High-paying retail jobs in Chesapeake
Retail sells goods directly to consumers in stores or online. Retail associates assist customers and manage inventory. Customer service and communication skills are key.
The 1,089 retail jobs listed below pay well, with salaries between $13.42 and $16.91 per hour. Retail Sales Associate, Assistant Store Manager and Cashier are among the most popular high-paying roles in Chesapeake, VA.
Job title
Updated Oct 26, 2026Store Manager
Chesapeake
Virginia
Assistant Store Manager
Chesapeake
Virginia
Grocery Associate
Chesapeake
Virginia
Merchandiser
Chesapeake
Virginia
Retail Assistant Manager
Chesapeake
Virginia
Lead Associate
Chesapeake
Virginia
Retail Sales Associate
Chesapeake
Virginia
Cashier
Chesapeake
Virginia
Seasonal Associate
Chesapeake
Virginia
Seasonal Retail Sales Associate
Chesapeake
Virginia
Job descriptions below are for educational purposes. Please refer to the employer's job description for complete details.
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Store Manager
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Please refer to the employers job description for complete details.
Store Managers oversee retail operations, manage staff, and drive sales performance. Expertise in leadership, inventory management, and customer service is crucial. Strong organizational and communication skills enhance success.
The top companies hiring Store Manager in Chesapeake, VA are Dollar General (7 jobs), Walgreens (2 jobs), and Panda Restaurant Group (2 jobs).
Store Manager jobs take 46 days on average from job posting to starting date. Currently, 3% of job openings are part-time roles.
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Chesapeake
$18.69 per hourVirginia
$24.40 per hourSkills
- Store management
- Leadership
- Retail sales
- Sales
- Communication skills
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Assistant Store Manager
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Assistant Store Managers support daily operations, manage staff, and optimize customer experiences. Retail management experience, leadership skills, and customer focus are key.
The top companies hiring Assistant Store Manager in Chesapeake, VA are Dollar General (6 jobs), 7-Eleven (2 jobs), and Extra Space Storage (2 jobs).
Assistant Store Manager jobs take 38 days on average from job posting to starting date. Currently, 4% of job openings are part-time roles.
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Chesapeake
$18.30 per hourVirginia
$19.12 per hourSkills
- Communication skills
- Store management
- Leadership
- Sales
- Retail sales
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Grocery Associate
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Grocery Associates stock shelves, assist customers, and maintain store cleanliness. Physical stamina, product knowledge, and strong customer service skills are keys to success.
The top companies hiring Grocery Associate in Chesapeake, VA are Food Lion (9 jobs), Walmart (2 jobs), and Harris Teeter (2 jobs).
Grocery Associate jobs take 13 days on average from job posting to starting date. Currently, 64% of job openings are part-time roles.
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Chesapeake
$17.96 per hourVirginia
$17.67 per hour -
Merchandiser
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Merchandisers manage product displays, analyze sales trends, and liaise with suppliers. Success requires creativity, retail experience, and strong analytical skills.
The top companies hiring Merchandiser in Chesapeake, VA are The Home Depot (3 jobs), Reyes Beverage Group (2 jobs), and Mondelฤz International (2 jobs).
Merchandiser jobs take 33 days on average from job posting to starting date. Currently, 78% of job openings are part-time roles.
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Chesapeake
$16.91 per hourVirginia
$13.04 per hourSkills
- Merchandising
- Communication skills
- Retail sales
- Sales
- Customer service
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Retail Assistant Manager
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Retail Assistant Managers support store operations, manage staff, and enhance customer experiences. Leadership skills, retail management experience, and the ability to multitask are essential for driving store performance.
The top companies hiring Retail Assistant Manager in Chesapeake, VA are GameStop (2 jobs), Variety Wholesalers (2 jobs), and Snipes (2 jobs).
Retail Assistant Manager jobs take 55 days on average from job posting to starting date. Currently, 58% of job openings are part-time roles.
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Chesapeake
$15.87 per hourVirginia
$17.02 per hourSkills
- Sales
- Communication skills
- Negotiation
- Business development
- English
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Lead Associate
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Lead Associates oversee sales strategies, mentor staff, and enhance customer experiences. Expertise in retail operations, leadership skills, and a focus on customer satisfaction are crucial.
Lead Associate jobs take 10 days on average from job posting to starting date. Currently, 0% of job openings are part-time roles.
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Chesapeake
$15.85 per hourVirginia
$16.67 per hour -
Retail Sales Associate
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Retail Sales Associates assist customers, manage inventory, and drive sales. Success requires product knowledge, effective communication, and customer service excellence.
The top companies hiring Retail Sales Associate in Chesapeake, VA are Cracker Barrel (10 jobs), Food Lion (8 jobs), and AutoZone (5 jobs).
Retail Sales Associate jobs take 39 days on average from job posting to starting date. Currently, 54% of job openings are part-time roles.
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Chesapeake
$14.59 per hourVirginia
$15.98 per hourSkills
- Sales
- Retail sales
- Customer service
- Cash register
- Communication skills
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Cashier
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Cashiers process transactions, maintain accuracy, and provide customer service. Familiarity with cash registers, strong communication skills, and ability to handle money responsibly are vital.
The top companies hiring Cashier in Chesapeake, VA are Taco Bell (11 jobs), The Home Depot (3 jobs), and 7-Eleven (2 jobs).
Cashier jobs take 33 days on average from job posting to starting date. Currently, 58% of job openings are part-time roles.
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Chesapeake
$14.55 per hourVirginia
$14.81 per hourSkills
- Customer service
- Restaurant experience
- Bartending
- Communication skills
- Cooking
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Seasonal Associate
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Seasonal Associates assist customers, manage inventory, and support sales during peak seasons. Retail experience, customer service skills, and adaptability are beneficial for success.
The top companies hiring Seasonal Associate in Chesapeake, VA are Five Below (4 jobs), Michaels (2 jobs), and GameStop (2 jobs).
Seasonal Associate jobs take 21 days on average from job posting to starting date. Currently, 70% of job openings are part-time roles.
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Chesapeake
$14.20 per hourVirginia
$15.92 per hour -
Seasonal Retail Sales Associate
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Please refer to the employers job description for complete details.
Seasonal Retail Sales Associates assist customers, stock shelves, and process transactions during peak periods. Retail experience, excellent interpersonal skills, and adaptability in fast-paced environments are required.
The top companies hiring Seasonal Retail Sales Associate in Chesapeake, VA are Macy's (6 jobs), JCPenney (3 jobs), and Old Navy (3 jobs).
Seasonal Retail Sales Associate jobs take 6 days on average from job posting to starting date. Currently, 74% of job openings are part-time roles.
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Chesapeake
$13.42 per hourVirginia
$15.21 per hour