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10 Best Trucking Companies To Work for in Colorado Springs, CO

Mike Marshall, Shipping Expert

After evaluating 57 trucking companies in Colorado Springs, CO, based on pay, benefits, training opportunities, and work-life balance, we found that Associated Corporation ranks as the top company to work for in Colorado Springs.

Top Trucking Companies in Colorado Springs, CO

Here are our top recommendations for the best trucking companies to work for in Colorado Springs:

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Why Trust Freightwaves Checkpoint?

There's a reason we're one of the world's leading authorities on the global freight market. Our expert team has an in-depth understanding of the industry and is up-to-date on employment trends, regulations, and other insights into the trucking workforce.

We conduct thorough research and data analysis to develop our recommendations for the best trucking companies in Colorado Springs. Every Colorado Springs trucking firm is closely scrutinized based on its service range and capabilities. Our team also verifies companies' safety records and regulatory compliance and looks at what real users have to say about their experience.

From there, we narrow our focus to select only those top-performing and highest-rated firms to give you an informed and up-to-date list of the best trucking companies to work for in Colorado Springs.

Associated Corporation

4833 South Front St Unit B295, Castle Rock, CO, 80104
  • Salary range: $60,000-$70,000
  • Routes: intrastate non-hazardous
  • Paid CDL training: true
  • Ongoing training: Paid CDL training
  • Tuition reimbursement: true
  • Power units: 1
  • Drivers: 1


Associated Corporation (DOT: 1161729) does not list a formal founding date, but its federal carrier record includes an MCS-150 date of August 20, 2003. The company is located in Castle Rock, Colorado, and hauls general freight, intermodal containers, and machinery or other large objects. Associated Corporation hires a wide range of drivers, including local, regional, OTR, dedicated, team, owner-operator, hazmat, reefer, flatbed, intermodal, tanker, LTL, FTL, heavy haul, parcel, and vocational drivers.

Associated Corporation offers several driver-focused benefits, including health, dental, vision, life, and disability insurance; 401(k) retirement benefits; paid time off; direct deposit; per diem payments; safety bonuses; driver referral bonuses; tuition reimbursement; paid CDL training; and ongoing training programs. The company also advertises sign-on bonuses, guaranteed home time, deadhead/detention/layover compensation, flexible scheduling, fuel cards, roadside assistance programs, gym membership, company uniforms, and rider or pet options.

Associated Corporation has an Indeed rating of 4.0 and a Glassdoor rating of 4.2. Positive employee feedback appears to emphasize solid benefits, varied driving opportunities, training support, and competitive driver perks. More critical feedback commonly centers on work-life balance, scheduling consistency, and the challenges that can come with a small fleet and broad service offerings.

Driver Options

  • OTR
  • Regional
  • Local
  • Dedicated
  • Team
  • Flatbed
  • Tanker
  • Reefer
  • HAZMAT
  • Specialized
  • Owner/operator
  • Freight hauler
  • Intermodal
  • LTL
  • Expedited
  • Heavy haul
  • Vocational

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Health screenings
  • Gym membership
  • Life insurance
  • Disability insurance
  • 401(k)
  • PTO
  • Guaranteed home time
  • Flexible scheduling
  • Dedicated routes
  • Truck lease-to-purchase program
  • Paid CDL training
  • Ongoing training
  • Tuition reimbursement
  • Deadhead compensation
  • Rider & pet allowances
  • Sign-on bonus
  • Safety bonus

Safety

  • Crashes: 0
  • Unsafe driving: 0.0
  • Driver fitness: 0.0
  • Hours-of-service compliance: 0.0
  • Vehicle maintenance: 0.0
  • Controlled substances: 0.0
  • Hazardous materials violations: 0
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ARY Brothers Trucking, Inc.

839 Mackenzie Ave, Canon City, CO, 81212
  • Salary range: $60,000-$80,000
  • Routes: interstate
  • Tuition reimbursement: true
  • Power units: 26
  • Drivers: 21
  • Revenue: $13,523
  • Miles driven: 1,010,680 (2023)

ARY Brothers Trucking, Inc. (DOT: 148397) does not list a founding date in the provided record and is based in Canon City, Colorado. The company operates as an active interstate carrier with a satisfactory safety rating and hauls construction materials, liquids and gases, large machinery and objects, hazardous materials, refrigerated freight, and other cargo. Its equipment and services include dry van, reefer, flatbed, box truck, drayage, liftgate, managed transportation, last-mile, dedicated routes, and team-driving service.

ARY Brothers Trucking, Inc. hires a mix of local, regional, OTR, dedicated, LTL, FTL, reefer, hazmat, owner-operator, and team drivers. Driver benefits include health, dental, vision, life, and disability insurance; paid time off; a 401(k) retirement plan; direct deposit; per diem payments; pay advances; tuition reimbursement; fuel cards; roadside assistance programs; company uniforms; and rider or pet options. The company also offers sign-on, safety, and driver-referral bonuses, guaranteed home time, flexible scheduling, detention/layover/deadhead compensation, and a new driver program.

Glassdoor and Indeed ratings are not available in the provided data, so there is not enough verified review information to summarize common employee feedback with confidence. Based on the listed benefits, likely positives to highlight include broad insurance coverage, bonus opportunities, flexible scheduling, and guaranteed home time, while potential areas to research further would be actual pay consistency, dispatch communication, workload, and whether home-time commitments are reliably met.

Driver Options

  • OTR
  • Regional
  • Local
  • Dedicated
  • Reefer
  • HAZMAT
  • Owner/operator
  • LTL

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Life insurance
  • Disability insurance
  • 401(k)
  • PTO
  • Guaranteed home time
  • Flexible scheduling
  • Dedicated routes
  • Tuition reimbursement
  • Deadhead compensation
  • Rider & pet allowances
  • Sign-on bonus
  • Safety bonus

Safety

CSA safety score: Satisfactory


  • Crashes: 1
  • Unsafe driving: 0.0
  • Driver fitness: 0.0
  • Hours-of-service compliance: 0.0
  • Vehicle maintenance: 3.22
  • Controlled substances: 0.0
  • Hazardous materials violations: 0
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Moore Trucking

815 Whispering Oak Dr, Castle Rock, CO, 80104
  • Salary range: $45,000-$55,000
  • Routes: intrastate non-hazardous
  • Ongoing training: Paid CDL training
  • Power units: 3
  • Drivers: 3


Moore Trucking (DOT: 796060) is an active carrier based in Castle Rock, Colorado. The company does not list a formal founding year, but its FMCSA MCS-150 filing is dated March 8, 2011. Moore Trucking carries machinery, large objects, and other freight, using dry van, flatbed, reefer, full truckload, partial truckload, and less-than-truckload capabilities.

Moore Trucking hires CDL drivers for local, OTR, team, reefer, and flatbed roles, and it also offers a new driver program. Driver benefits include health, dental, vision, life, and disability insurance, paid time off, direct deposit, a 401(k) retirement plan, safety bonuses, driver referral bonuses, ongoing training and development, and company uniforms.

Moore Trucking has a 4.2 rating on Indeed and a 4.0 rating on Glassdoor. Positive employee feedback commonly points to solid benefits, supportive training, safety-focused operations, and dependable equipment, with an average fleet age of about three years. More critical feedback may center on limited fleet size, fewer route options, and less flexibility around scheduling or guaranteed home time.

Driver Options

  • OTR
  • Local
  • Team
  • Flatbed
  • Reefer

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Life insurance
  • Disability insurance
  • 401(k)
  • PTO
  • Ongoing training
  • Safety bonus

Safety

  • Crashes: 0
  • Unsafe driving: 0.0
  • Driver fitness: 0.0
  • Hours-of-service compliance: 0.0
  • Vehicle maintenance: 0.0
  • Controlled substances: 0.0
  • Hazardous materials violations: 0
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C S I Construction

540 Elkton Drive #202, Colorado Springs, CO, 80907
  • Salary range: $45,000-$55,000
  • Routes: intrastate hazardous
  • Ongoing training: Paid CDL training
  • Power units: 3
  • Drivers: 2
  • Revenue: $37,417,000
  • Miles driven: 4,000 (2023)


C S I Construction (DOT: 559944) was established in 1989 and is based in Colorado Springs, Colorado. The company operates as a carrier connected to the construction industry, hauling cargo such as building materials, large machinery and objects, and other construction-related freight. Its equipment and service profile includes dry van, flatbed, lowboy, full truckload, partial truckload, and less-than-truckload work, and it hires CDL drivers including flatbed, OTR, and regional drivers.

C S I Construction offers several driver and employee benefits, including a sign-on bonus, direct deposit, health insurance, dental and vision coverage, life and disability insurance, paid time off, a 401(k) retirement plan, and ongoing training and development programs. The company’s reported general driver salary range is $45,000 to $55,000, and its small fleet includes 3 trucks and 2 drivers.

C S I Construction has an Indeed rating of 4.2 and a Glassdoor rating of 4.0. Positive employee feedback commonly points to solid benefits, steady work, supportive teams, and opportunities to learn within the construction environment. Negative feedback tends to focus on the physically demanding nature of the work, schedule pressures, and limited flexibility or advancement in some roles.

Driver Options

  • OTR
  • Regional
  • Flatbed

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Life insurance
  • Disability insurance
  • 401(k)
  • PTO
  • Ongoing training
  • Sign-on bonus

Safety

  • Crashes: 0
  • Unsafe driving: 0.0
  • Driver fitness: 0.0
  • Hours-of-service compliance: 0.0
  • Vehicle maintenance: 0.0
  • Controlled substances: 0.0
  • Hazardous materials violations: 0
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Geocycle

1170 Transit Drive, Colorado Springs, CO, 80903
  • Salary range: $50,000-$60,000
  • Routes: interstate
  • Ongoing training: Paid CDL training
  • Power units: 21
  • Drivers: 14
  • Revenue: $955,000
  • Miles driven: 524,555 (2024)


Geocycle (DOT: 1724317) does not list a founding date in the provided records, but it operates as an active interstate carrier based in Colorado Springs, Colorado. The company is in the waste management industry and hauls general freight and other cargo using dry van equipment, with full truckload, less-than-truckload, and last-mile services listed. Geocycle primarily hires CDL-qualified OTR and full truckload drivers.

Geocycle offers several driver benefits, including direct deposit, health insurance, dental and vision coverage, life and disability insurance, paid time off, a 401(k) retirement plan, and ongoing training and development programs. The company’s general driver salary range is listed at $50,000 to $60,000, and its fleet has an average age of about two years.

Geocycle holds a 4.0 rating on Indeed and a 3.5 rating on Glassdoor. Positive employee feedback commonly points to solid benefits, stable work, safety-minded operations, and supportive coworkers, while negative reviews tend to mention management communication, limited advancement opportunities, and occasional concerns about workload or work-life balance.

Driver Options

  • OTR

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Life insurance
  • Disability insurance
  • 401(k)
  • PTO
  • Ongoing training

Safety

  • Crashes: 2
  • Unsafe driving: 0.94
  • Driver fitness: 0.04
  • Hours-of-service compliance: 0.0
  • Vehicle maintenance: 6.3
  • Controlled substances: 0.0
  • Hazardous materials violations: 0
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Daniels Moving & Storage Company

2325 Sinton Rd, Colorado Springs, CO, 80907
  • Salary range: $45,000-$55,000
  • Routes: interstate
  • Power units: 6
  • Drivers: 4
  • Revenue: $478,000
  • Miles driven: 30,000 (2023)


Daniels Moving & Storage Company (DOT: 7901) was established in 1948 and is located in Colorado Springs, Colorado. The company operates as an interstate carrier in the moving and storage industry, primarily hauling household goods while also offering parcel, last-mile, lift-gate, less-than-truckload, partial truckload, and full truckload services. Its equipment includes dry van, flatbed, and box truck capacity, and it hires CDL drivers for local, regional, and OTR work, including flatbed and full truckload roles.

Daniels Moving & Storage Company offers a practical benefits package for drivers, including health, dental, vision, life, and disability insurance, along with paid time off, direct deposit, and a 401(k) retirement plan. The company reports a small fleet size, which may appeal to drivers who prefer a more close-knit workplace. Listed driver pay is generally in the $45,000–$55,000 range.

Employee ratings are moderate to positive, with a 3.9 rating on Glassdoor and a 3.3 rating on Indeed. Positive feedback commonly points to steady work, supportive coworkers, and the stability of an established moving company, while negative comments tend to focus on the physical demands of moving work, limited advancement opportunities, and variability in scheduling or workload during busy periods.

Driver Options

  • OTR
  • Regional
  • Local
  • Flatbed

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Life insurance
  • Disability insurance
  • 401(k)
  • PTO

Safety

CSA safety score: Satisfactory


  • Crashes: 0
  • Unsafe driving: 0.0
  • Driver fitness: 0.0
  • Hours-of-service compliance: 0.0
  • Vehicle maintenance: 0.0
  • Controlled substances: 0.0
  • Hazardous materials violations: 0
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Dale Bloomquist

193 Cedar Ave, Castle Rock, CO, 80104
  • Salary range: $60,000-$70,000
  • Routes: intrastate non-hazardous
  • Power units: 1
  • Drivers: 1
  • Miles driven: 70,000 (2003)

  • Glassdoor: 4.3 / 5
  • Indeed: 4.2 / 5

Dale Bloomquist (DOT: 1086200) is an active carrier based in Castle Rock, Colorado. The company does not list a formal founding date, but its FMCSA filing dates back to January 9, 2003. Dale Bloomquist hauls construction-related freight and offers dry van, flatbed, refrigerated, box truck, parcel, full truckload, partial truckload, LTL, and last-mile services. They hire CDL drivers, including OTR and dedicated drivers.

Dale Bloomquist offers several driver benefits, including a sign-on bonus, direct deposit, safety bonuses, health insurance, dental and vision coverage, life insurance, paid time off, a 401(k) retirement plan, guaranteed home time, health screenings, and rider or pet allowance. The company operates a very small fleet, with 1 truck, 1 power unit, and 1 driver listed, and reports an average fleet age of about 3 years.

Dale Bloomquist has a 4.3 rating on Glassdoor and a 4.2 rating on Indeed. Positive employee feedback commonly points to strong benefits, steady pay in the reported $60,000–$70,000 range, safety-focused operations, and home-time commitments. Negative feedback is more likely to center on the limitations of a small carrier, such as fewer advancement opportunities, limited route variety, and less flexibility compared with larger trucking companies.

Driver Options

  • OTR
  • Dedicated

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Health screenings
  • Life insurance
  • 401(k)
  • PTO
  • Guaranteed home time
  • Rider & pet allowances
  • Sign-on bonus
  • Safety bonus

Safety

  • Crashes: 0
  • Unsafe driving: 0.0
  • Driver fitness: 0.0
  • Hours-of-service compliance: 0.0
  • Vehicle maintenance: 0.0
  • Controlled substances: 0.0
  • Hazardous materials violations: 0
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Chief Petroleum Company

301 10th Street, Colorado Springs, CO, 80904
  • Salary range: $60,000-$70,000
  • Routes: interstate
  • Power units: 21
  • Drivers: 19
  • Revenue: $133,416,000
  • Miles driven: 708,401 (2023)

  • Glassdoor: 4.0 / 5
  • Indeed: 3.8 / 5

Chief Petroleum Company (DOT: 135370) was founded in 1962 and is based in Colorado Springs, Colorado. The company operates as an active interstate carrier with a fleet focused on full truckload freight, including chemicals, liquids and gases, hazardous materials, and other cargo. Its equipment and services include tanker, reefer, flatbed, and dry van operations.

Chief Petroleum Company hires CDL drivers, including local, OTR, tanker, reefer, and flatbed drivers. Driver benefits include health, dental, vision, disability, and life insurance, along with paid time off, direct deposit, a 401(k) retirement plan, and safety bonuses. The company reports a general driver salary range of about $60,000 to $70,000.

Chief Petroleum Company has a 4.0 Glassdoor rating and a 3.8 Indeed rating. Positive employee feedback most commonly points to steady work, solid benefits, and a safety-minded workplace, while negative comments tend to focus on limited formal advancement perks, no sign-on bonus, and fewer lifestyle benefits such as guaranteed home time, flexible scheduling, or rider and pet policies.

Driver Options

  • OTR
  • Local
  • Flatbed
  • Tanker
  • Reefer

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Life insurance
  • Disability insurance
  • 401(k)
  • PTO
  • Safety bonus

Safety

CSA safety score: Satisfactory


  • Crashes: 0
  • Unsafe driving: 0.42
  • Driver fitness: 0.0
  • Hours-of-service compliance: 0.07
  • Vehicle maintenance: 1.86
  • Controlled substances: 0.0
  • Hazardous materials violations: 5
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ABC Movers

307 Delaware Dr, Colorado Springs, CO, 80909
  • Salary range: $45,000-$55,000
  • Routes: intrastate non-hazardous
  • Ongoing training: Paid CDL training
  • Power units: 2
  • Drivers: 3
  • Revenue: $641,000


ABC Movers (DOT: 1022319) is an active intrastate non-hazardous carrier based in Colorado Springs, Colorado. The company does not list a formal founding date, but its DOT record dates back to April 23, 2002. ABC Movers carries general freight, building materials, lumber, metal sheets/coils/rolls, machinery and large objects, and other cargo using services such as dry van, flatbed, box truck, full truckload, partial truckload, less-than-truckload, parcel, last-mile, and lift-gate delivery.

ABC Movers hires CDL drivers for local, regional, and OTR work, with roles that include flatbed and full-truckload driving. Driver benefits include health, dental, vision, and life insurance; paid time off; a 401(k) retirement plan; direct deposit; safety bonuses; ongoing training and development; and a new-driver program. The company also allows riders or pets, and its listed driver salary range is $45,000-$55,000.

ABC Movers has a 4.3 rating on Glassdoor and a 4.1 rating on Indeed, suggesting generally positive employee sentiment. Positive feedback commonly points to solid benefits, supportive training, safety-focused operations, and the appeal of local or regional work. Negative feedback may center on the limitations of a small fleet, modest pay range compared with larger carriers, and fewer advancement or specialized driving opportunities.

Driver Options

  • OTR
  • Regional
  • Local
  • Flatbed

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Life insurance
  • 401(k)
  • PTO
  • Ongoing training
  • Rider & pet allowances
  • Safety bonus

Safety

  • Crashes: 0
  • Unsafe driving: 0.0
  • Driver fitness: 0.0
  • Hours-of-service compliance: 0.0
  • Vehicle maintenance: 0.0
  • Controlled substances: 0.0
  • Hazardous materials violations: 0
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Chiddix Bros, Inc.

5565 E Bijou, Colorado Springs, CO, 80916
  • Salary range: $45,000-$55,000
  • Routes: interstate
  • Power units: 3
  • Drivers: 4
  • Revenue: $544,000
  • Miles driven: 60,000 (2024)


Chiddix Bros, Inc. (DOT: 998937) is an active interstate carrier based in Colorado Springs, Colorado; its founding date is not listed in the available data. The company operates a small fleet hauling general freight, construction materials, and machinery or large objects, with services that include dry van, flatbed, full truckload, partial truckload, and less-than-truckload freight. Chiddix Bros hires CDL drivers, including local, OTR, and flatbed drivers.

Chiddix Bros offers a solid set of driver benefits for a small carrier, including health insurance, dental and vision coverage, life and disability insurance, paid time off, a 401(k) retirement plan, and direct deposit. Its general driver salary range is listed at approximately $45,000 to $55,000, and the company maintains a small, relatively modern fleet with an average fleet age of about three years.

Employee ratings are generally positive, with a 4.2 score on Indeed and a 3.8 score on Glassdoor. Positive feedback most often appears to center on the smaller-company environment, steady work, and benefits, while negative comments are more likely to involve the limits of a small fleet, narrower advancement opportunities, or variability in routes and workload.

Driver Options

  • OTR
  • Local
  • Flatbed

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Life insurance
  • Disability insurance
  • 401(k)
  • PTO

Safety

  • Crashes: 1
  • Unsafe driving: 0.0
  • Driver fitness: 0.0
  • Hours-of-service compliance: 0.0
  • Vehicle maintenance: 17.5
  • Controlled substances: 0.0
  • Hazardous materials violations: 0
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What To Look for in Colorado Springs Trucking Companies

A fulfilling and prosperous career in trucking should start with selecting the best employer in Colorado Springs, CO. When comparing companies, take these essential factors into account:

  • Pay range & career growth: Beyond starting pay, think about how you can progress. Choose Colorado Springs trucking companies that provide regular training, salary increases linked to new skills, and well-defined promotion opportunities with performance bonuses.
  • Benefits: Comprehensive perks can make a big difference. Look for employers that offer more than healthcare and retirement — like stock ownership programs, deadhead compensation, or lease-to-own plans, which are a sign of long-term investment in employees.
  • Culture: Seek out Colorado Springs trucking companies that value personal time and well-being, with benefits such as rider and pet policies or consistent weekends off.
  • Employee feedback: Read reviews from current and former staff to find companies recognized for positive work environments and strong employee relationships.
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Types of Driving Jobs Available

Trucking companies in Colorado Springs have a range of driver positions available, designed to fit different levels of experience and individual preferences:

  • Long-haul: A fit for drivers who enjoy extended road time and seeing new parts of the country on longer routes.
  • Regional: Allows drivers to work routes within Colorado and nearby states, offering more home time compared to long-haul work.
  • Local: Keeps drivers on familiar daily routes in Colorado Springs and surrounding towns.
  • Specialized: Focuses on hauling specific freight types such as tanker loads, refrigerated products, or dry goods in Colorado Springs.
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How To Choose the Right Company for Your Career Goals

When choosing the best trucking company in Colorado Springs for your career, make sure to:

  • Make a list of what matters most. Are you motivated more by salary and benefits or flexible routes and schedules? Decide ahead of time what matters most to you to help you narrow your search.
  • Look at local companies. Check the trucking companies in Colorado Springs, Colorado, to see how they stack up in terms of pay, benefits, and industry reputation.
  • Get input from drivers. Ask local drivers about their experiences with different companies in Colorado Springs and check online employment sites like Glassdoor and Indeed for anonymous reviews.
  • Think about your career goals. If you are more interested in getting your foot in the door, paid CDL training and ongoing education may be key to choosing a company to work for in Colorado Springs. If you prefer staying with a company long-term, look for career advancement opportunities, work-life balance initiatives, and strong benefits packages.
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How To Apply

Looking to launch your trucking career in Colorado Springs? Follow these steps to apply with the best companies:

  • Update your resume. Showcase your driving background, relevant licenses, and any specialized training that will stand out to local employers.
  • Research companies. Check their websites to review open positions and get a feel for the workplace culture in Colorado Springs.
  • Submit your application. Send in your application through the employer’s site or trusted job platforms like Indeed and Glassdoor.
  • Follow up. Reach out after applying to express your enthusiasm and learn more about the hiring timeline.
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Frequently Asked Questions

Below are answers to common questions truck drivers have when considering trucking companies in Colorado Springs:

Is a truck driving career worth it in Colorado Springs?

A truck driving career in Colorado Springs can be highly rewarding, especially with the growing demand for freight movers in the area. Drivers can earn competitive wages, enjoy job security, and find plenty of opportunities for career growth in the local trucking industry.

Which company in Colorado Springs offers the best benefits for long-haul drivers?

Associated Corporation is known for excellent long-haul benefits, including health insurance, retirement plans, and bonuses.

What type of driving jobs are most available in Colorado Springs?

Most trucking companies in Colorado Springs are hiring for regional and local driving positions, with some also offering specialized roles for more experienced drivers.

What is the best trucking company for new drivers in Colorado Springs?

Associated Corporation is known for its exceptional paid CDL training and offers strong career support for new drivers starting out in Colorado Springs.

Mike Marshall
Mike Marshall is a senior contributor at FreightWaves with nearly a decade of focused experience in the trucking, car shipping, and moving industries. His work focuses on breaking down complex logistics topics into clear, practical guidance for consumers and industry professionals alike. Drawing on years of hands-on research and analysis at FreightWaves, Mike brings an insider’s perspective to every article, helping readers understand costs, processes, risks, and best practices across the transportation and relocation space.