Lead Dog Walker

Windy City Paws

Chicago (IL)

On-site

USD 40,832,000 - 44,083,000

Full time

14 days+
Application generator

Get a reply from this employer — a resume and cover letter tailored to exactly what they’re hiring for.

Get past ATS filters

Benefits offered by this job

PTO
401(k)
Paid training
Guaranteed Hours

Job summary

Windy City Paws in Chicago is seeking a dependable Lead Dog Walker to ensure dogs are happy, healthy, and well cared for during weekday visits and walks. The role offers 30 guaranteed hours per week with PTO and 401(k) contributions.

Applicants should have dog walking experience, reliability, and familiarity with Chicago streets. A vehicle and a data-enabled smartphone are required for scheduling and communication.

Qualifications

  • Availability Monday–Friday 9am–5pm.
  • Must have a vehicle and valid driver’s license.
  • Reliable, punctual with strong communication.
  • Familiarity with Chicago streets.
  • Eligible to work in the U.S. and 18+ years old.
  • Prior experience with dogs.
  • Smartphone with data plan for tracking walks.

Responsibilities

  • Commute to different service areas to cover dog walking routes or run keys.
  • Provide coverage for emergencies in the field to ensure all dogs are being walked.
  • Accompany new staff on their routes for training and observation purposes.
  • Handle new client routes and distribute marketing materials in the field.
  • Monitor and respond to chat messages from staff and clients in a timely manner.
  • Assist in recording staff performance and compliance with safety protocols.
  • Audit staff onboarding, keys and client account information.

Skills

Dependability
Punctuality
Communication
Dog walking
Chicago streets

Job description

Join Windy City Paws as a Lead Dog Walker in Chicago!

Are you passionate about pets?

So are we! Windy City Paws is Chicago's top-rated dog walker and cat sitter for busy professionals. Our clients experience the convenience of our advanced services, featuring GPS verification for added reassurance and seamless online scheduling for effortless coordination.

Dependability is one of the most important aspects to consider when selecting a pet care service provider. A cancellation can cause extreme stress for clients and pets, which is why Windy City Paws never cancels appointments. There is always someone on staff ready to step in. At Windy City Paws, we love what we do and we want to grow our team with like-minded pet lovers!

Role Overview

Windy City Paws is looking for a dependable person to join our professional team! As an experienced dog walker, you'll take a lead position to ensure our clients' dogs are happy, healthy, and well cared for during weekday visits and walks. This role includes 30 guaranteed hours per week and benefits such as Paid Time Off (PTO) and 401(k) payroll contributions.

What You'll Do

  • Commute to different service areas to cover dog walking routes or run keys.
  • Provide coverage for emergencies in the field to ensure all dogs are being walked.
  • Accompany new staff on their routes for training and observation purposes.
  • Handle new client routes and distribute marketing materials in the field.
  • Monitor and respond to chat messages from staff and clients in a timely manner.
  • Assist in recording staff performance and compliance with safety protocols.
  • Audit staff onboarding, keys and client account information.
Why Windy City Paws?
  • Founded in 2009: 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.
  • Guaranteed Hours

Chicago Service Areas: Andersonville, 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

What We're Looking For:

  • Experienced dog walkers with availability each weekday (Monday through Friday) 9am to 5pm.
  • A vehicle is required.
  • Reliability, punctuality, and great communication skills.
  • Ability to withstand all weather conditions outside and several hours of walking each day.
  • Familiarity with Chicago streets.
  • Eligibility to work in the U.S. and a minimum age of 18.
  • Prior experience with clients and dogs.
  • A working smartphone with a data plan for communication and tracking walks.

Pay & Perks

  • $19/hour with 30 hours a week guaranteed ($570.00 per week)
  • PTO accrual and 401(k) eligibility after 6 months.
Get your free, confidential resume review.

or drag and drop your file here.

Similar jobs

Similar jobs worth comparing

Dog Walking Professional - Part time
Dog Walking Professional - Part time

WCP • Chicago (IL)

On-site
USD 11,375 - 15,925
Paid training
Hands-on education in dog behavior
Bonus after 90-day review
Lead Dog Walker - 30hrs/Week, PTO & 401(k) Benefits
Lead Dog Walker - 30hrs/Week, PTO & 401(k) Benefits

Windy City Paws • Chicago (IL)

On-site
USD 40,832,000 - 44,083,000
PTO
401(k)
Paid training
+1
Chicago Dog Walker
Chicago Dog Walker

Windy City Dog Walkers Inc. • Chicago (IL)

On-site
USD 17,000 - 34,000
Chicago Dog Walker
Chicago Dog Walker

Windy City Dog Walkers, Inc. • Chicago (IL)

On-site
USD 25,000 - 44,000
Competitive pay
Paid orientation
$250 orientation bonus
+3
Chicago Dog Walker
Chicago Dog Walker

Windy City Dog Walkers • Chicago (IL)

On-site
USD 26,000 - 52,000
Highly competitive pay
Paid orientation
Orientation completion bonus of $250
+3
Chicago Loop Dog Walker and Pet Sitter
Chicago Loop Dog Walker and Pet Sitter

greenPAWSchicago • Chicago (IL)

On-site
USD 34,000 - 42,000
Illinois Secure Choice IRA
Aflac supplemental insurance
Daytime Dog Walking Professional
Daytime Dog Walking Professional

Urban Tailz • Chicago (IL)

On-site
USD 11,000 - 16,000
Paid training
PTO accrual
401(k) eligibility after 6 months
+1
Dog Walker and Pet Sitter
Dog Walker and Pet Sitter

Greenpaws • Chicago (IL)

On-site
USD 34,000 - 42,000
Competitive pay
Illinois Secure Choice IRA
Aflac supplemental insurance
+1
Dog Walker and Pet Sitter
Dog Walker and Pet Sitter

greenPAWSchicago • Chicago (IL)

On-site
USD 34,000 - 42,000
Illinois Secure Choice IRA
Aflac supplemental insurance
Dog Walkers Needed!
Dog Walkers Needed!

Walker Headhunters, LLC • Chicago (IL)

On-site
USD 13,776 - 20,664