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10 Best Trucking Companies To Work for in Kissimmee, FL

Mike Marshall, Shipping Expert

Based on our analysis of 350 key factors like benefits, pay, training, and flexible scheduling, ABC Transport is the best trucking company to work for in Kissimmee, FL. The right workplace for you ultimately depends on your specific career goals, so check out all our picks for top Kissimmee trucking companies.

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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 Kissimmee. Every Kissimmee 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 Kissimmee.

ABC Transport

8615 Primrose Dr, Kissimmee, FL, 34747
  • Salary range: $50,000-$60,000
  • Routes: intrastate non-hazardous
  • Paid CDL training: true
  • Ongoing training: Paid CDL training
  • Power units: 2
  • Drivers: 2
  • Revenue: $673,000


ABC Transport (DOT: 1293428) is based in Kissimmee, Florida. Established in 2004, the company is actively engaged in the transportation of various materials, including building materials, construction equipment, general freight, logs, poles, beams, lumber, machinery, large objects, and metal sheets, coils, and rolls. As a carrier, ABC Transport primarily focuses on dry van, reefer, flatbed, and tanker operations. They offer positions for OTR, regional, and local drivers, hiring flatbed, trem, and tanker drivers to sustain their diverse operations.

ABC Transport is noted for its appealing driver benefits, which include a sign-on bonus, full health coverage (encompassing medical, dental, and vision insurance), paid time off, and a retirement 401(k) plan. In addition, they offer guaranteed home time, deadhead and detention compensation, and ongoing training and development programs. Though they provide a rider or pet policy, some benefits like tuition reimbursement and a gym membership are not presently offered.

The company enjoys favorable employee ratings with a score of 4.0 on both Indeed and Glassdoor. Employees generally praise the organization for its competitive compensation packages and supportive work environment. However, there is some feedback mentioning that scheduling could be more flexible, which hints at a potential area for improvement in balancing work and personal life for employees. Overall, ABC Transport is well-regarded by its drivers and presents ample opportunities for career growth and development in the transportation industry.

Driver Options

  • OTR
  • Regional
  • Local
  • Dedicated
  • Flatbed
  • Tanker
  • Reefer
  • Owner/operator

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Life insurance
  • Disability insurance
  • 401(k)
  • PTO
  • Guaranteed home time
  • Dedicated routes
  • Paid CDL training
  • Ongoing training
  • 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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Sysco Central Florida, Inc.

200 Story Rd, Ocoee, FL, 34761
  • Salary range: $65,000 - $85,000
  • Routes: interstate
  • Ongoing training: Paid CDL training
  • Tuition reimbursement: true
  • Power units: 125
  • Drivers: 165
  • Revenue: $1,102,995
  • Miles driven: 3,693,015 (2023)

Sysco Central Florida, Inc. (DOT: 512428) is a well-established trucking company based in Ocoee, Florida. While the founding year isn't specified, the company is actively operating in the transportation industry, primarily conducting interstate operations with a sizable fleet of around 125 trucks. Sysco Central Florida carries a diverse range of cargo, including beverages, dry bulk commodities, fresh produce, meat, paper products, refrigerated foods, and other various items. They hire a variety of drivers, including regional, local, over-the-road (OTR), and less-than-truckload (LTL) drivers to ensure efficient service across the country.

Sysco Central Florida is noted for its competitive compensation and solid benefits offerings. They provide their drivers with a comprehensive benefits package that includes health, dental, and vision coverage, life insurance, a retirement plan with 401k, paid time off, and tuition reimbursement. The company values driver satisfaction and safety, offering direct deposit, safety bonuses, guaranteed home time, and flexible scheduling. Additionally, they have an ongoing training and development program for their employees and a lively culture supported by special access to rest stops and lounges.

Though specific ratings on Indeed or Glassdoor aren't provided, Sysco Central Florida aims to maintain a positive work environment with perks such as a sign-on bonus and driver referral bonuses. Employees often highlight the company’s dedication to safety and employee benefits as major positives. On the downside, as with many in the industry, some feedback may include challenges such as navigating the demands of a trucking schedule. Overall, Sysco Central Florida strives to maintain a positive reputation among its workforce and in the logistics community.

Driver Options

  • OTR
  • Regional
  • Local
  • Dedicated
  • LTL

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Life insurance
  • Disability insurance
  • 401(k)
  • PTO
  • Guaranteed home time
  • Flexible scheduling
  • Ongoing training
  • Tuition reimbursement
  • Deadhead compensation
  • Sign-on bonus
  • Safety bonus

Safety

  • Crashes: 4
  • Unsafe driving: 0.21
  • Driver fitness: 0.0
  • Hours-of-service compliance: 0.0
  • Vehicle maintenance: 2.17
  • Controlled substances: 0.0
  • Hazardous materials violations: 0
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Southeastern Data And Mako Freight

1401 Tradeport Drive #100, Orlando, FL, 32824
  • Salary range: $45,000-$55,000
  • Routes: interstate
  • Paid CDL training: true
  • Ongoing training: Paid CDL training
  • Power units: 10
  • Drivers: 18
  • Miles driven: 300,000 (2024)

  • Glassdoor: 3.8 / 5
  • Indeed: 4.2 / 5

Southeastern Data And Mako Freight (DOT: 2801893) is a reputable trucking company headquartered in Orlando, Florida. With a robust operation focused on general freight, the company offers a range of services including dry van, reefer, full truckload, and less-than-truckload (LTL) shipments. They strategically hire both regional and over-the-road (OTR) drivers, with opportunities for team driving. Their operations are primarily interstate, servicing clients with their modern fleet of trucks, characterized by an average age of five years.

Drivers at Southeastern Data And Mako Freight are enticed by competitive benefits such as a sign-on bonus, safety bonuses, guaranteed home time, and paid CDL training. The company also provides comprehensive health, dental, and vision insurance, along with a retirement plan (401k), paid time off, and disability insurance. Despite not offering some perks like pet or passenger allowances, the company focuses on employee satisfaction with ongoing training and development programs.

Southeastern Data And Mako Freight boasts an Indeed rating of 4.2 and a Glassdoor rating of 3.8, indicating a generally favorable employee experience. Employees frequently praise the company for its compensation package, job security, and advancement opportunities. However, some reviews highlight areas for improvement, such as work-life balance and occasional disorganization of route assignments. Overall, the feedback reflects a supportive work environment with room for growth and development.

Driver Options

  • OTR
  • Regional
  • Local
  • Team
  • Flatbed
  • Reefer

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Life insurance
  • Disability insurance
  • 401(k)
  • PTO
  • Guaranteed home time
  • Paid CDL training
  • Ongoing training
  • Deadhead compensation
  • Sign-on bonus
  • Safety bonus

Safety

  • Crashes: 1
  • Unsafe driving: 2.66
  • Driver fitness: 0.06
  • Hours-of-service compliance: 0.33
  • Vehicle maintenance: 2.6
  • Controlled substances: 0.0
  • Hazardous materials violations: 0
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Border Bound Transportation

8401 State Road 33 N Unit 110, Lakeland, FL, 33809
  • Salary range: $55,000-$70,000
  • Routes: interstate
  • Paid CDL training: true
  • Ongoing training: Paid CDL training
  • Power units: 3
  • Drivers: 6
  • Miles driven: 56 (2024)

  • Glassdoor: 4.1 / 5
  • Indeed: 4.2 / 5

Border Bound Transportation (DOT: 241076) operates as part of St John Valley Trucking LLC, with a location in Lakeland, Florida. The company has established its services primarily in the transportation industry, leveraging a fleet comprising both dry van and flatbed trucks. Border Bound Transportation specializes in carrying building materials, dry bulk commodities, and general freight across state lines. They hire a variety of drivers, including regional, local, flatbed, reefer, and over-the-road (OTR), ensuring a diverse range of opportunities within its driving team.

Border Bound Transportation is noted for its competitive recruitment offers, such as sign-on bonuses for new drivers. They offer a comprehensive benefits package that includes health, dental, and vision insurance, as well as life and disability insurance. The company provides additional perks such as paid time off, 401(k) retirement plans, and per diem payments. Drivers can also enjoy guaranteed home time, safety bonuses, and deadhead detention/layover compensation. Moreover, Border Bound supports ongoing training and development programs, ensuring the continual professional growth of its employees.

The company has favorable ratings, with an Indeed score of 4.2 and a Glassdoor rating of 4.1, indicating employee satisfaction across several metrics, including compensation, benefits, and job security. Positive feedback from employees frequently highlights the inclusive benefits and supportive work environment. However, some criticisms point to areas such as scheduling flexibility and work-life balance, where certain employees feel improvements could be made. Despite these challenges, Border Bound Transportation maintains a generally positive reputation among its workforce.

Driver Options

  • OTR
  • Regional
  • Local
  • Dedicated
  • Flatbed
  • Reefer

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Life insurance
  • Disability insurance
  • 401(k)
  • PTO
  • Guaranteed home time
  • Paid CDL training
  • Ongoing training
  • 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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Distributors Transport, Inc.

1025 Jetstream Drive, Orlando, FL, 32824
  • Salary range: $55,000-$70,000
  • Routes: interstate
  • Ongoing training: Paid CDL training
  • Power units: 13
  • Drivers: 25
  • Revenue: $4,269,000
  • Miles driven: 728,569 (2024)

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

Distributors Transport, Inc. (DOT: 694372) was established in 1982 and operates out of Orlando, Florida. As a well-established trucking company, they specialize in transporting general freight and household goods using dry vans and flatbed trucks. Distributors Transport hires a variety of drivers, including regional, over-the-road (OTR), reefer, flatbed, and tanker drivers, and offers dedicated routes with guaranteed home time.

The company provides a range of benefits aimed at enhancing driver satisfaction. Employees at Distributors Transport enjoy full health coverage, including dental and vision insurance, along with life and disability insurance. Additional perks include a sign-on bonus, safety bonuses, and deadhead detention layover compensation. They also offer a retirement plan (401k) and paid time off, while actively supporting ongoing training and development programs for drivers.

Distributors Transport has an Indeed rating of 4.0 and a Glassdoor rating of 3.8. Positive reviews from employees frequently highlight competitive compensation, comprehensive benefits, and stable job security. However, some feedback suggests room for improvement in scheduling flexibility and work-life balance. Overall, Distributors Transport, Inc. is recognized for its commitment to safety and driver welfare.

Driver Options

  • OTR
  • Regional
  • Dedicated
  • Flatbed
  • Tanker
  • Reefer

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Health screenings
  • Life insurance
  • Disability insurance
  • 401(k)
  • PTO
  • Guaranteed home time
  • Dedicated routes
  • Ongoing training
  • Deadhead compensation
  • Sign-on bonus
  • Safety bonus

Safety

  • Crashes: 1
  • Unsafe driving: 0.0
  • Driver fitness: 0.1
  • Hours-of-service compliance: 0.0
  • Vehicle maintenance: 5.0
  • Controlled substances: 0.0
  • Hazardous materials violations: 0
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Large Freight Lines

2800 North Power Dr, Orlando, FL, 32811
  • Salary range: $55,000-$65,000
  • Routes: intrastate hazardous
  • Paid CDL training: true
  • Power units: 3
  • Drivers: 3

  • Glassdoor: 4.0 / 5
  • Indeed: 4.2 / 5

Large Freight Lines (USDOT: 1324222) operates out of Orlando, Florida. Although the company's exact founding date is unspecified, their MCS-150 filing dates back to January 2005, establishing a nearly two-decade presence in the freight transportation industry. Large Freight Lines specializes in an array of trucking services focused on building materials, construction, garbage/refuse, machinery, and metal transportation. They primarily hire OTR drivers, regional drivers, and local drivers, offering team driving opportunities and accommodating owner-operators as well.

The company stands out for its commitment to driver welfare, featuring a robust benefits package that includes healthcare insurance, paid time off, life insurance, dental and vision coverage, and a retirement plan. Drivers can expect safety bonuses, guaranteed home time, direct deposit, and occasional sign-on bonuses to foster employee satisfaction and incentivize performance. All these comprehensive perks align with their competitive salaries, which range from $55,000 to $65,000.

On employer review platforms like Indeed and Glassdoor, Large Freight Lines holds impressive ratings, with scores of 4.2 and 4.0, respectively. These high marks often point to the company's strong compensation packages, job security, and supportive work culture. Despite this positivity, some feedback notes room for improvement in scheduling flexibility and a desire for more structured development programs. Nevertheless, Large Freight Lines maintains a generally positive reputation in the industry, evidenced by their admirable employee reviews and commitment to service excellence.

Driver Options

  • OTR
  • Regional
  • Local
  • Dedicated
  • Team
  • Reefer
  • Owner/operator

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Life insurance
  • Disability insurance
  • 401(k)
  • PTO
  • Guaranteed home time
  • Dedicated routes
  • Paid CDL training
  • Deadhead compensation
  • 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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Oleg's Trucking Company

1920 E Osceola Pkwy, Kissimmee, FL, 34743
  • Salary range: $50,000-$70,000
  • Routes: interstate
  • Paid CDL training: true
  • Ongoing training: Paid CDL training
  • Power units: 3
  • Drivers: 3
  • Miles driven: 150,000 (2024)

  • Glassdoor: 4.0 / 5
  • Indeed: 4.2 / 5

Oleg's Trucking Company (DOT: 2127851) is located in Kissimmee, Florida. Although the exact year of establishment isn't stated, the company has clearly evolved into a reliable player in the trucking industry, boasting a DOT age of over 13 years. The company specializes in transporting a variety of cargo including beverages, building materials, and general freight. They hire a range of drivers, specifically regional, team, OTR (over-the-road), flatbed, and reefer drivers.

Oleg's Trucking Company is known for competitive compensation and a solid benefits package. They offer paid CDL training, health insurance, including dental and vision, disability insurance, and a robust retirement plan. They also take care of their drivers with paid time off, guaranteed home time, and pay advances. Moreover, they provide direct deposit and ongoing training and development programs. The company offers sign-on bonuses and driver referral bonuses to reward loyalty and attract talent.

The company has received strong employee ratings, with a 4.2 on Indeed and a 4.0 on Glassdoor. Employees appreciate the compensation and benefits offered by Oleg’s Trucking. The company's positive work culture and job security are also highlighted as strengths. However, some feedback suggests room for improvement in areas like flexible scheduling and communication regarding route management. These insights provide a balanced view of the company's work-life atmosphere from an employee's perspective.

Driver Options

  • OTR
  • Regional
  • Dedicated
  • Team
  • Flatbed
  • Reefer
  • Owner/operator

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Life insurance
  • Disability insurance
  • 401(k)
  • PTO
  • Guaranteed home time
  • Paid CDL training
  • Ongoing training
  • Sign-on bonus

Safety

  • Crashes: 0
  • Unsafe driving: 0.0
  • Driver fitness: 0.0
  • Hours-of-service compliance: 1.52
  • Vehicle maintenance: 6.3
  • Controlled substances: 0.0
  • Hazardous materials violations: 0
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5 Star Trucking

2995 Park Meadow Dr, Apopka, FL, 32703
  • Salary range: $50,000-$70,000
  • Routes: interstate
  • Power units: 2
  • Drivers: 8
  • Revenue: $565,000
  • Miles driven: 100,000 (2023)


5 Star Trucking (DOT: 2313166) is a carrier company registered under the legal name Five Star 1 Group Incorporated. Although the exact founding date is not specified, their operation is well-established with an MCS-150 date of December 8, 2023. The company is located at 2995 Park Meadow Dr, Apopka, Florida. 5 Star Trucking specializes in a diverse range of cargo, including agricultural and farm supplies, beverages, building materials, chemicals, dry bulk commodities, construction materials, fresh produce, general freight, household goods, intermodal containers, machinery, meat, metal sheets, paper products, refrigerated foods, and US mail. The company primarily hires flatbed, reefer, and over-the-road (OTR) drivers.

5 Star Trucking places a strong emphasis on driver benefits, contributing to their impressive employee satisfaction ratings. They offer competitive salaries ranging from $50,000 to $70,000, and drivers receive full health, dental, and vision insurance coverage. The company also provides a retirement plan (401k), paid time off, safety bonuses, and life and disability insurance. Drivers benefit from guaranteed home time, rider or pet allowance, and various freight hauling opportunities. Though they do not offer check advances or a lease-purchase program, their focus on employee satisfaction is evident.

The company holds a commendable employee rating of 4.0 on both Glassdoor and Indeed, with positive reviews highlighting the comprehensive benefits and supportive work environment. Employees appreciate the fair compensation and opportunity for consistent work. However, some criticisms arise concerning scheduling flexibility and the availability of certain advancements, which can vary based on individual experiences. Overall, 5 Star Trucking is recognized for its stable operations and commitment to fostering a positive workplace culture.

Driver Options

  • OTR
  • Regional
  • Flatbed
  • Reefer

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Life insurance
  • Disability insurance
  • 401(k)
  • PTO
  • Guaranteed home time
  • 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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Indian River Transport Co

2580 Executive Road, Winter Haven, FL, 33884
  • Salary range: $60,000-$70,000
  • Routes: interstate
  • Power units: 415
  • Drivers: 430
  • Revenue: $400,000
  • Miles driven: 48,100,000 (2024)


Indian River Transport Co (DOT: 123611) was established in 1974 and operates out of Winter Haven, Florida. The company specializes in carrying liquids/gases in addition to other types of cargo. They operate flatbeds and dry van trucks and seek both reefer and flatbed drivers for interstate operations. While they do not focus on hazardous materials, their operations extend beyond local routes, servicing both regional and OTR network needs.

Indian River Transport Co is committed to providing drivers with a comprehensive benefits package. This includes health insurance, vision, dental care, and life insurance, along with a retirement plan (401k) and paid time off. Furthermore, drivers benefit from guaranteed home time and safety bonuses. While the company does not provide sign-on bonuses, they emphasize driver satisfaction and competitive salaries in the range of $60,000 to $70,000 annually.

The company has an Indeed rating of 4.0 and a Glassdoor rating of 3.8. Employees frequently commend the company for its satisfactory benefits and supportive work environment. However, some feedback highlights a need for improvement in scheduling flexibility and clearer communication around route assignments. Overall, Indian River Transport Co is praised for its reliability and dedication to driver welfare, although there remains room for growth in work-life balance aspects.

Driver Options

  • OTR
  • Local
  • Flatbed
  • Reefer

Benefits

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

Safety

CSA safety score: Satisfactory


  • Crashes: 44
  • Unsafe driving: 2.17
  • Driver fitness: 0.0
  • Hours-of-service compliance: 0.24
  • Vehicle maintenance: 1.96
  • Controlled substances: 0.0
  • Hazardous materials violations: 1
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OTW Logistics, LLC

9774 Gault St, Orlando, FL, 32836
  • Salary range: $50,000-$70,000
  • Routes: intrastate non-hazardous
  • Ongoing training: Paid CDL training
  • Power units: 5
  • Drivers: 4
  • Revenue: $678,000
  • Miles driven: 49,132 (2023)

  • Glassdoor: 4.0 / 5
  • Indeed: 4.2 / 5

OTW Logistics, LLC (DOT: 3434841) was established in 2019 and is headquartered in Orlando, Florida. The company is actively involved in logistics and transportation, focusing on carrying a diverse range of cargo such as agricultural and farm supplies, building materials, commodities like dry bulk, general freight, machinery large objects, paper products, and U.S. mail. They utilize dry van and flatbed equipment to ensure efficient delivery services, primarily hiring reefer, flatbed, and OTR drivers to support their operations.

OTW Logistics, LLC provides competitive benefits and incentives to attract and retain drivers. These include comprehensive health insurance coverage that encompasses dental and vision, life insurance, and a solid retirement plan with 401(k) options. The company is known for offering paid time off, guaranteed home time, and flexible scheduling, which are significant perks for their employees. Moreover, OTW Logistics, LLC extends a sign-on bonus to new recruits and a focus on ongoing training and development programs for growth and improvement.

Employee reviews indicate that OTW Logistics, LLC is a favorable place to work, with a Glassdoor rating of 4.0 and an Indeed score of 4.2. Positive feedback highlights their commitment to compensation and benefits, job security, and advancement opportunities within a supportive work culture. However, some employees mentioned challenges with route assignments and limited work-life balance, despite the guaranteed home time. The company continues to maintain its dedication to fostering a positive workplace environment while addressing areas for improvement.

Driver Options

  • OTR
  • Local
  • Flatbed
  • Tanker
  • Reefer

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Life insurance
  • 401(k)
  • PTO
  • Guaranteed home time
  • Flexible scheduling
  • Dedicated routes
  • Ongoing training
  • Sign-on bonus
  • Safety bonus

Safety

  • Crashes: 0
  • Unsafe driving: 0.6
  • Driver fitness: 2.33
  • Hours-of-service compliance: 0.33
  • Vehicle maintenance: 10.0
  • Controlled substances: 3.33
  • Hazardous materials violations: 0
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What To Look for in Kissimmee Trucking Companies

Choosing the right trucking company in Kissimmee, FL, can make all the difference in building a rewarding and successful career. As you explore potential employers in Kissimmee, keep these key factors in mind:

  • Pay range & career growth: While a strong starting wage is valuable, it’s equally important to understand your potential for advancement. Seek out Kissimmee trucking companies that invest in continued education, reward skill development with raises, and provide transparent paths for promotions and performance-based incentives.
  • Benefits: Beyond standard medical coverage and retirement plans, look for employers offering extras like stock ownership options, deadhead pay, or lease-to-own opportunities, all of which can signal a long-term commitment to their team.
  • Culture: Favor Kissimmee trucking companies that promote a healthy work-life balance with perks such as rider and pet programs or guaranteed weekends off.
  • Employee feedback: Research which trucking companies earn high marks from current and past employees, which shows they’re respected in the community as a supportive place to work.
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Types of Driving Jobs Available

Depending on your background and career goals, trucking companies in Kissimmee provide several types of driving opportunities:

  • Long-haul: Best for drivers who prefer multi-day trips and exploring far-reaching destinations, sometimes nationwide.
  • Regional: Great for drivers who like traveling within Florida and bordering states while remaining closer to home than long-haul work.
  • Local: Focuses on short, consistent daily routes around Kissimmee and nearby communities.
  • Specialized: Includes operating trucks built for specific cargo like tankers, dry vans, or reefers in Kissimmee’s freight sector.
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How To Choose the Right Company for Your Career Goals

When you're choosing the right trucking company in Kissimmee for your future, don’t forget to:

  • Make a list of what matters most. Outline whether pay, benefits, flexible routes, or scheduling freedom take priority so you can target companies that deliver on those points.
  • Look at local companies. Investigate which Kissimmee, Florida trucking companies offer the strongest mix of salary, perks, and a positive reputation.
  • Get input from drivers. Connect with drivers in your area to get honest feedback and verify it by reading anonymous reviews online.
  • Think about your career goals. Entry-level drivers may need strong training programs, while experienced drivers might prefer employers offering career progression, comprehensive benefits, and work-life balance initiatives.
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How To Apply

Planning to start your trucking career in Kissimmee? Here’s the process for applying to the best in the business:

  • Update your resume. Highlight your driving credentials, any CDL endorsements, and additional skills that could be valuable in the Kissimmee market.
  • Research companies. Browse their career pages for open positions and insights into how they operate locally.
  • Submit your application. Complete the application on their website or use job search platforms like Glassdoor and Indeed.
  • Follow up. Touch base with the recruiter to show your interest and get updates on your application’s status.
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Frequently Asked Questions

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

Is a truck driving career worth it in Kissimmee?

A truck driving career in Kissimmee 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 Kissimmee offers the best benefits for long-haul drivers?

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

What type of driving jobs are most available in Kissimmee?

Most trucking companies in Kissimmee 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 Kissimmee?

ABC Transport is known for its exceptional paid CDL training and offers strong career support for new drivers starting out in Kissimmee.

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.