howards Grove.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

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 walker 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 .

Yes, you can find walkers who have experience with handling special pet needs in Howards Grove. On Rover:

  • 100% of walkers can help with special care needs
  • 94% can help with giving oral medications or injections
  • 100% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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 walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers 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 walker.

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