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1099 Independent Driver Jobs in Silver Spring, MD

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Field Inspector 1099 Contractor

Fairfax, VA · On-site

Valid driver's license * State Issued Workers Compensation * Certificate of General Liability Insurance * LLC Articles or Certificate of Organization * 1099 independent contractor * Seek Now operates ...

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Field Inspector 1099 Contractor

Baltimore, MD · On-site

Valid driver's license * State Issued Workers Compensation * Certificate of General Liability Insurance * LLC Articles or Certificate of Organization * 1099 independent contractor * Seek Now operates ...

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Field Inspector 1099 Contractor

Towson, MD · On-site

Valid driver's license * State Issued Workers Compensation * Certificate of General Liability Insurance * LLC Articles or Certificate of Organization * 1099 independent contractor * Seek Now operates ...

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Field Inspector 1099 Contractor

Waldorf, MD · On-site

Valid driver's license * State Issued Workers Compensation * Certificate of General Liability Insurance * LLC Articles or Certificate of Organization * 1099 independent contractor * Seek Now operates ...

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1099 Independent Driver information

See Silver Spring, MD salary details

$9

$21

$50

How much do 1099 independent driver jobs pay per hour?

As of Sep 5, 2026, the average hourly pay for 1099 independent driver in Silver Spring, MD is $21.83, according to ZipRecruiter salary data. Most workers in this role earn between $14.66 and $20.62 per hour, depending on experience, location, and employer.

What is a 1099 independent driver?

1099 Independent Drivers are self-employed individuals who provide transportation services using their own vehicles. They are considered independent contractors, not employees, meaning they are responsible for their own taxes, insurance, and business expenses. These drivers often work for companies like Uber, Lyft, DoorDash, or as couriers, and receive payment through a 1099 form for tax purposes. They have the flexibility to set their own schedules and choose when and where to work.

What skills and qualifications are needed to thrive as a 1099 independent driver?

To thrive as a 1099 Independent Driver, you generally need a valid driver’s license, a clean driving record, reliable transportation, and knowledge of local routes. Familiarity with GPS navigation systems, rideshare or delivery apps, and sometimes insurance requirements are important technical aspects. Excellent time management, customer service, and communication skills help distinguish top performers in this role. These skills ensure timely, safe deliveries and positive customer experiences, which are crucial for building a strong reputation and steady business as an independent contractor.

How does being a 1099 independent driver impact daily scheduling and work-life balance?

As a 1099 Independent Driver, you have the flexibility to set your own hours and choose which jobs to accept, giving you significant control over your daily schedule. However, this flexibility can also present challenges, such as the need to manage your own workload, track your earnings, and ensure there are enough assignments to meet your financial goals. It's important to plan ahead for slow periods and maintain clear communication with clients or dispatchers. Many drivers find that proactive scheduling and time management are keys to maintaining a healthy work-life balance in this role.

What is the difference between 1099 Independent Driver vs 1099 Delivery Driver?

Aspect1099 Independent Driver1099 Delivery Driver
CredentialsDriver's license, vehicle registrationDriver's license, vehicle registration
Work EnvironmentVarious types of vehicles, flexible locationsDelivery routes, customer locations
Employer UsageRideshare, freight, courier companiesFood, package, grocery delivery services
Common Search IntentDriving jobs, independent driving opportunitiesDelivery jobs, gig delivery work

Both 1099 Independent Drivers and 1099 Delivery Drivers operate as independent contractors using their own vehicles. The main difference lies in the work focus: drivers may work in various sectors like freight or ridesharing, while delivery drivers specifically focus on delivering goods or food. Understanding these distinctions helps job seekers find the right gig based on their skills and preferences.

What are popular job titles related to 1099 Independent Driver jobs in Silver Spring, MD?

For 1099 Independent Driver jobs in Silver Spring, MD, the most frequently searched job titles are:

What job categories do people searching 1099 Independent Driver jobs in Silver Spring, MD look for?

The top searched job categories for 1099 Independent Driver jobs in Silver Spring, MD are:

What cities near Silver Spring, MD are hiring for 1099 Independent Driver jobs?

Cities near Silver Spring, MD with the most 1099 Independent Driver job openings:

1099 Independent Driver jobs near you
Infographic showing various 1099 Independent Driver job openings in Silver Spring, MD as of June 2026, with employment types broken down into 96% Full Time, 1% Part Time, and 3% Contract. Highlights an 94% Physical, 1% Hybrid, and 5% Remote job distribution, with an average salary of $45,409 per year, or $21.8 per hour.

CDL Independent Driver

Master's Transportation

Capitol Heights, MD • On-site

$22 - $24/hr

Contractor

Posted 8 days ago

Masters Transportation rating

5.4

Company rating: 5.4 out of 10

Based on 7 frontline employees who took The Breakroom Quiz

168th of 177 rated vehicle equipment hire

Job description

Job Title: CDL Independent Driver
Classification: 1099 Contractor
Reports To: Transportation Manager
Position Type: As needed
Work Schedule: Varies
Work Location: 100% travel

Job Summary:
The CDL Independent Contractor transports empty passenger vehicles to clients, both near and far. The CDL driver is responsible for following DOT guidelines while operating the passenger vehicles being delivered to customers across the country. There is no forced dispatch, be your own boss and travel around the country, within the confines of the DOT guidelines and requirements. 

Essential Functions:
  • Determining the details of each delivery.
  • Ensuring that the bus or van has sufficient fuel at all times.
  • Informing clients and your dispatch team of potential delays.
  • Stopping for frequent rest breaks along the journey.
  • Delivering stock to clients on or before each deadline.
  • Completing, storing, and submitting all necessary documentation.
  • Paying all pertinent tolls as you drive to and from destinations.
  • Keeping track of all reasonable expenses and submitting proof thereof to obtain refunds.
  • Reporting all vehicle-related issues for urgent attention.

Competencies:
  • Communication skills.
  • Problem-Solving skills.
  • Decision-Making.
  • Job Knowledge.

Supervisory Responsibilities: None
Work Environment: Commercial Truck Driving

Physical Demands:
While performing the duties of this job, the employee is occasionally required to stand; walk; sit; use hands to handle, or feel objects, tools, or controls; reach with hands and arms; climb stairs; talk or hear. The employee must occasionally lift or move office products and supplies, up to 50 pounds.

Required Education/Experience/Certifications:
  • High School Diploma, GED or equivalent.
  • Relevant CDL.

Preferred Education/Experience/Certifications:
  • Click or tap here to enter text.

Travel Requirements:
  • As needed to deliver and pick up assignments.

Other Duties
This job description is not designed to cover or contain a comprehensive listing of activities, duties or responsibilities that are required of the employee. Duties, responsibilities, and activities may change, or new ones may be assigned at any time with or without notice.

AAP/EEO Statement
Master’s Transportation is committed to the principles of equal employment. We are committed to complying with all federal, state, and local laws providing equal employment opportunities, and all other employment laws and regulations. It is our intent to maintain a work environment that is free of harassment, discrimination, or retaliation because of age, race, color, national origin, ancestry, religion, sex, pregnancy (including childbirth, lactation, and related medical conditions), physical or mental disability, genetic information (including testing and characteristics), veteran status, uniformed service member status, or any other status protected by federal, state, or local laws. Master's Transportation is dedicated to the fulfillment of this policy regarding all aspects of employment, including but not limited to recruiting, hiring, placement, transfer, training, promotion, rates of pay, and other compensation, termination, and all other terms, conditions, and privileges of employment. 

What Masters Transportation employees say

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