System Transport Jobs, Employment in Woodland Park,CO Now Hiring November 2026

New, Posted 7 hours ago

Recommended

Regional Truck Driver Company - Grad Training - Flatbed - $111.06k - $200.9k per week - System Transport

System Transport

Palmer Lake, CO 80133

$1,110.62-$2,009/wk

~ 43 min OnsiteUrgently HiringPaid Time OffRetirement Benefit

$0.51 – $0.79 CPM

$1,110.62 - $2,009.00 per week

$1,110.62 - $2,009.00/week ($57,752.24 - $104,468.00/year)

$0.51 - $0.79 CPM based on experience

$1,800 transition package including $1,000 orientation pay

Paid Training

Late-model equipment with modern safety technology

Background Check Required

Clean Drug Test Required

Clean Clearinghouse Required

Must be able to lift a 90-lb tarp onto a 5-ft platform twice (required; tested at orientation).

4+ months experience preferred

New, Posted 1 day ago

Recommended

Regional Truck Driver Company - 6mo EXP Required - Dry Van - $2k - $2.3k per week - Hogan Transports

Hogan Transportation

Monument, CO 80132

$2,000-$2,300/wk

$5,000 bonus

~ 45 min OnsiteUrgently HiringHealth InsurancePaid Time OffRetirement Benefit

Earn up to $119,000 Annually

$5,000 Sign-On Bonus

Earn $2,000-$2,300 Weekly

$0.95-$1.00 CPM; Starting Pay Based on Experience

$5,000 Sign-On Bonus, Paid over 10 months*

Mileage Pay increases every 6 months until maxed*

Safe Stop Bonus Potential ($5 per safe stop, paid Quarterly)

Unlimited Referral Bonuses* (up to $3,000 per referral)

Rider & Pet Policies*

Assigned Late-Model Trucks

Paid Onboarding & Training

Comprehensive Medical, Dental, Vision, and Life Insurance Coverage

401(k) with dollar-for-dollar match up to 4%

Company-Funded Profit-Sharing

Vacation & Holiday Pay

Rental Car & Vehicle Purchase Discounts

Safety & Service Recognition Programs

Professional Development Programs & Career Growth Opportunities

Home Weekly

CDL-A

Valid Class A CDL

Minimum 6 months of tractor-trailer experience

New, Posted 2 hours ago

CDL-A Company Driver - 2yrs EXP Required - OTR - Reefer - Hyway Transportation

Hyway Transportation

Colorado Springs, CO 80903

Requires TravelUrgently HiringHealth InsurancePaid Time OffRetirement Benefit

Excellent Pay

Weekly Safety Bonus

Quarterly Safety Bonus

Sign-On Bonus

Paid PC Miler Practical Miles

Paid orientation

Paid holidays

ESOP (free employee stock shares every year)

401k Match

PTO starts accruing immediately

Health, Dental, Vision and Company Paid Life

Elite Pass and Other Toll Devices

Rider & Pet Policy

We cover your travel – We fly you to Ohio or provide a rental car, making it easy to get orientation and into your truck with no out-of-pocket travel hassle.

Free Laundry

Flexible Home Time

CDL-A

Drivers must be at least 23 years old

A valid commercial drivers license (CDL).

An applicant must be able to meet all Federal DOT regulations

Passing a DOT physical examination

A DOT drug test

Be able to meet Hyway Transportation's work and attendance requirements.

A minimum of 2 years of experience preferred.

Apply Directly

Windows System Administrator-W2

System Soft Technologies

Colorado Springs, CO 80901

New, Posted 8 hours ago

Apply Directly

System Test Engineering

Collaborative Mind, LLC ("CMIND")

Colorado Springs, CO 80901

CDL-A Owner Operator - 2yrs EXP Required - OTR - Diamond Transportation

Diamond Transportation

Colorado Springs, CO 80903

Requires Travel

Up to $10,000 Weekly Gross

Percentage pay

Additional percent with your own trailer

Quarterly Safety Compensation

Referral compensation up to $2,500

Sign on compensation (bonus)

Weekly or Daily settlements – your choice

Personal ‘Guardian' Fleet Manager to understand your individual needs

Non-forced Dispatch

No Trailer Rent

No Permit fees – we pay for the OD permits and you give us your routes

Cargo and liability insurance at no additional cost

Available competitive insurance offerings for:

Physical Damage

Occupational Accident

NOTC/Bobtail

Passenger Authorization

Medical

License plate escrow (if plate needed)

In-cab communications

Fuel Discount Program

Tire Discount Program

CDL-A

MUST HAVE RGN, FLATBED & STEPDECK EXPERIENCE **with good knowledge of chaining, strapping and securement!

Are at least 23 years old?

Does your background include six months of machinery / heavy haul / over-dimensional experience?

Do you have a good driving record?

Can your truck pass a D.O.T. inspection

Apply Directly

CDL A Truck Driver - 100% no-touch, dry van freight

riverside transport

Woodland Park, CO 80863

$80,600-$96,200/yr

$1,500 bonus

OnsiteUrgently HiringHealth InsurancePaid Time OffRetirement Benefit

Earn $80,600-$96,200 per year*

$1,500 sign-on + $500 orientation pay*

CPM ranging from 62-72CPM depending on your home time preference, location, experience, and performance.*

Pay ranges from 62-68CPM.

Pay ranges from 64-70CPM.

Pay ranges from 66-72CPM.

Earn a 2CPM raise at 6 months based on performance.*

Detention, layover, breakdown, and stop pay options available, including $20 stop pay, excluding first and last delivery.

A $1,500 sign-on bonus and $500 paid orientation.

Uncapped referral program paying up to $4,500 per referral.*

Veterans bonus available with valid DD214.*

Paid miles both empty and loaded while on duty

Full benefits package including health, vision, and dental, plus a 401(k) with match, PTO, holiday pay, HSA, and short-term and long-term disability.

Average equipment less than 18 months old.

Drive with the freedom of no inward-facing cameras.

7-10 days out, 2 days home.

2 weeks out, 3 days home.

4 weeks out, 5 days home.

CDL A

Valid Class A CDL

At least 22 years of age

6 months recent OTR experience

SAP drivers not eligible for hire

CDL-A MidWest Regional Drivers / $80K - $110K Yearly / Home Weekends

K&B Transportation

Woodland Park, CO 80863

$1,500-$1,650/wk

Requires TravelUrgently HiringPaid Time Off

Earn $.70 - $.75 CPM

Home Weekend Drivers can earn $80,000+ yearly

Earn $1,500 - $1,650 Weekly

Earn $.70 - $.75 CPM (varies by location)

Fast Paying Sign-On Bonus - $1,000 Paid Your First Check

Earn up to $0.82 CPM

Road Warrior OTR truck drivers can earn $110,000 yearly

Guaranteed $1,886 minimum per week (earn $2,300+ on top weeks)

Road Warrior drivers can now earn an equivalent of up to $0.82 CPM

Start at $0.73 CPM

Midwest Regional truck drivers can earn $95,000+ yearly

Guaranteed $1,679 minimum per week (earn $2,000 on top weeks)

Midwest Regional drivers now earn $0.73 CPM

*Pay varies by home time option and production.

And if we don't provide the work to get you a decent paycheck, we will make up the difference

Loaded Freightliner Cascadias (APU's, Refrigerators and more)

Walmart Giftcard to Stock Up Your Truck On Us

Full Benefits (Choice of Plans), Paid Vacation (Accrued From Day 1)

Home Weekends Option Now Available

Home WEEKENDS

Home Time: Every Weekend (in select upper Midwest cities)

8 Week Out/10 Straight Days Off With Options of Up to 20 Days Off

Home Time: 2 Weeks Out / 2 Days Off

CDL-A

Minimum of 1 year over-the-road experience required

Valid Class A CDL

careersingear.com

Dedicated CDL A Driver-1 Year Experience-Home Weekly!

Crete Carrier Corporation

Woodland Park, CO 80863

$1,945/wk

OnsiteUrgently HiringHealth InsuranceRetirement Benefit

Top 50% average $122,087 per year

Starting pay $.76 to $.82 cpm and $.06 nights and weekends

The most productive 50 percent of our Crete Carrier and Shaffer Trucking OTR drivers average more than $101,176 annually. That equates to over $1,945 weekly; $.64 to $.67 CPM.

The top 50% of our Hunt Transportation drivers average $93,347 annually ($1,795 per week), with starting pay ranging from $0.65 to $0.68 per mile.

Comprehensive and affordable health insurance

Matching 401k

A profit-sharing plan that contributed $11.5 million in 2025 and more than $103 million to employee retirement accounts since 2018

Health insurance from BCBS of Nebraska, dental, vision, life, 401K, and a profit-sharing program

Home weekly

CDL A

One-year verifiable tractor trailer experience with a class A CDL

Apply Directly

Commercial Roofers Laborers & Journeymen

Flynn Group of Companies

Colorado Springs, CO 80901

Bilingual Preferred

611 System Transport jobs in Woodland Park,CO

Regional Truck Driver Company - Grad Training - Flatbed - $111.06k - $200.9k per week - System Transport

$1,110.62-$2,009/wk

Regional Truck Driver Company - 6mo EXP Required - Dry Van - $2k - $2.3k per week - Hogan Transports

$2,000-$2,300/wk

$5,000 bonus

CDL-A Company Driver - 2yrs EXP Required - OTR - Reefer - Hyway Transportation

Windows System Administrator-W2

System Test Engineering

CDL-A Owner Operator - 2yrs EXP Required - OTR - Diamond Transportation

CDL A Truck Driver - 100% no-touch, dry van freight

$80,600-$96,200/yr

$1,500 bonus

CDL-A MidWest Regional Drivers / $80K - $110K Yearly / Home Weekends

$1,500-$1,650/wk

Dedicated CDL A Driver-1 Year Experience-Home Weekly!

$1,945/wk

Commercial Roofers Laborers & Journeymen

611 System Transport jobs in Woodland Park,CO

Regional Truck Driver Company - Grad Training - Flatbed - $111.06k - $200.9k per week - System Transport

$1,110.62-$2,009/wk

Regional Truck Driver Company - 6mo EXP Required - Dry Van - $2k - $2.3k per week - Hogan Transports

$2,000-$2,300/wk

$5,000 bonus

CDL-A Company Driver - 2yrs EXP Required - OTR - Reefer - Hyway Transportation

Windows System Administrator-W2

System Test Engineering

CDL-A Owner Operator - 2yrs EXP Required - OTR - Diamond Transportation

CDL A Truck Driver - 100% no-touch, dry van freight

$80,600-$96,200/yr

$1,500 bonus

CDL-A MidWest Regional Drivers / $80K - $110K Yearly / Home Weekends

$1,500-$1,650/wk

Dedicated CDL A Driver-1 Year Experience-Home Weekly!

$1,945/wk

Commercial Roofers Laborers & Journeymen

611 System Transport jobs in Woodland Park,CO

Regional Truck Driver Company - Grad Training - Flatbed - $111.06k - $200.9k per week - System Transport

$1,110.62-$2,009/wk

Regional Truck Driver Company - 6mo EXP Required - Dry Van - $2k - $2.3k per week - Hogan Transports

$2,000-$2,300/wk

$5,000 bonus

PayEarn up to $119,000 AnnuallyPay$5,000 Sign-On BonusPayEarn $2,000-$2,300 Weekly

CDL-A Company Driver - 2yrs EXP Required - OTR - Reefer - Hyway Transportation

PayExcellent PayPayWeekly Safety BonusPayQuarterly Safety Bonus

Windows System Administrator-W2

System Test Engineering

CDL-A Owner Operator - 2yrs EXP Required - OTR - Diamond Transportation

PayUp to $10,000 Weekly GrossPayPercentage payPayAdditional percent with your own trailer

CDL A Truck Driver - 100% no-touch, dry van freight

$80,600-$96,200/yr

$1,500 bonus

PayEarn $80,600-$96,200 per year*Pay$1,500 sign-on + $500 orientation pay*PayPay ranges from 62-68CPM

CDL-A MidWest Regional Drivers / $80K - $110K Yearly / Home Weekends

$1,500-$1,650/wk

PayEarn $.70 - $.75 CPMPayHome Weekend Drivers can earn $80,000+ yearlyPayEarn $1,500 - $1,650 Weekly

Dedicated CDL A Driver-1 Year Experience-Home Weekly!

$1,945/wk

PayTop 50% average $122,087 per yearPayStarting pay $.76 to $.82 cpm and $.06 nights and weekendsPayThe most productive 50 percent of our Crete Carrier and Shaffer Trucking OTR drivers average more than $101,176 annually. That equates to over $1,945 weekly; $.64 to $.67 CPM

Commercial Roofers Laborers & Journeymen

611 System Transport jobs in Woodland Park,CO

Regional Truck Driver Company - Grad Training - Flatbed - $111.06k - $200.9k per week - System Transport

$1,110.62-$2,009/wk

Regional Truck Driver Company - 6mo EXP Required - Dry Van - $2k - $2.3k per week - Hogan Transports

$2,000-$2,300/wk

$5,000 bonus

PayEarn up to $119,000 AnnuallyPay$5,000 Sign-On BonusPayEarn $2,000-$2,300 Weekly

CDL-A Company Driver - 2yrs EXP Required - OTR - Reefer - Hyway Transportation

PayExcellent PayPayWeekly Safety BonusPayQuarterly Safety Bonus

Windows System Administrator-W2

System Test Engineering

CDL-A Owner Operator - 2yrs EXP Required - OTR - Diamond Transportation

PayUp to $10,000 Weekly GrossPayPercentage payPayAdditional percent with your own trailer

CDL A Truck Driver - 100% no-touch, dry van freight

$80,600-$96,200/yr

$1,500 bonus

PayEarn $80,600-$96,200 per year*Pay$1,500 sign-on + $500 orientation pay*PayPay ranges from 62-68CPM

CDL-A MidWest Regional Drivers / $80K - $110K Yearly / Home Weekends

$1,500-$1,650/wk

PayEarn $.70 - $.75 CPMPayHome Weekend Drivers can earn $80,000+ yearlyPayEarn $1,500 - $1,650 Weekly

Dedicated CDL A Driver-1 Year Experience-Home Weekly!

$1,945/wk

PayTop 50% average $122,087 per yearPayStarting pay $.76 to $.82 cpm and $.06 nights and weekendsPayThe most productive 50 percent of our Crete Carrier and Shaffer Trucking OTR drivers average more than $101,176 annually. That equates to over $1,945 weekly; $.64 to $.67 CPM

Commercial Roofers Laborers & Journeymen