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Personal Contractor Jobs in Milwaukee, WI (NOW HIRING)

Caleres

Sales - Contractor

Milwaukee, WI · On-site

We do not request money, checks, equipment orders, or sensitive personal data during the recruitment process. If you have been asked for any of the above, or believe you have been contacted by ...

CRST

CDL A Owner Operator Truck Driver

Kenosha, WI · On-site

$8.0K - $10K/wk

As a Specialized contractor, you choose your home time, loads, and schedule. Run your truck and ... Optional health insurance offered thru True Choices Personal Insurance. Questions about what they ...

CRST

CDL A Owner Operator Truck Driver

Milwaukee, WI · On-site

$8.0K - $10K/wk

As a Specialized contractor, you choose your home time, loads, and schedule. Run your truck and ... Optional health insurance offered thru True Choices Personal Insurance. Questions about what they ...

CRST

CDL A Lease Purchase Truck Driver

Kenosha, WI · On-site

$8.0K - $10K/wk

As a Specialized contractor, you choose your home time, loads, and schedule. Run your truck on a 2 ... Optional health insurance offered thru True Choices Personal Insurance. Questions about what they ...

CRST

CDL A Lease Purchase Truck Driver

Milwaukee, WI · On-site

$8.0K - $10K/wk

As a Specialized contractor, you choose your home time, loads, and schedule. Run your truck on a 2 ... Optional health insurance offered thru True Choices Personal Insurance. Questions about what they ...

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All JobsPersonal Contractor JobsPersonal Contractor Jobs in Milwaukee, WI

Personal Contractor information

See Milwaukee, WI salary details

$10

$15

$20

How much do personal contractor jobs pay per hour?

As of Sep 1, 2026, the average hourly pay for personal contractor in Milwaukee, WI is $15.04, according to ZipRecruiter salary data. Most workers in this role earn between $13.27 and $15.87 per hour, depending on experience, location, and employer.

What is the difference between Personal Contractor vs Handyman?

AspectPersonal ContractorHandyman
Credentials/CertificationsOften licensed or certified for specific tradesTypically no formal certifications required
Work EnvironmentHandles larger projects, renovations, and custom workPerforms small repairs and maintenance tasks
Employer/Industry UsageHired by homeowners or contractors for specialized projectsHired directly by homeowners for minor tasks
Common Search/Comparison IntentUnderstanding scope and credentials of a Personal ContractorFinding quick repair services or small project help

In summary, a Personal Contractor typically manages larger, specialized projects and often holds relevant licenses or certifications, whereas a Handyman handles smaller repairs and maintenance tasks without requiring formal credentials. Both roles serve different needs within the home improvement industry.

What cities near Milwaukee, WI are hiring for Personal Contractor jobs?

Cities near Milwaukee, WI with the most Personal Contractor job openings:

Personal Contractor jobs near you
Infographic showing various Personal Contractor job openings in Milwaukee, WI as of August 2026, with employment types broken down into 1% As Needed, 72% Full Time, 23% Part Time, and 4% Contract. Highlights an 87% Physical, 2% Hybrid, and 11% Remote job distribution, with an average salary of $31,292 per year, or $15 per hour.

Exterior Contractor

North Prairie, WI • On-site

Brothers That Just Do Gutters - Central Southeast Wisconsin, WI
See more jobs at Brothers That Just Do Gutters - Central Southeast Wisconsin, WIexternal

$21.50 - $27.50/hr

Full-time

PTO

Re-posted 16 days ago

Job description

Benefits:
  • Bonus based on performance
  • Free food & snacks
  • Free uniforms
  • Opportunity for advancement
  • Training & development
  • Company parties
  • Competitive salary
  • Flexible schedule
  • Paid time off
  • Signing bonus

 
Our mission to "Reinvent Contractor Service" is best achieved by investing in our employees, always doing         what's right, and delivering a 5-star experience every step of the way. 
When we invest in our employees, we create a rewarding, satisfying culture that fosters rapid personal and professional advancement. Happy employees lead to better experiences for our customers, a better community for us to live and work in, and a better world. Let’s be better! 
Our Skills Ladder approach provides an up-front, transparent pathway to job advancement and pay increases. This puts you in control of your career. We provide training, tools, personal and professional improvement resources, and routines that will help you be the best you can be on the job, with your team, and in your personal life. You bring the desire to succeed and the energy to make it happen, and we'll help you get there! 
 
Find out why our culture is at the core of being a Top 100 Culture Award Winner and an official 
Certified Great Place To Work! 
 
The ideal Exterior Contractor candidate will possess:
  • Positive attitude 
  • Desire to grow with the company 
  • Team player 
  • Excellent communication skills 
  • 1+ years of exterior home improvement, carpentry, or other relevant construction experience is a plus, but not required 
  • Ability to work outside in all weather conditions/seasons 
  • Previous experience specifically related to gutter services/installation, and a passion for all things gutters (like us) is a huge plus, but not a requirement! 
  • A desire to establish a positive work culture for all 
  • A great sense of humor 
  • OSHA certification and/or ladder safety training preferred.  Willing to provide.
 The minimum requirements are: 
  • valid driver's license 
  • 18 years of age 
The Brothers That Just Do Gutters is a rapidly growing, locally owned, and operated franchise with multiple locations across the country. Our mission is to "Reinvent Contractor Service" by providing a great place to work and delivering 5-star service every step of the way from initial phone inquiry, home visit, inspection and estimate, scheduling, timeliness, installation, follow-up and ongoing support and service. We want to do what's right for our employees, customers, and communities.
Apply now for the Exterior Contracting position!