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 7 hours ago
Similar jobs that could be interesting for youBased on the Heavy Equipment CDL A Driver - Full Benefits + PTO in Elm Grove, WI vacancy
  •  ...provider in Waukesha, Wisconsin is seeking a full-time Mechanical Specialist to troubleshoot...  ...crews. Ideal candidates should possess a valid driver's license and be able to lift heavy equipment. The role offers health benefits, vacation, and opportunities for skill... 
    Heavy equipment
    Full time

    Environment Control of Wisconsin, Inc

    Waukesha, WI
    5 days ago
  • $1,740 per month

     ...One Year Verifiable CDL A Experience Required in...  ...A W2 OTR Company Truck Drivers | Average Driver Makes...  ...• • Truck Driver Benefits • Average Driver Makes...  ...Lounge | 24 Hour Access |Full Gym |Free Laundry Facilities...  ...from day one! •PTO •Pet Program ( We are... 
    Suggested

    JS Helwig and Son LLC

    Waukesha, WI
    3 days 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... 
    Suggested
    Hourly pay
    Weekly pay
    Full time
    Local area
    Shift work
    Night shift
    Weekend work

    ABF Freight

    New Berlin, WI
    a month ago
  • $38.6 per hour

     ...succeed as a Truck Driver at XPO...  ...Valid Class A commercial driver...  ...Job Pay, benefits and more: Home...  ...60/hour Full health insurance...  ...up to 13 days PTO over your first...  ...safely operate heavy equipment and a forklift...  ...Don't have your CDL-A yet? Learn more... 
    Heavy equipment
    Daily paid
    Flexible hours
    Night shift
    Day shift

    XPO Logistics

    Franklin, WI
    4 days ago
  • $29 per hour

     ...CDL Class A Driver - Local Beer Delivery Beechwood Sales and Service is a...  ...Beechwood provides industry leading benefits including competitive...  ...within our organization. Full-time CDL Delivery Drivers will...  ...company match + profit sharing PTO + paid holidays Platinum-... 
    Suggested
    Full time
    Work at office
    Local area
    Flexible hours
    Weekend work
    Day shift
    Early shift

    Beechwood Sales and Service

    New Berlin, WI
    4 days ago
  • $74.5k

     ...Job Description Hub Group is Now Hiring Intermodal CDl-A Drivers in Milwaukee, WI! Earn $74,500 per Year - No-Touch Freight - Full Benefits \n Top Pay & Benefits: \n \n ~ Earn $74,500 per year \n ~ Local routes, home daily \n ~ No-touch freight \n ~ Health... 
    Daily paid
    Temporary work
    Local area
    Immediate start
    Flexible hours

    Hub Group

    New Berlin, WI
    25 days ago
  • $101.56k

     ...Description C.R. England is Now Hiring Experienced CDL-A Truck Drivers in Joliet, IL Home Weekly - Top Drivers Earn Up to $10...  ...7/2026. Speak to a recruiter for more details. \n Benefits Include: ~ Full benefits package for you and your family ~401(k) participation... 
    Minimum wage
    Traineeship
    Immediate start
    Monday to Friday
    Shift work
    Weekend work

    C.R. England

    New Berlin, WI
    3 days ago
  • $32 - $40 per hour

     ...Class A Truck Driver We are seeking a CDL A heavy equipment operator that has experience with concrete pump trucks, putzmeister...  ...M-F, overtime may be offered. Benefits include 1 week paid vacation, 5...  ...you are seeking casual work or a full time driving career, let the... 
    Heavy equipment
    Daily paid
    Full time
    Casual work
    Day shift

    Trillium Staffing

    Waukesha, WI
    1 day ago
  • $16 - $25.4 per hour

     ...program, keeping sample areas full, clean and appealing. Cleans cases...  ...environment; maintains equipment in accordance with WFM cleanliness...  ...pallet jacks, and other heavy machinery. Note: The purpose of...  ...Whole Foods Market offers Whole Benefits. Whole Benefits offers a wide... 
    Heavy equipment
    Hourly pay
    Full time
    Part time
    Work experience placement
    Seasonal work
    Immediate start
    All shifts
    Flexible hours
    Night shift

    Whole Foods Market IP. L.P.

    Wauwatosa, WI
    2 days ago
  • $75k

     ...Hiring CDL-A Truck Drivers PREMIUM PAY, EVERY DAY - Experienced drivers start at 70 CPM BIG BONUS, BETTER BENEFITS - $1,000 sign-on + PTO + full benefits WEEKLY HOME TIME TO STAY FRESH - Get home...  ...Freightliner Cascadia equipment Tractors equipped with APUs... 
    Full time
    Relocation package

    K&B Transportation

    Milwaukee, WI
    1 day ago
  •  ...Driver - Heavy Duty Truck Class A Tractor Trailer DST, Inc, located in...  ...heavy construction equipment and familiar with lowboy...  ...desired. This is a full-time, non-exempt,...  ...Must have a Class A CDL with an acceptable MVR...  ...competitive wage and benefits packages in a drug-... 
    Heavy equipment
    Full time
    Local area

    ALL Family of Companies

    Milwaukee, WI
    4 days ago
  • $28 - $32 per hour

     ...Comprehensive health benefits coverage after 30 days of full-time employment Group...  ...mechanic experience. ~ Valid driver's license and clean...  ...of the following units: heavy duty forklift, roll off truck...  ...proficiency in tooling and equipment diagnostic, repair, and maintenance... 
    Heavy equipment
    Hourly pay
    Full time
    Temporary work
    Immediate start

    Clean Harbors

    New Berlin, WI
    7 days ago
  • $1,300 - $1,800 per week

     ...About the job OTR CDL-A TRUCK DRIVERS: $.57 - $.64 CPM Looking for...  ...: (***) ***-**** Full benefits. Also, we have a rider and...  ...all 48 states. Modern Equipment: Drive top-of-the-line Cascadias...  ...: Full medical, dental, PTO, and 401K with matching... 

    CDL A Sense

    Milwaukee, WI
    3 days ago
  •  ...Overnight CDL A Driver – Local Routes Steady Work | Strong Pay |...  ...with solid pay, overtime, and full benefits, this could be a great fit....  ...facilities Use industrial equipment such as hoses, pumps, and tanks...  ..., dental, vision, 401(k), PTO Well-maintained, modern... 
    Hourly pay
    Seasonal work
    Local area
    Shift work
    Night shift
    Weekend work

    Liquid Brand

    Milwaukee, WI
    3 hours ago
  •  ...Job Type Full-time Description ABOUT DREXEL Drexel...  ...2023! FULL-TIME TEAM MEMBER BENEFITS ~ Insurance - Medical,...  ...spend on fitness ~ Birthday PTO and many more fun little perks! ABOUT THE CLASS A CDL DRIVER POSITION Drexel Building Supply... 
    Full time
    For contractors
    Immediate start
    Night shift

    Drexel Building Supply

    New Berlin, WI
    22 hours 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... 
    Weekly pay
    Full time
    Local area
    Weekend work

    System Transport

    New Berlin, WI
    3 days ago
  • $32 - $40 per hour

     ...Class A Truck Driver We are seeking a CDL A heavy equipment operator that has experience with concrete pump trucks, putzmeister...  ...M-F, overtime may be offered. Benefits include 1 week paid vacation, 5...  ...you are seeking casual work or a full time driving career, let the... 
    Heavy equipment
    Daily paid
    Full time
    Casual work
    Day shift

    Trillium Staffing

    Waukesha, WI
    2 days ago
  • $96k

     ...Hiring CDL-A Truck Drivers PAY THAT KEEPS GROWING - Earn up to $96,000/yr...  ...in Russellville, AR with a full-service maintenance terminal...  ...2 months old - ultra-modern equipment backed by full-service maintenance...  ...by position. Benefits + Perks A culture that celebrates... 
    Extra income
    Full time
    Work at office
    Relocation package

    Transco Lines

    Milwaukee, WI
    1 day ago
  •  ...Position : CDL-A Driver Job Category: Full Time Seasonal Department: Lurvey Supply - Sussex Reports...  ...etc) Knowledge of diesel equipment is a plus Acceptance of training...  ...skills Physical requirements include heavy-duty work (exerting 100+ lbs. occasionally... 
    Heavy equipment
    Full time
    Local area
    Long distance
    Night shift
    Day shift

    American Green Corporation

    Sussex, WI
    15 hours ago
  •  ...Delivery Driver Position Piala's Nursery...  ...seeking part-time and full-time seasonal...  ...operate all company equipment & trucks, be...  ...possibility of a benefit package (for full-...  ...self-starter with a Class A CDL. Candidates must have...  ...well as operating heavy landscape equipment... 
    Heavy equipment
    Full time
    Part time
    Seasonal work
    Flexible hours
    Night shift
    Weekend work

    Piala's Nursery & Garden Shop, Inc.

    Waukesha, WI
    2 days ago
  • $70k - $100k

     ...CDL-A Drivers: Dedicated and OTR Routes Available Job Type: Full-Time Pay Rate: Competitive salary ranging from $70,000 to $100,000+ annually Supplemental...  ...bonus/split for team driving opportunities Benefits: Newer equipment averaging 18 Months Convenient Home-Base Terminals... 
    Full time
    Temporary work
    Relocation package
    Flexible hours

    US Xpress

    Milwaukee, WI
    16 hours ago
  • $1,350 per week

     ...Hiring CDL-A Truck Drivers STEADY WEEKS, STEADY PAY - Earn $1,350+ per week...  ...the job right. Premium equipment for a premium experience. Drive...  ...makes work feel better. Benefits Built for Your Life...  ...that keeps you rolling. A full service maintenance plan covers... 
    Full time
    Local area
    Relocation package

    Hirschbach Motor Lines

    Milwaukee, WI
    1 day ago
  • $1,170 - $1,430 per week

     ...Company Driver | Refrigerated Location:...  ...Experience: All CDL holders Overview...  ...Qualifications Valid Class A Commercial Driver’s...  ...it. Additional benefits ~ Medical, dental...  .... ~ Leading equipment and technology specs...  ...comfort. ~ See full list of driver benefit... 
    Hourly pay
    Weekly pay
    Full time
    Apprenticeship
    Immediate start
    Relocation package

    Schneider

    Brookfield, WI
    15 hours ago
  • $1,500 - $2,000 per week

     ...$1,500.00 – $2,000.00 Driver Type: Company Driver Freight...  .... Requirements CDL Class A 2+ years of verifiable...  ...updates/documentation Benefits 26%–30% commission pay...  ...000 weekly Paid weekly PTO (Paid Time Off) Health,...  ...Benefits available to full‑time employees after applicable... 
    Weekly pay
    Full time
    Seasonal work
    Flexible hours

    Andrus Transportation

    Milwaukee, WI
    15 hours 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... 
    Daily paid
    Temporary work
    Relocation package
    Flexible hours

    Riverside Transport, Inc.

    Milwaukee, WI
    3 days ago
  • $23 - $27 per hour

     ...000 sign‑on bonus for CDL Class‑A drivers! About Us Spee Dee Delivery...  ...safety, and emergency equipment are in good working...  ...0 pounds occasionally Full range of motion with...  ...ammunition, and live animals Benefits Health Insurance,...  ..., Paid Time Off (PTO), Employee Assistance... 
    Hourly pay
    Work at office
    Relocation package
    Monday to Friday

    Spee Dee Delivery

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

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

    System Transport

    Waukesha, WI
    1 day ago
  • $1,800 per week

     ...Pioneer is Now Hiring CDL-A Company Flatbed Drivers! $5,000 Sign-On Bonus - Average Up to $1,800 Weekly Gross Mostly Home Weekly - Full Healthcare Benefits Top Company Flatbed Driver Benefits: Top...  ...performance. Additional Benefits: Newer equipment - 2021-2025 Freightliners and... 
    Weekly pay
    Immediate start
    Relocation package

    Pioneer Corporation

    Elm Grove, WI
    2 days ago
  • $80k - $100k

     ...CDL-A Truck Drivers - No Touch Freight - Earn $1,540-$1,920 Weekly! $2...  ...Experienced Drivers* ~ Pay & Benefits: ~ Earn $80,000-$100,000...  ...CDL-A Graduates Welcome - Full Account Training Available...  ...Hogan utilizes first-class equipment and advanced technology to... 
    Relocation package

    Hogan Transportation

    Brookfield, WI
    3 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... 
    Hourly pay
    Weekly pay
    Apprenticeship
    Relocation package

    Schneider

    Brookfield, WI
    2 days 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!