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Chicago Dog Walking and Pet Sitting Jobs at urban Tailz

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Looking for Dog Walking and pet sitting jobs?

Urban Tailz hires employees vs hiring independent contractors, meaning our dog walkers are given many protections that other dog walking companies do not offer. We also hire from within, meaning many of our managers started as dog walkers at some point! Click the link below to see if you’re the right fit for our team!

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Dog Walking Job FAQs:

Does this dog walking job require walking multiple dogs at once?

We don’t do pack walking. Our dog walks are 1:1 so that each client gets the specific care they need. When a household has more than one dog, we do walk those dogs together.

Additionally, we offer Adventure Dog Walks, small group outings that go beyond the neighborhood, taking dogs on exciting excursions to some of Chicago’s best parks and trails!

Are Urban Tailz dog walkers employees or independent contractors

Our dog walkers are employees. As a W-2 employee with Urban Tailz, you’re entitled to minimum pay, worker’s comp, unemployment insurance and 401k matching after six months. If something happens to you on the job, we have your back. We also offer health insurance for our full-time managers.

As an employee, you will receive full training for the job. We make sure you’re comfortable before you’re out on your own, and we offer continued support post-training. We have a team of managers on-call to answer questions, troubleshoot or come help you. Dog walking is, by nature, a pretty independent job, but you have a team behind you whenever you need it.

Are there extra ways to earn money as a dog walker?

Yes! As an Urban Tailz dog walker, there are opportunities for extra work outside of your regular route, like picking up weekend walks, becoming an Adventure Dog Walker, and taking on overnight pet sitting work. 

Are there extra ways to earn money as a pet sitter?

If you’re primarily interested in pet sitting, a great way to earn extra money with Urban Tailz is to set seasonal or weekend availability as a backup dog walker and cat sitter. 

Do Urban Tailz dog walkers walk in all weather?

Yes! As a dog walker in Chicago, it’s important to be aware of the day’s weather and monitor it throughout the day. Dog walkers learn to love layers and weather apps. As safety is very important, office staff does alert dog walkers to major weather events as necessary. 

Do I need a car to be a dog walker?

Many of our routes require a car to make the route possible. However, some routes can be done via biking or walking. During the application process, we can provide more detail about the current routes available.