Staples, Inc. is hiring: Merchant (Remote) in Chesapeake

March 6, 2026

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Hunts within defined territory to prospect and win net new small to medium business customers. B2Bs are also responsible to ramp and onboard net new won accounts to further expanding our customer base. It is a high velocity sales position that leverages a prioritized call list to drive prospect engagement remotely by phone, video, face to face, and utilizing digital tools. Exhibit effective appointment setting skills and set the required number of appointments each week with the correct decision makers. Capable of overcoming objections and closing the sale. Utilize prescribed selling tools to prioritize activities and drive efficiency, as well as to document customer engagement and information (ex: Priority List, Tenfold, SFDC). Internal Partnerships: Effectively work with customer support/set up teams and category specialists to progress deals forward to closed won Implements and ramps wins driving compliance to new account/program Create sticky accounts which will continue to purchase from Staples Integrates feedback from prospects into their sales approach New customer assortment and pricing Customer Communications: Individual is responsible to communicate with prospects daily in person and face to face in a professional manner Ability to work with product category sales team members Strong business, financial, operations and technology acumen Ability to function independently with minimal daily supervision Ability and motivation to find, develop, and close sales 1-3 years of successful sales experience or success as a Staples B2B Sales Associate ~3+ years experience in PowerPoint, Excel, and Outlook Bachelor's Degree Knowledge of Customer Relationship Management tool (CRM) Flexible PTO (22 days) and Holiday Schedule Online and Retail Discounts, Company Match 401(k), Physical and Mental Health Wellness programs, and more! For MA or Remote in US : It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. At Staples, "inclusion" is an action word. When we operate inclusively, diversity naturally follows. The result is a better workplace and innovative thinking that helps us exceed our customers' expectations – through the power of the people behind our iconic brand. All qualified applicants will receive consideration for employment without regard to race, color, religion, age, sex, sexual orientation, gender identity, national origin, protected veteran status, disability, or any other basis protected by federal, state, or local law. Apply tot his job

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...