Overnight Wicker Park Jobs (NOW HIRING)

Urban Tailz is looking for pet lovers who share our values of reliability, communication, and consistency to join our team! As one of Chicago's longest-running dog-walking & pet-sitting businesses, we bring decades of experience in providing organized, efficient, and trustworthy service for both our clients and staff.

As a part-time, W2 Daytime Dog Walker, you'll ensure our clients' dogs are happy, healthy, and well cared for during weekday walks. This role includes benefits such as Paid Time Off (PTO) and 401(k) payroll contributions; perfect for animal lovers who thrive in a reliable routine.

• Prepare the dogs in each household to outside with appropriate safety gear
• Lead 30-60 minute walks and active play sessions
• Administer food, water, or medication per client instructions.
• Clean up after pups outdoors and indoors as needed.
• Send updates/photos and log behavior or health notes.
• Build strong rapport with pets and their owners

• Founded in 2000: an experienced, trusted, and passionate Chicago team.
• W2, part-time positions with PTO and 401(k) benefits.
• Paid training and hands-on education in dog behavior.
• Additional Earning Opportunities with Overnight Pet Sitting

Service Areas: Andersonville, Avondale, Bucktown, Gold Coast, Irving Park, Lakeview, Lincoln Park, Lincoln Square, Logan Square, Loop, North Center, Old Town, Ravenswood, River North, Roscoe Village, South Loop, Streeterville, West Loop, Wicker Park

• Availability: At least 3 days per week Monday through Friday with some availability listed between 8am-4pm.
• Reliable access to a vehicle is preferred but not required. Team members with vehicle access may be eligible for larger routes and additional hours based on client demand and route availability. Candidates without a vehicle will be considered for smaller, walkable routes.
• Eligibility to work in the U.S. and a minimum age of 18.
• Capable of withstanding all weather conditions outside and several hours of walking each day.
• A smartphone with a data plan for communication and tracking walks.
• Open to last-minute requests

Pay & Perks

• Paid per walk (rate varies by visit length and location).
• Typical earnings: $100-$150 per week (~5-10 hours).
• PTO accrual and 401(k) eligibility after 6 months.
• Additional Earning Opportunities with Overnight Pet Sitting

If you love animals, enjoy an active lifestyle, and seek a fulfilling supplemental income, apply to Urban Tailz today!