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Account Executive (Boston)

April 29, 2026

<div class="content-intro">GuidePoint Security provides trusted cybersecurity expertise, solutions and services that help organizations make better decisions and minimize risk. By taking a three-tiered, holistic approach for evaluating security posture and ecosystems, GuidePoint enables some of the nation’s top organizations, such as Fortune 500 companies and U.S. government agencies, to identify threats, optimize resources and integrate best-fit solutions that mitigate risk.</div>The ideal Account Executive will pro-actively network, cold call, and sell to multiple contacts within an organization, including "C" levels. This person will manage and develop relationships with customers and provide a consultative sales approach that delivers the highest level of account management services. The Account Executive should share the goals and concerns of the client and understand the technology partner and products available to meet their goals and solve their challenges. This position is virtual/remote with regional travel required. Role and Responsibilities: Consistently meet sales and profitability goals. Position, configure and quote product and service solutions to clients. Participate in industry organizations such as ISSA, ISACA, OWASP etc. Manage leads and opportunities through the companies Salesforce and other CRM tools. Accurately and consistently report sales forecasts and opportunity funnels Participate in creation, editing and closure of services proposals. Work with GuidePoint Security vendors to understand and position their technologies, understand and articulate their value proposition to clients. Participate in field marketing to generate interest and provide information to the client prospect community to include driving attendance to such events and activities Represent GuidePoint Consultants to clients and be able to articulate our areas of expertise Set proper expectations and maintain open communication with clients and vendors through the lifecycle of the sales process. Effectively leverage supporting resources in the sales process with the spirit of teamwork and cooperation. Professionally develop and present sales presentations to large groups and executive level clients. Position Requirements: Minimum 5 years outside sales experience in the IT space required (preference for experience in Information Security) Current enterprise security space experience preferred Strong, established relationships with key accounts in the territory required Requires experience with Salesforce.com Strong group presentation skills a must Verifiable history of exceeding sales goals and generating leads Demonstrated ability of lead generation and opening new accounts Experience selling professional services, security audits and assessments a plus Bachelors degree preferred Network security vendor related certifications strongly preferred<div class="content-conclusion">We use Greenhouse Software as our applicant tracking system and Zoom Scheduler for HR screen request scheduling. At times, your email may block our communication with you. Please be sure to check your SPAM folder so that you don't miss updates on your application. Why GuidePoint? GuidePoint Security is a rapidly growing, profitable, privately-held value added reseller that focuses exclusively on Information Security. Since its inception in 2011, GuidePoint has grown to over 1,200 employees, established strategic partnerships with leading security vendors, and serves as a trusted advisor to more than 6,200 customers. Firmly-defined core values drive all aspects of the business, which have been paramount to the company’s success and establishment of an enjoyable workplace atmosphere. At GuidePoint, your colleagues are knowledgeable, skilled, and experienced and will seek to collaborate and provide mentorship and guidance at every opportunity. This is a unique and rare opportunity to grow your career along with one of the fastest growing companies in the nation. Some added perks…. <ul> <li>Remote workforce primarily (U.S. based only, some travel may be required for certain positions, working on-site may be required for Federal positions)</li> <li>Group Medical Insurance options: Zero Deductible PPO Plan (GuidePoint pays 90% of the premium for employees and 70% for family plans (spouse/children/family) or High Deductible Health Plan with HSA (GuidePoint pays 100% of the employees premiums and 75% for family plans (spouse/children/family). If you choose the High Deductible / HSA plan, GPS will contribute in 4 equal quarterly installments: ($850 per EE annually / $1750 per family annually (includes spouse/children/family options)</li> <li>Group Dental Insurance: GuidePoint pays 100% of the premium for employees and 75% of family plans</li> <li>12 corporate holidays and a Flexible Time Off (FTO) program</li> <li>Healthy mobile phone and home internet allowance</li> <li>Eligibility for retirement plan after 2 months at open enrollment</li> <li>Pet Benefit Option</li> </ul> </div>

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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...