Demo

Dog Sitter and Walker - Multiple Cities

WyPaw
Chicago, IL Part Time | Contractor | Temporary
POSTED ON 12/31/2025
AVAILABLE BEFORE 4/29/2026

Note: This is a remote position where you can provide services at your place (boarding, day care, or training) or at the pet owner's place (sitting, drop-in and walking)

Applicants must register and set their Sitter profile to 'Active' on WyPaw to be considered: https://www.wypaw.com

New pet owners receive up to $200 OFF for their first booking with any WyPaw sitter.

About Us

WyPaw (www.wypaw.com) is a leading online pet sitting platform connecting pet owners with a trusted network of sitters who specialize in caring for puppies and senior pets. Founded to address the challenge of finding reliable care for aging pets, WyPaw is driven by a mission to ensure every pet has access to expert, compassionate care. Our secure and user-friendly platform allows pet parents to book and manage specialized pet care services, while providing sitters with tools to grow their businesses and share their passion for animals.

Job Summary
Join our dynamic team as a Dog Sitter and Walker, providing exceptional care and companionship to dogs across multiple cities. This paid position offers an exciting opportunity to work outdoors, stay active, and build meaningful relationships with pets and their owners. You will be responsible for ensuring the safety, well-being, and happiness of dogs through attentive walking, pet sitting, and basic training. If you love animals and thrive in a fast-paced environment, this role is perfect for you to make a positive impact in the lives of pets and their families.

Duties

  • Walk dogs of various sizes and temperaments, ensuring they receive proper exercise and mental stimulation.
  • Provide pet sitting services, including feeding, administering medication if needed, and maintaining a clean environment.
  • Handle animals safely using proper restraint techniques and animal handling skills.
  • Monitor dogs’ behavior during walks and sitting sessions to prevent accidents or injuries.
  • Communicate regularly with pet owners regarding their pets’ activities, health status, and any concerns.
  • Assist with basic dog training commands to promote good behavior during walks and visits.
  • Maintain detailed records of each dog’s care routine, health notes, and special instructions.

Qualifications

  • Prior experience in pet sitting, dog handling, or animal care is highly preferred.
  • Knowledge of dog training techniques and veterinary experience (such as veterinary technician or assistant background) is a plus.
  • Strong animal handling skills with the ability to manage dogs safely during walks or sitting sessions.
  • Experience with veterinary procedures or veterinary assistant roles enhances your ability to recognize health issues early.
  • Ability to perform heavy lifting when necessary (e.g., assisting larger dogs or handling supplies).
  • Excellent customer service skills to communicate effectively with pet owners and team members.
  • Passion for animal welfare with a responsible attitude towards pet safety and care.

Job Types: Part-time, Contract, Temporary, Seasonal

Pay: From $3,000.00 per month

Benefits:

  • Employee discount
  • Flexible schedule
  • Referral program

Application Question(s):

  • Did you set your sitter profile on WyPaw to 'Active' by completing the Activation Checklist yet? If not, please complete it so your profile can be considered.
  • You set your own schedule, prices, and services such as pet boarding, sitting, training, day care, etc. on https://www.wypaw.com. Do you agree?

Education:

  • High school or equivalent (Required)

Work Location: Hybrid remote in Chicago, IL

Salary : $3,000

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