Question 1

How much does a CDL driver make in Annapolis, Maryland?

Accepted Answer

The average CDL truck driver in Annapolis, Maryland earns $2,816 per week, or approximately $146,432 per year. The median weekly pay is $2,050, based on 1,350 current job listings.

Question 2

What do the top 10% of CDL drivers earn in Annapolis, Maryland?

Accepted Answer

The top 10% of CDL drivers in Annapolis, Maryland earn $5,940 per week, which works out to roughly $308,880 per year. Weekly pay ranges from $300 to $9,500.

Question 3

How does W2 pay compare to Owner Operator pay in Annapolis, Maryland?

Accepted Answer

Pay varies significantly by hiring type in Annapolis, Maryland. Average weekly pay by category: Owner Operator at $7,270/week, Independent Contractor (1099) at $2,224/week, Company Driver (W2) at $1,575/week. These figures reflect current job listings and may vary based on experience, routes, and carrier.

Question 4

What is the highest paying trucking job in Annapolis, Maryland?

Accepted Answer

Among current featured listings, SFI GROUP INC is offering a HIRING  AMAZON OTR/ O-O position paying $7,000–$8,000/week.

Question 5

Are there sign-on bonuses for CDL drivers in Annapolis, Maryland?

Accepted Answer

Yes — 391 jobs in Annapolis, Maryland currently offer sign-on bonuses, with an average bonus of $1,981.

Question 6

What benefits do CDL driving jobs offer in Annapolis, Maryland?

Accepted Answer

Based on 1,350 current listings in Annapolis, Maryland: 28% offer dedicated routes, 1% include guaranteed pay, 69% allow pets, 66% allow riders, 87% let you take the truck home. Benefits vary by carrier and position type.

Question 7

Is CDL driving worth it in Annapolis, Maryland?

Accepted Answer

With 1,350 open positions and an average pay of $146,432 per year in Annapolis, Maryland, CDL driving remains a strong career option. Top earners make $308,880 per year, and 391 jobs currently offer sign-on bonuses averaging $1,981. Demand for CDL drivers continues to grow as e-commerce and supply chain needs expand.

Hiring Type	Avg Weekly	Median Weekly	Range	Jobs
Independent Contractor (1099)	$2,224	$2,042	$300 — $4,500	615	View Jobs
Company Driver (W2)	$1,575	$1,512	$500 — $3,200	391	View Jobs
Owner Operator	$7,270	$7,500	$300 — $15,000	344	View Jobs

$2,816 /week

Pay Distribution in Annapolis, Maryland

Salary by Hiring Type in Annapolis, Maryland

Driver Perks & Benefits in Annapolis, Maryland

Route Types in Annapolis, Maryland

Freight Handling in Annapolis, Maryland

Featured Opportunities in Annapolis, Maryland

SFI GROUP INC

AD EXPRESS TRUCKING LLC

Karvon Group LLC

Frequently Asked Questions

CDL Salary by State

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