Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Heavy Equipment CDL A Driver - Full Benefits + PTO

EquipmentShare

Build the Future with Us — EquipmentShare is Hiring a Heavy Equipment CDL Driver

At EquipmentShare, we're not just filling a role — we're assembling the best team on the planet to build something that's never been built before . We're on a mission to transform an industry that's been stuck in the past by empowering contractors and communities through innovative technology, real-time support, and a team that truly cares.

We're hiring a CDL Delivery Driver at our rental facility in Menomonee Falls, WI , and we're looking for someone who's ready to grow with us, bring energy and drive to their work, and help us build the future of construction.

Schedule: Monday to Friday, 7:00 AM to 5:00 PM, and offers overtime pay after working 40 hours. (This role is subject to on-call scheduling with additional compensation provided)

Primary Responsibilities

We don't just deliver equipment - we deliver innovation. At EquipmentShare, our technology ensures that our drivers work efficiently and effectively by providing real-time access to fleet locations, work orders, and delivery details.

  • Operates vehicle according to applicable state and federal transportation laws

  • Transports loads safely and in a timely manner over required route, obeying all traffic laws and observing all safety regulations

  • Deftly maneuvers truck and trailer into loading and unloading areas; follows loading crew signals

  • Assists with loading of or loads and unloads goods and materials, using specialized equipment when warranted; unloads empty skids and returns all equipment to designated area

  • Maintains signed invoices, shipping bills of lading, and other required paperwork; delivers documentation to shipping office or other appropriate staff when delivery route is complete

  • Facilitates routine service on trucks, which may include checking oil, water, gasoline, and air; reports maintenance malfunctions to Shipping Supervisor

  • Arranges trailers in shipping yards for optimum loading patterns

  • Performs other related duties as assigned

Why EquipmentShare?

Because we do things differently — and we think you'll feel it from day one. We're a people-first company powered by cutting-edge technology. That means our proprietary T3 platform doesn't just run our business — it also makes your job easier, safer, and more connected. Whether you're behind the wheel, under the hood, leading a branch, or closing deals — tech supports you , and you drive us forward.

We're a team of problem-solvers, go-getters, and builders. And we're looking for teammates who take pride in doing meaningful work and want to be part of building something special .

Perks & Benefits

  • Monthly Family Dinner Night — We treat you and your family to dinner every month, because family comes first. (An employee favorite!) *restrictions apply
  • Competitive compensation

  • Full medical, dental, and vision coverage for full-time employees

  • Generous PTO + paid holidays

  • 401(k) + company match

  • Tool and boot reimbursements (role dependent)

  • Gym membership stipend + wellness programs (earn PTO and prizes!)

  • Company events, food truck nights, and monthly dinner nights

  • 16 hours of paid volunteer time per year — give back to the community you call home

  • Career advancement, leadership training, and professional development opportunities

About You

You want to be part of a team that's not just changing an industry for the sake of change — we're transforming it to make it safer, more secure, and more productive. You bring grit, heart, and humility to your work, and you're excited about the opportunity to grow within a fast-paced, mission-driven environment.

We're looking for people who:

  • See challenges as opportunities

  • Embrace change and continuous improvement

  • Bring energy, effort, and optimism every day

Skills & Qualifications

Required Skills/Abilities:

  • Strong interpersonal and customer service skills with the ability to speak professionally and courteously with customers and staff at delivery points

  • Ability to remain focused in a busy environment

Education and Experience:

  • Must hold either a commercial drivers license ( Class A CDL ) or chauffeur's license depending on state, appropriate for weight of vehicle to be operated

  • Must pass background and drug testing as required by federal and/or state department(s) of transportation regulations

  • Must pass DOT physical, as trucks driven are over 10k lbs

  • Must be at least 21 years old to operate company vehicle.

Physical Requirements:

  • Prolonged periods sitting in a trailer cab for long periods of time

  • Must be able to lift and move up to 40 pounds at a time

  • Must be able to travel frequently

  • CDL drivers may be required to be clean shaven in order to deliver to EquipmentShare customers who have this requirement

  • This is a safety sensitive position and any offer of employment will be contingent on passing a 10 panel drug screen

A Workplace For All

At EquipmentShare, we believe the best solutions come from a team that reflects the world around us. Our initiative — A Workplace For All — is rooted in the belief that we must work together to solve some of the toughest problems in construction. That means attracting, developing, and retaining great people from all walks of life.

We value different backgrounds, talents, and perspectives. We want you to feel like you belong here — because you do.

EquipmentShare is an EOE M/F/D/V.

Employment is contingent on passing a background check. Additionally, some roles require passing a drug test, depending on the job responsibilities.

#Talroo

Vacancy posted 2 hours ago
Similar jobs that could be interesting for youBased on the Heavy Equipment CDL A Driver - Full Benefits + PTO in Oconomowoc, WI vacancy
  • $46.98k - $105.12k

     ...Transport is now hiring Recent Grad Regional CDL-A Flatbed Drivers Recent Graduate Flatbed CDL-A Driver -...  ...$46,984.82 - $105,120.80 per Year - Full Benefits Now Hiring For: Recent graduate...  ...hours worked, then 1-9 years get 80 hours PTO, 10+ years get 120 hours PTO And much... 
    Suggested
    Temporary work
    Work at office
    Immediate start

    System Transport

    Nashotah, WI
    22 hours ago
  • $93.6k

     ...Hiring CDL-A Truck Drivers ONE COMPANY. MANY PATHS - OTR & dedicated...  ...with Riverside.* Benefits & Driver Perks...  ...Benefits that back you up. Full benefits package...  ...K with match program, PTO, holiday pay, HSA, short...  ...disability. Modern equipment you can trust. We only... 
    Suggested
    Full time
    Temporary work
    Relocation package
    Flexible hours

    Riverside Transport

    Watertown, WI
    4 days ago
  • $88.4k

     ...Hiring CDL-A Truck Drivers PAY THAT SHOWS UP - Earn up to $8...  ...paid orientation.* Benefits & Driver Perks Benefits...  ...that back you up. Full benefits package including...  ...K with match program, PTO, holiday pay, HSA,...  ...disability. Modern equipment you can trust. We only... 
    Suggested
    Daily paid
    Temporary work
    Relocation package
    Flexible hours

    Riverside Transport

    Watertown, WI
    4 days ago
  • $1,095.18 - $1,980.65 per week

     ...is hiring experienced CDL-A flatbed truck drivers for regional and OTR...  ...packages and excellent benefits. Join our team and...  ...CDL-A Truck Drivers Equipment Type: Flatbed...  ...PACKAGE Weekly Pay: full-time drivers on this...  ...9 years get 80 hours PTO, 10+ years get 120 hours... 
    Suggested
    Weekly pay
    Full time
    Local area
    Weekend work

    System Transport

    Oconomowoc, WI
    5 days ago
  • $1,170 - $1,430 per week

     ...Dedicated truck driver - Target Average pay...  ...Experience: All CDL holders Overview...  ...Qualifications Valid Class A Commercial Driver’s...  ...it. Additional benefits ~ Medical, dental...  .... ( ~ Leading equipment and technology...  ...driver comfort. ~ See full list of driver... 
    Suggested
    Hourly pay
    Weekly pay
    Apprenticeship
    Relocation package

    Schneider

    Oconomowoc, WI
    4 days ago
  • $1,200 - $1,900 per month

     ...About the job Short Run CDL-A Truck Driver Class A CDL Truck Drivers can expect to get home...  ...without a trainer required Benefits: ~401K with company-matched funds ~ Paid, online orientation ~ PTO accrual ~ Ask about our bonuses... 
    Weekly pay
    Local area

    Circle R Logistics

    Summit, WI
    3 days ago
  • $1,500 per week

     ...CDL-A Dedicated Truck Driver - Guaranteed $1,500 minimum per week - Weekly Home Time$1,500 guaranteed...  ...00 New hire transition bonus paid in full on second paycheck$3,000 referral bonus...  ...referred$250/day two-day paid orientation Benefits:Medical, Dental and VisionLife... 

    Ta Dedicated

    Nashotah, WI
    15 hours ago
  • $75k - $92k

     ...C.R. England is Now Hiring Experienced Regional CDL-A Drivers! Drivers Average $75,000-$92,000 Annually* - Full Benefits Package Valid CDL-A and 3+ months of current experience...  ..., Vision, HSA, FSA, Life and AD&D Insurance, PTO, 401(k), and additional voluntary benefits. For... 
    Minimum wage
    Traineeship
    Immediate start
    2 days per week
    3 days per week

    CR England

    Hartland, WI
    4 days ago
  • $74.5k

     ...Hub Group is Now Hiring Intermodal CDl-A Drivers in Milwaukee, WI! Earn $74,500 per Year - No-Touch Freight - Full Benefits Top Pay & Benefits: Earn $74,500 per year Local routes, home daily No-touch freight Health, Dental, and Vision Insurance 401k Retirement Plan &... 
    Daily paid
    Temporary work
    Local area
    Immediate start
    Flexible hours

    Hub Group Trucking

    Okauchee, WI
    22 hours ago
  •  ...CDL-A truck driving opportunities open now pulling dry van freight...  ...still going strong today as a full-service trucking and logistics...  ...opportunities open now for CDL-A truck drivers in our van division with...  ...HiringCDL-A Truck Driver Benefits include:Monthly safety bonus,... 
    Daily paid

    Fuchs Trucking, LLC

    Oconomowoc, WI
    3 days ago
  • $1,170 - $1,430 per week

     ...Dedicated truck driver - Target Average...  ...Experience: All CDL holders Overview...  ...Valid Class A Commercial Driver's...  ...it. Additional benefits ~ Medical, dental...  ...benefits. ~ Leading equipment and technology specs...  ...driver comfort. ~ See full list of driver... 
    Hourly pay
    Weekly pay
    Full time
    Apprenticeship
    Relocation package

    Schneider

    Oconomowoc, WI
    22 hours ago
  •  ...Dollar General Fleet is hiring Class A CDL Truck Drivers for regional home weekly routes. As a DG Fleet...  ...Safety Bonuses Paid weekly Benefits ~ Competitive benefits package available Day 1 ~401k ~ New equipment Life on the Road Home Weekly R egional... 
    Weekly pay

    Dollar General Fleet

    Oconomowoc, WI
    1 day ago
  • $46.98k - $105.12k

     ...Transport is now hiring Experienced Regional CDL-A Flatbed Drivers Flatbed CDL-A Driver - Most Weekends...  ...$46,984.82 - $105,120.17 per Year - Full Benefits Now Hiring For: Experienced Flatbed...  ...hours worked, then 1-9 years get 80 hours PTO, 10+ years get 120 hours PTO And much... 
    Temporary work
    Traineeship
    Work at office
    Immediate start

    System Transport

    Hartland, WI
    4 days ago
  • $101.56k

     ...C.R. England is Now Hiring Experienced CDL-A Truck Drivers in Joliet, IL Home Weekly - Top Drivers Earn Up to $101,556 Annually...  .../27/2026. Speak to a recruiter for more details. Benefits Include: ~ Full benefits package for you and your family ~401(k)... 
    Minimum wage
    Traineeship
    Immediate start
    Monday to Friday
    Shift work
    Weekend work

    CR England

    Okauchee, WI
    2 days ago
  • $23 - $27 per hour

     ...CDL Class A Driver (Transport) - Milwaukee, WI Offering a $...  ...safety, and emergency equipment are in good working order...  ...occasionally Full range of motion with no...  ..., and live animals Benefits ~ Health Insurance,...  ...Insurance, Paid Time Off (PTO), Employee Assistance... 
    Hourly pay
    Relocation package
    Monday to Friday
    Shift work

    Spee Dee Delivery Service Inc.

    Pewaukee, WI
    11 hours ago
  • $30 - $31 per hour

     ...0- $31 / hour + Benefits and up to $3500...  ...you! – With 600+ Drivers, POOLCORP believes...  ...paid time off (PTO) & 8 Paid...  ...old.A valid Class A commercial driver...  ...ability to maneuver heavy objects that can...  ...handling equipment (preferred).Moffett...  ...$31 based on a full-time schedule. The... 
    Full time
    Summer work
    Local area
    Relocation
    Flexible hours
    Night shift

    PoolCorp

    Pewaukee, WI
    14 hours ago
  • $15 - $28 per hour

     ...backroom. The role requires the ability to lift heavy objects and may involve operating heavy machinery like forklifts. This full-time position offers an hourly wage between...  ...performance incentives and various benefits to support a healthy work-life balance. #J-... 
    Heavy equipment
    Hourly pay
    Full time

    Walmart

    Delafield, WI
    22 hours ago
  •  ...may be eligible for training). Certifications: ~ Class-A CDL with doubles/triples, tanker and hazardous materials endorsements...  ...at this location will be considered a minimum requirement. Benefits Make more money! Wages are Teamster Union Scale which are greater... 
    Hourly pay
    Weekly pay
    Full time
    Local area
    Shift work
    Night shift
    Weekend work

    ABF Freight

    Watertown, WI
    14 days ago
  • $102.96k

     ...C.R. England is Now Hiring Dedicated CDL-A Team Drivers No-Touch Freight - Drivers Average $102,960 Annually per Driver*...  ...Safe & on-time bonus - up to 3% of mileage pay Benefits Include: ~ Full benefits package for you and your family ~401(k) participation... 
    Minimum wage
    Traineeship
    Immediate start

    CR England

    Pewaukee, WI
    3 days ago
  • $875 - $1,065 per week

     ...Company Driver | Refrigerated Location:...  ...Experience: All CDL holders Overview...  ...Qualifications Valid Class A Commercial Driver’s...  ...it. Additional benefits ~ Inexperienced...  ...orientation to full-time driving. ~ Medical...  .... ~ Leading equipment and technology specs... 
    Hourly pay
    Weekly pay
    Full time
    Apprenticeship
    Live in
    Immediate start
    Relocation package

    Schneider

    Watertown, WI
    22 hours ago
  •  ...Driver Gulfeagle Supply is a family-owned business...  ...locations nationwide. We are a full line distributor of...  ...: Valid state CDL Class A or B Driver's License...  ...experience Competitive Benefits Package: ~401(k)...  ...Employer Match ~ PTO & Paid Holidays ~ Health... 
    Temporary work
    For contractors
    Local area
    Relocation package
    Flexible hours
    Night shift

    Gulfeagle Supply

    Pewaukee, WI
    4 days ago
  • $55k - $92k

     ...Heartland Express is Now Hiring Dedicated Regional CDL-A Truck Drivers Earn $55,000-$92,000 per Year - Home Weekly Quarterly Safety...  ...amongst the best the industry has to offer! Additional Benefits: ~ Paid orientation & training ~48 state operating... 
    Hourly pay
    Immediate start

    Heartland Express

    Ixonia, WI
    22 hours ago
  • $2,200 per week

     ...Hiring CDL-A Truck Drivers EARN "THE BEST MONEY IN TRUCKING" - Start at...  ...opportunity to truly fill your tank full before you hit the road...  ...~ Drive reliable, modern equipment: Freightliner Cascadia refrigerated...  ...load. Comprehensive Benefits and Bonuses ~$1,000 sign-... 
    Weekly pay
    Relocation package

    K&B Transportation

    Watertown, WI
    2 days ago
  • $94k - $107k

     ...CDL-A Truck Drivers – No Touch Freight – Earn $94,000-$107,000 Annually! $5,000 Sign-On Bonus Pay & Benefits: Earn $1,800-$2,050 Weekly $0.68-$0.72 CPM; Starting Pay Based on Experience...  ...drivers. Hogan utilizes first-class equipment and advanced technology to help our... 
    Relocation package

    Hogan Transportation

    Ixonia, WI
    15 hours ago
  • $30 per hour

     ...Transport Driver Have you ever enjoyed Arnold®, Brownberry...  ...to competitive pay and benefits, we provide a safe and...  ...! ~ Home Daily! ~ Full benefits offered:...  ...reload trailers with empty equipment. Utilize powered...  ...last year, clean Class A, M.V.R. with no restrictions... 
    Hourly pay
    Shift work

    Bimbo Bakeries

    Oconomowoc, WI
    6 days ago
  • $1,350 - $1,650 per week

     ...Company Driver | Intermodal Location: Watertown...  ...months or greater CDL experience...  ...Qualifications Valid Class A Commercial Driver's...  ...it. Additional benefits ~ Medical, dental...  .... ~ Leading equipment and technology specs...  ...driver comfort. ~ See full list of driver... 
    Hourly pay
    Weekly pay
    Full time
    Apprenticeship
    Immediate start
    Relocation package

    Schneider

    Watertown, WI
    22 hours ago
  • $60k - $65k

     ...Dart Express is Now Hiring CDL-A Recent Grads Home Daily - No-Touch Freight - Excellent Benefits Projected to Earn $60,000-$65,000 in 1st Year Top Benefits: Projected...  ...immediate opportunities for local dedicated relay drivers. You will earn great starting pay and be part of... 
    Daily paid
    Contract work
    Traineeship
    Local area
    Immediate start
    Monday to Friday
    2 days per week

    Dart Transit Company

    Ixonia, WI
    22 hours ago
  • $78k - $96k

     ...Class A CDL Solo Drivers: TOP PAY WITH STEADY MILES Now Hiring Class...  ...drivers enjoy top pay and benefits, along with steady miles and...  ...home Average age of equipment is 1 year and 2 months...  ...Fort Smith with additional Full Service Maintenance terminal... 
    Immediate start
    Relocation package

    Transco Lines

    Ashippun, WI
    4 days ago
  • $1,674 - $1,860 per week

     ...Long Haul Regional Truck Driver - $1,674-$1,860 Weekly Avg Regional CDL-A Long Haul Drivers - Great Benefits! Arka Express is a leading dry van carrier owned and operated by former drivers Product hauling varies per location. Regional positions are available, and... 

    Arka Express

    Oconomowoc, WI
    4 days ago
  • $106k

     ...Take your CDL-A career further! Our drivers work hard to move, supply, and provide for America's favorite brands. Being reliable and dedicated to...  ...why our drivers build long-lasting careers with us. Benefits you can count on: ~ Pay Rate: Drivers make up to $106,... 
    Relocation package

    Mclane Company, Inc.

    Nashotah, WI
    22 hours ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Heavy Equipment CDL A Driver - Full Benefits + PTO. Be the first to apply!