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Top 20 Interview Questions to Ask a Sales Executive

March 18, 2022 by Aylish DeVore

Sales roles in particular have some of the highest turnover rates when compared to any other department or industry. Because of this, it’s important to productively utilize your time interviewing, on-boarding, and training a new sales executive. As a hiring manager, it’s crucial you go into each interview as prepared as possible in order to make the best decision.

Asking the right questions during an interview will lead to key insights you’ll need when weighing the options. Information related to the role, company culture, and a candidate’s work ethic are all important to touch on. Use this list of interview questions as your guide next time you’re hiring a sales executive. You may be surprised to see what insights you’re able to gain when you dive deeper than the stale “walk me through your sales experience” type of inquiries.

Sales Executive Interview Guide

Personality & Relationship Skills:

1. What’s your favorite part of a sales job/process? Least favorite?

This response will offer key insight when fitting candidates to your exact sales role. For example, if the role you’re looking to fill is 60% cold calling/prospecting and the candidate replies with this being their least favorite – the role most likely isn’t a fit. Often, sales executives will shy away from admitting something they don’t enjoy in fear of not coming across as a team player. There are multiple ways to frame this ask if you don’t think you’re getting a straightforward answer from a candidate. Asking “In your last position, how much time did you spend cultivating customer relationships versus hunting for new clients? Did you enjoy that?” often does the trick.

2. If you asked your manager what your biggest strength and weakness is, what would they say?

Asking sales executives about their strengths and weaknesses may seem like a basic interview task but it’s common for a reason. Framing this from the perspective of their current or previous manager will give you even more insight to their past experiences. This will also shed light on the candidate’s confidence level in those roles. Often, sales executives will dodge the weakness aspect of the question. Don’t take “none” for an answer and try to uncover how they are at “selling” themselves, and how they are at critical thinking/problem-solving.

3. Given these three terms: promotion, money, and recognition; put them in their order of importance.

This question will give insight into what a sales executive values in both their career and in life. As a follow up question, ask them to explain what each of those terms look like to them. Their answers will explain what they’ll be motivated most by and what they’ll use as a benchmark for success. Be sure to leverage the answer if you end up managing them, and you’ll already be ahead of the game.

4. If you had no obstacles and could start your dream job tomorrow, what would that role look like?

This more creative way of asking the tired “Where do you see yourself in 5 years?” question will keep an interviewee on their toes. It still allows you to break down their short-term and long-term goals, but also sidesteps the possibility of a candidate providing a manufactured answer. Oftentimes, the 5-year question usually prompts a response that the candidate thinks you want to hear.

Regardless, planning for the future of any employee you decide to hire is important. Thinking in terms of the future benefits not only the sales executive, but the manager and company as a whole as well. When forecasting team strategy, you’ll need to know your sales executives are here for the long haul. To help avoid even higher turnover rates, asking this question weeds out the candidates who aren’t truly passionate about the position, and helps you determine whether or not you’d be able to offer them their dream job, either now or in the future.

5. Tell me about a time when you collaborated with other sales team members and those outside of the sales team.

This answer will be key when deciding if they’re a team player or a lone ranger in the field. If one or the other is important to the role, the response can be extremely useful. In most sales roles, relationship building and collaboration skills are essential, so don’t be shy with follow up questions if you need more information! Asking “What impact were you able to make or what goals did you achieve?” can lead to further insights. Again, this will depend on the exact position the interview is related to. If the role will have a high amount of internal collaboration with a team – focus on that, and vice versa.

Ideal Work Environment Insights:

6. What type of work environment do you thrive in?

This question and answer often gets overlooked but can be one of the most detrimental if discovered post-hire. In order for a sales executive to thrive in any position, the environment and culture around them needs to be a fit. Take the candidate’s response and compare their preference to the environment they will be in at your company. Does it seem like a match? If you don’t value the same things here, turnover can be expected and moving forward with the hiring process wouldn’t make sense.

Another thing to consider is that all 2022 hiring trends point to the remote and hybrid workforce continuing to grow. Experts predict that by 2025, roughly 36.2 million employees in the US will work remotely. If the role you’re hiring for permits, be sure to ask candidates key questions surrounding their remote working experience. Ask if they thrive most in a remote, hybrid, or in-office work setting. From there, you should be able to gauge if they require consistent team interaction to succeed, or if they are sufficient working independently majority of the time.

7. Have you ever had a manager you didn’t like? Why?

Management styles can alter the success of a hire in the same way as a work environment. Dive deep into the candidate’s ideal management style and compare it to your own. Can you see yourself working closely with this candidate? Do they seem eager to learn from you and willing to take direction? These are all good follow-up questions to ask yourself after reflecting on their answer.

Also, be sure to note how they portrayed their past experiences. Did they bad-mouth their previous manager, or did they offer facts and expand on the lesson they learned from their experience? Venting and talking negatively about a past role or leader can be a sign of arrogance and lead to a toxic relationship down the road.

8. Which sales metrics do you pay attention to and why?

In sales, personal drive is essential. Asking what metrics they specifically look at when determining success for themselves will give great insight into how they operate. Are they motivated by the same things you use to track success and promotions? If not, it may be hard for the sales executive to feel fulfilled and experience growth in the role.

Ability to Remain Resilient:

9. What do you do to regroup and recover when you have a bad day? Bad week? Bad month?

Sales requires a lot of resilience and the ability to deal with rejection frequently. Asking if sales executives have an established coping mechanism will be telling in how dedicated they are to succeeding in their role. You’ll also be able to reflect on how much experience they’re bringing to the table. This is especially important if the role you’re hiring for will require a lot of cold-calling. Have the sales executive provide personal examples of this experience, which will shed light on how they’ve succeeded in previous roles.

10. How do you motivate yourself?

Along with overcoming rejection, sales roles typically require a good amount of self-motivation. Similar to the previous question, asking how a candidate motivates themselves will highlight their work ethic. An ideal sales executive will have a detailed answer based on past experiences.

11. Describe a time when you had a difficult prospect but were able to persevere and win the sale.

Ideally, the last two questions will lead into a version of this question naturally - but if not, it’s a good one to follow up with. Don’t be afraid to ask for specifics! Some sales executives are pros at misdirection. Candidates who give vague, wordy answers should be a red flag. By asking for a specific time when candidates managed a difficult prospect, and how the situation played out, you’ll be able to gather the details you need to trust their skills. An ideal sales executive will offer insight on lessons they learned and will be able to explain how they applied that knowledge to future situations – preferably without having to be asked. This highlights strong customer service and interpersonal skills that are essential in any good sales executive.

Sales Executive Expertise & Other Skills:

12. Explain the steps you take from the beginning of the sales process to the end.

Look for detailed answers here that point to their confidence and industry expertise. See which tasks will be similar to the role you’re hiring for. Make note of what will need to be retrained and what will be a breeze for them to pick up when it comes to transitioning into your company’s processes.

13. Pitch me our company’s product/service.

This question is a spin on the classic “sell me something” concept and shows how much knowledge the candidate already has. The biggest underlying insight you’ll gain from this question is the amount of research they did to prepare for this interview with your company. A sales executive with a firm understanding of what the company does and the products and services they provide will ultimately be a dedicated addition to the team. Those who did their homework should be noted, as it directly reflects one’s work ethic and initiative.

14. What’s your proudest sales accomplishment?

This question leads to insights into the candidate’s skill level, confidence, and how large or small of sales they are used to closing. This will also point to their passion for the industry. From their response, you should be able to tell what gets them excited about sales.

15. Have you used CRM software before? If so, which one and how advanced are your skills?

This may seem like a basic, technical question but it allows for major bonus points if the candidate will be able to breeze through learning software during training. Even if the candidate hasn’t worked hands-on with the exact software you use, you can ask them if they’re familiar or have heard of it as follow-up questions. Even a little bit of familiarity and knowledge is better than starting from scratch!

16. How do you stay knowledgeable about your target audience?

A dedicated and passionate sales executive will take the initiative to stay up to date on their industry’s trends and updates. Ask what specific resources they leverage or how often they review industry news. Watch for vague answers here, this is one candidates may try to talk themselves into a circle about if they don’t have a solid answer. Bonus points if they can tell you a bit of recent news they’ve heard with specifics on how they are planning to implement it into their process.

Company Culture Fit:

17. Why did you apply for this position?

This question is a great way to uncover why they’re looking to leave or why they left their current role. Be sure to take notes on how they talk about their previous or current company. As mentioned earlier, bad-mouthing of any kind should be a red flag. This question will also give insights into what drew them to your company specifically. If the vision that was portrayed to the candidate doesn’t fit what you want it to, this then gives you insight on how to better market yourself as an employer.

18. Are you ready to jump on a sales call right now?

In other words, this question asks, “Did you do any research on our company and product offerings?” This will show either a strong work ethic and desire for the role, or a lack of ambition. If you like the answer you receive, another great follow-up could be “If you were to start the job tomorrow, what would you be doing tonight to prepare?” Again, this will shine a light on their motivation and drive to succeed in this role.

19. Why do you want to work here/sell our product/service?

It’s no secret that an employee who is passionate and invested in the company they’re working for will out preform those who aren’t. Gallup's report on employee engagement shows that companies with a highly engaged workforce have 21% higher profitability. This question allows sales executives to open up about what they find intriguing about the role and overall company. Play close attention to see if any buzzwords from your company’s core values show up in their response. Finding candidates that have similar values to what your company is striving for is an excellent bonus.

20. How do you think our company can improve?

Loyalty plays a big role in employee retention. If you can decide which candidates already have initial loyalty to your brand, that’s a big plus! By asking what the company can do to improve, you’re really asking “How much do you care about the company succeeding?” This is a good question to watch for some common red flags as well. Often, you’ll be able to notice if the candidate is the type to tell you what you want to hear, or if they are critical thinkers. Those that answer honestly and critically are more likely to work through challenges to help better the company.

Conclusion:

Ultimately, not all sales roles are created equal. Leverage these interview questions as an outline but be sure to adjust to fit each role’s specific needs. While it’s very important to prepare and have a roadmap for leading the interview, don’t be afraid to get creative and be ready to pivot with follow-up questions based on candidate’s answers.

Once you’ve ran through all the questions you prepared, a great way to wrap up the interview process is by opening up the floor to them to ask you questions. Sales executives who ask questions show they are inquisitive about the role and company culture – which means they are trying to picture themselves there. Declining to ask any further questions is a tell that they may have bad communication skills and may be afraid to ask for what they want – not a skill you want in a strong sales executive. In this sense, be prepared to answer some questions of your own! 67% of employed Americans say that job interviews influence their decision to accept a job – so be sure to portray your enthusiasm for the role, company, product, and/or service offered. LinkedIn reported that the most important considerations in accepting new jobs are compensation (49%), professional development (33%), and better work/life balance (29%). Make it a point to touch on these key points to get sales executives excited about joining the team.

When preparing for the undertaking of hiring new staff, remember that Blue Signal can help alleviate the stress. As experts in the hiring process, our recruiters can help not only coach you through the interviews, but help with sourcing candidates, scheduling interviews, negotiating hiring terms, and so much more. Contact us today to get matched with a specialist in your industry!

Filed Under: Blog Posts, Recruiter Tips Tagged With: company culture, employee retention, hiring, hiring manager, Hybrid Work, Hybrid Workforce Culture, interview guide, interview questions, interview tips, interviewing, management, management style, outside sales, promotion money recognition, Remote, remote work, sales, sales cycle, Sales executive, sales experience, sales metrics, sales tips, turnover, WFH, work environment

Leveraging COVID in an Interview to Gain Insight into Company Culture

August 20, 2020 by Lacey Walters

The Coronavirus pandemic has caused unmeasurable hardships on people and businesses worldwide, yet unwittingly brought about some of the greatest innovation and adaptation we will ever see in our lifetime. Companies all over the world have reimagined their customer experience, relocated their workforce, and deployed incredible technologies that have prioritized safety and security in spite of the virus. Considering all of this, leaders everywhere are asking the same question, “what comes next?” What was once considered a quick fix to a pressing problem might be the new norm - whether that be working from home, or re-emphasizing e-commerce in the marketplace. 

This changes a lot in the way of the workforce. As many look for new jobs post-pandemic, it’s important that we rethink the traditional interview philosophy that the company is only vetting you, and not the other way around. As a candidate that brings a lot to the table, make sure you are asking the right questions to ensure this company is the place for you. With COVID as a good benchmark for how a business values the security and safety of its employees, utilize the following questions to gain the best insight into the true culture of a company. 

Leveraging COVID in an Interview Infographic

The Ones They Prepared For 

Being top of mind, hiring managers and interviewers by now must have mastered their post-COVID-19 game plan. Most of their work for the past several months has revolved around how they will handle remote onboarding, work from home policies, and the benchmarks they seek to achieve with this new business model. Consider asking these questions to get a sense of how they are looking to manage these challenges: 

 

Can you tell me about your work-from-home policies? 

  • This is a pretty basic question. If they plan on having you work remote, you will want to know what your schedule will be like, what hardware they might provide for you to complete your work, and what communicating with your team will look like. Set these expectations early! Better yet, ask if these are outlined in the employee handbook and request a copy to review. 

 

What will remote training look like for this role? 

  • Assuming you will be working from home for the foreseeable future, you probably will not go through their traditional training program. As an organization, they will have a good idea of how they will onboard you into your role. Recall how you learn best and try to advocate for yourself here. If you learn best at your own pace, you might want to look for a company with a preset online training module that you can work through. Or, if you work better by bouncing ideas off someone, look for an employee shadowing training opportunity. 

 

How are you working to ensure the success of new hires in light of COVID? 

  • Try not to think of this as a philosophical question. You don’t want to work for a company that just “gives you tools and hopes for the best” - you want to work for a company that has a support system ready to go and has goals in mind for what they want this role to achieve for them. Ask what success looks like in this remote role, and how the training is set up to ensure you get there. 

 

What is the timetable for the company returning to the office, if at all?

  • Make sure you know what you’re getting into. Ask if the end goal is to have this role working back in their brick and mortar headquarters, or if they see this position being permanently remote. Note which workplace style you prefer, and make your decision based on what the position will offer you long-term. 

 

Covering the Logistics 

Businesses have had to pivot to reshape their safety and time off blueprints, especially in essential industries and in-person positions. Before committing to a role, you will need to know how the company has outlined rules and regulations to keep you healthy and employed. We suggest asking these questions NOT in the initial interview, but maybe in the second or third interview when you are anticipating a job offer. Just like asking about compensation and perks in your initial introduction, asking about sick leave and related policies can sometimes give off the wrong impression. Be strategic with when and how you ask the following: 

What changes have you made to ensure employee safety post-COVID? 

  • Prior to the pandemic, they surely had PTO policies and safety protocols that were in place to meet mandated regulations, but with COVID-19 that all would have changed. You can cut past the standard items with this question and get right down to the updates. 

 

What is your sick leave policy? 

  • With COVID, some employers might have rethought their rules regarding doctor’s notes and other guidelines that qualify time off as sick leave. The laws regarding what is required by businesses differ by state. Know your state’s laws before going into your interview by checking here. 

 

If I get sick and have to quarantine, what happens? 

  • It’s important to set expectations ahead of time in these situations. Remember, if you’re not going to be working in a remote capacity, the regulations they have set for this role are the same regulations set for your coworkers after they fall ill. Make sure that whatever their policy, it is something you are comfortable with. 

 

What happens if I need to take care of a sick, dependent family member, like a child or elderly parent? 

  • Hopefully this is never a situation you will have to navigate, but in that instance, it’s good to know where you stand with your employer. Let them know your responsibilities outside the workplace to best gauge if this is the type of work environment that meshes well with other aspects of your life, too. 

 

Uncovering the True Company Culture 

Unfortunately, it’s all too common that you enter a job interview and are promised the moon and stars in a new role. With some interviews giving an impression of glitz and glam, it’s easy to get caught up in the excitement of a prospective new opportunity and miss some red flags. The Coronavirus pandemic has given prospective employees a unique opportunity to ask companies acceptable - but telling - questions about a role. Use the following questions to get some insight into a business’s actual priorities and overall culture: 

What did you learn from the COVID crisis - as a leader, and as a business? 

  • Try not to lead this question to employees, revenue, production, or anything else. Ask it plainly and then wait to hear what they say. Without giving context, this will give you a realistic view into what is top-of-mind for this particular manager in that particular department. Depending on the direction they go, you can get some major insight into how they prioritize their employees by either mentioning their teams or - even more telling - by not mentioning their team at all. 

 

In what ways have the strategic priorities of the company shifted? How does this role support the achievement of these new goals? 

  • This is a great question to get a sense of the direction the company has shifted. Maybe they expanded their service offerings to gain better footing in new industries or doubled down on their current target markets. Whatever the case, it’s beneficial to know how this particular position plays into their long-term strategy to better understand what is expected of you if you were to land the job. 

 

When it comes to leading hybrid teams (remote and in-person workers), what is your management style? 

  • As mentioned before, it’s pertinent to look for what it is you need to succeed. Maybe this manager is super hands-off with their remote workforce, but deep down you know that you need more structure in your role to stay on task. In which case, you might prefer the other role with a manager that schedules end of day check-ins with their team. 

 

How has your company worked to maintain company culture with a remote workforce? 

  • As part of the appeal of this candidate-driven job market, you should know what kind of team environment you are stepping into. Maybe you need a competitive space to outperform your peers in sales, or maybe you need a lot of camaraderie to feel fulfilled in your role. If this is your first remote role, and you thrive in an immersive company culture, seek that out. Talk to the interviewer about things they have done to maintain that togetherness despite physical distance. 

 

Have you had to lay off employees due to the pandemic? If so, how did you help them transition to new roles? 

  • Tread lightly with this question! If you feel like this new position could be a risky move, this question could help you investigate its job security further. Of course, the interviewer probably won’t talk about any less than agreeable terminations, but watching their body language and hearing their take can give a valuable perspective. 

 

How has your company supported its community during the pandemic? 

  • If social responsibility marks high on your list of things you want in a future employer, this question can help you discern a company’s sentiments. There could be situations where they did their best by just keeping their heads above water after the market crashed. In this case, you could add value to your candidacy for the role by discussing ideas on cost-effective ways for the company to give back. 

 

Certain questions asked in particular ways can uncover answers that aren’t explicitly stated on career pages or in job descriptions. With the Coronavirus, candidates have been given a whole new arsenal of inquiry that is founded in safety and concern, yet reveals much more in terms of company culture and priorities surrounding employees in a workplace. Interviewers will unintentionally tell you a lot more there is to know about a company and a role than intended if you know what to look out for. Use this to your advantage! Find a company that fulfills all that you require from an employer - from protective safety measures to ethics and values that are on par with your needs. 

Interviews can feel like a very strategic song and dance. And in a way, they are! There is a certain etiquette that needs to be maintained to give off your best impression, but that doesn’t mean you can’t gain beneficial insight from them to help your decision-making before accepting a role. Use these tips and questions carefully, and they will help you uncover some truths about a company and how they will take care of you as an employee. For more tips and tricks on getting the most out of your interviews, download our comprehensive guide. 

Filed Under: Blog Posts, Career Advice Tagged With: company culture, corporate culture, interview guide

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