Demo

Experienced Dog Walker/Team Support

Windy City Dog Walkers
Chicago, IL Full Time
POSTED ON 6/23/2026
AVAILABLE BEFORE 9/20/2026

Job Summary

Ready to be a part of a dedicated team who loves dogs? We are searching for an experienced dog handler who also has a strong passion for team building! This experienced walker will work in the field helping clients and contractors to create an engaging, exciting, and safe walk routine. Team Support's work with a variety of breeds and temperaments many times without a formal introduction. The ability to read dog body language is a must for the Team Support role. The ideal candidate should have a passion for helping animals (primarily dogs) and helping others understand how to interact safely and constructively with canines. If you love working with furry companions and want to help build an amazing team - This is the opportunity you have been looking for!

Responsibilities and Duties

  • Performing back up dog walks for our dog walking team when they are unavailable

  • On-boarding and training new dog walkers

  • Interview dog walking candidates out in the field (with a dog present)

  • Conducting meetings with clients (both in a sales capacity and to facilitate new walker introductions)

  • Assist contractors with facilitating a constructive walk with nervous, anxious or reactive dogs.

  • Assist contractors and clients by building a walk routine that enriches both dog and handler.

  • Data entry, ensuring all important client details are recorded in our client database (Time to Pet).

  • Filing documents, labeling client keys, delivering keys and preparing marketing materials

  • Track key inventory and update client accounts with notes pertinent to walk success.

  • Assist the office staff as needed

Requirements

  • 3 Yrs Dog Handling experience (Vet Tech, Grooming, Dog Training, Dog Walking, Doggy Daycare, Kennel Work, Shelter Volunteer)

  • Available Sunday - Thursday

  • Located in Chicago, IL 60642, must be able to reliably commute or planning to relocate before starting work.

  • Capable of making a long-term commitment to the company (2 years )

  • You must have a smartphone with a data plan (cell phone reimbursement available)

  • You must be at least 18 years of age

  • You must have access to a reliable/insured vehicle (parking/mileage reimbursements available)

  • Be prepared for all weather. This is a year-round position, and some work is performed outdoors

  • Legally authorized to work in the United States

  • Physically able to lift 50 lbs and comfortable picking up dogs if necessary

  • Able to walk 6-8 miles on days when dog walking assistance is required

  • Willing to submit to a background check if a position is offered

Qualifications and Skills

  • Comfortable walking all dogs regardless of size, breed, age, medical condition, or temperament.

  • Careful with detailed instructions (feedings, medications, or special instructions apply to these walks)

  • Understanding Chicago geography, able to select the quickest route between client residences

  • The ability to make quick decisions to keep dogs and walkers safe

  • Capable of walking more than one dog at a time (we only work with one household at a time)

  • Practicing time management to enable on-time arrivals for office tasks and dog walks

  • Experience communicating with others via voice, messenger, text, and email

  • Comfortable taking the lead, managing, and working in team settings.

Benefits and Perks

  • Shifts Sunday through Friday. Around 32 - 38 hours per week

  • Starting pay of $21/Hr

  • Extra earning opportunities for dog walks outside of scheduled shifts

  • Paid training

  • 40 hours of paid time off per year

  • Free Cubs tickets and fun team-building events

  • Casual dress code (dress for the weather without the need to wear a uniform)

  • Parking, travel, and mileage reimbursements

  • Cell phone reimbursements

  • Work within a fun environment that encourages learning with positive, animal-loving co-workers

If you would like to learn more about the company and the dog walking aspect of the role, please visit our website at: https://www.windycitydogwalkers.com/help-wanted.html

Salary : $21

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