Hiring salespeople is a challenge. It’s a task that requires finding the best communicators and relationship managers, made all the harder by the fact that salespeople are persuasive and interviewers must work past that to uncover the candidate's personality—not just their memorized answers and sales techniques.
So, to help you find a sales professional who is right for the role—as well as optimistic, dedicated and a perfect match for your company culture—we’re taking you through the process of hiring salespeople, from the best job interview questions to ask to the traits to look for in the answers. This list of sales interview questions should be helpful for both the interviewer and interviewee.
So, how can you ensure you hire the sales representative with the ideal skillset, experience, knowledge and personality for the needs of your company.
No matter which sales role you’re interviewing for, make sure you include these eight must-have sales interview questions.
1. How would you describe your perfect work environment in sales?
This question helps you uncover the expectations they have of their ongoing workload, their team, the office atmosphere and even the way tasks are planned and delegated.
While there’s no one-size-fits-all answer to this question, it should help you work out how open your candidate is to reflect on their work, upskill on an ongoing basis and lift other team members up as opposed to aiming for individual goals only.
2. How did you land your most successful sale?
With this question, your potential sales rep should light up and confidently go into detail on their strengths and overall sales talent.
A good answer is one that reveals a candidate's unique way of moving a sale forward. This sheds light into their communication skills and the sales strategies they employ.
Make sure to ask follow-up questions to learn more about their mindset throughout that success, as well as the way they dealt with any hurdles and even the way they celebrated this sale.
3. Walk me through your approach to the sales process in your most recent role.
A sales process question is a pure knowledge test. If your candidate keeps talking about all the sales they won in their last job, but can’t name the stages of the process or approximate how long they took, they are likely being dishonest with you. The proof is in the details, so as a candidate make sure you have those metrics on hand and look out for this as an interviewer too.
You’re looking for an answer that clearly shows actions they’ve taken to move their prospect through the entire sales cycle.
4. What is your least favorite part of the sales process?
Honesty is important, and sales is difficult. In their job, they are bound to deal with difficult people, roadblocks in the process, rejections and failed deals.
Even if they genuinely enjoy being part of that process, it’s unlikely they are always 100% motivated and content. When you get an initial answer, make sure to ask follow-up questions to uncover their approach when it comes to difficult moments.
5. How would you describe our company based on what you’ve seen so far?
It’s not only important that the candidate is right for you, you have to be the right option for them, too. Asking this question will ensure that they know what they’re signing up for and the company's products, market and environment they will be surrounded with daily.
It also lets you know they put the work into researching before they walked into the sales job interview, a good sign they’ll know how to research prospects before reaching out or pitching to them.
This answer should reveal if they’re a good fit for your company culture. If the company stands for working smart over working hard, but they believe you encourage working overtime and hustling 24/7, ask yourself whether this person will match with the rest of the team and the company.
6. Why are you looking to leave your current job?
Another question that has no perfect answer, but it’s important for any industry and any type of role.
An answer should reveal the candidate's true intent for a new sales position. It’s a version of ‘tell me about yourself’ that gives you insight into their career goals and thought process.
As long as it’s a positive reason, such as an opportunity to grow or even leaving an environment that wasn’t a fit for their personality or style of work, you’re looking at a great candidate. If they’re talking negatively about their current job or employer, beware.
Make sure to ask more questions if their reason to leave is something that might be the case in your company, too.
7. How do you keep up to date on your target market?
The answer should show you the books, newsletters, courses, blogs and other resources that your candidate frequently consumes to stay on top of the industry. Follow up by asking them how much time they spend each week or month on learning.
8. How do you organize your day?
A poor answer is the one that reveals they deal with commitments as they come in, without any logic or a way to prioritize. A great answer will showcase their ability to start each day with a clear plan and reflect back on their tasks and performance at the end of the week. An even better addition would be experience with a CRM that you use in your company to keep sales tasks organized.
Salespeople are well-versed in giving answers they know you want to hear. Why not add these six questions to dig a little deeper into their motivations, experience and self-awareness—and potentially catch them off-guard?
1. What core values should every good salesperson possess?
The answer to this question will help you see how they truly feel about a career in sales, as well as how they think they fit into that role.
2. What is your ultimate career aspiration?
They won’t be in this role and your company forever. How does it play into their long-term plan? Do they believe it will make a difference in their sales career, or is it just a job to keep them busy and pay the bills until something better comes?
3. How do you keep a smile on your face during a hard day?
There’s no way to rehearse an answer to this question. It’s quite a personal question when you think about it; it has a lot to do with their personality and the internal drive to make the most of every situation.
4. How would you explain our product or service in a single sentence?
This is a variation on the earlier question asking for a description of your company, but in a more condensed way, indicating how well what they’ve seen and heard so far has been understood.
5. Tell me a team disagreement you’ve had. How did the team resolve the issue? What part did you play?
Another question that is almost impossible to fake an answer to. When you ask this, your candidate will have to recall their team experiences (negative ones!) and articulate them in a relatively short period of time. It will show their maturity and willingness to find solutions that work for everyone.
6. Have you ever asked a prospect you lost why they chose not to buy? What did you take away from that experience?
This is another way of seeing how your candidate deals with rejection and failure. A great answer will reveal they’re always aiming to learn from unsuccessful deals, as great salespeople ask for constructive criticism and feedback on performance.
One important part of building your list of interview questions is adding questions specific to the sales position you’re interviewing for.
Sales reps who are relatively new to the world of sales might be quicker to give up on prospects or get unmotivated after losing a sure deal.
They are also just getting comfortable with managing various pipeline stages, qualifying leads and figuring out the quirks of your industry and the typical hurdles in your market. An interviewer can ask these questions to make sure they are on the right track.
Courteney Cannon, Sales Operation Manager at Pipedrive, also uses these questions as core parts of interviewing for entry-level sales roles:
“These questions will reveal their motivation to be in this role, as well as their ability to hold a conversation and engage the listener,” Cannon explains. “Details on their past commission structure and their track record are just hard to make up, so it’s an easy way to gauge their success in a similar role in the past.”
Call center sales
Call center staff often have to deal with a high volume of calls, notes and inquiries on a daily basis. This also makes them more exposed to frustrated prospects or customers, as well as uncomfortable phone conversations.
A friendly and highly detailed approach to this job is paramount. As the interviewer, you could ask:
Account managers are problem-solvers who play a crucial role in the growth of a business and usually develop long-term relationships with a select amount of valuable customers. They do this by making sales, handling complaints, collecting and analyzing customer data and trying to improve the overall buyer experience.
Successful account managers are communicative, resourceful and highly organized. Recruiters can ask:
Sales managers are in charge of hiring, coaching and motivating sales reps that can thrive in their team and grow both as individuals and in a group setting. In other words, it's a lot of responsibilities to carry. A sales manager doesn’t just need to be a talented salesperson, they also need to have a knack for leading and people-managing—a skill even many of the best salespeople don’t have.
When interviewing for this role, make sure you assess the capabilities of your candidate to lead their team in the right direction, help them through rough times and missed targets, and stay composed in any situation. One way to do this is with situational sales interview questions:
Customer success manager
Your customer success manager makes sure that your product or service fills the gap between the customer and their success—literally.
It’s a proactive role that reduces customer churn and ensures customers are fully educated about the product and any potential frustrations are prevented before they turn into a customer service issue.
Customer success managers should be able to handle demonstrations and product walkthroughs based on the individual customer requirement. Look out for someone with experience presenting to different audiences and with a skill for summarizing products/services.
Some questions to ask someone interviewing for this role include:
You could also ask these sales interview questions when searching for a sales consultant.
Sales operations manager
Sales staff that work in operations management roles help teams reach their full potential by solving process-related problems, implementing tools and strategizing solutions that streamline everyone else’s jobs.
The interviewer wants to learn about their methodologies and past successes in sales operations.
Director/VP of sales
A VP of sales plays a critical role in building a resilient sales machine that carries the entire company forward.
Sales directors have to think about the big picture in everything they’re doing while being aware of the day-to-day progress. Some questions to ask this high-level role:
Beyond asking the right sales interview questions and common interview techniques, there are other aspects of a candidate’s work style to look out for. Figuring out what kind of a team player your candidate is should be at the top of your list.
Hiring managers shouldn’t just look for individuals who can confidently sell your product or service alone. They’ll be part of a sales team—a group of people that works towards big-picture, long-term goals for the benefit of the entire company.
An individual sales rep might come across as very skilled at their job: their past sales performance might be out of this world and they can sell literally anything to anyone.
But what happens when this sales rep doesn’t work well with others?
The rest of your sales team might become unmotivated around that team member or even frustrated about the lack of team spirit.
And if your team has been collaborative and productive up to this point, you will suddenly have a group of sales reps that can’t work well together any longer, jeopardizing the entire business.
Patrick Lencioni, a bestselling author on sales leadership and team management, covered this exact problem in his book “The Ideal Team Player: How to Recognize and Cultivate The Three Essential Virtues.”
In his book, he lays out three traits that companies need to test for in order to hire team players on a sales team. He even argues that these traits are more important than skills alone. They are:
The key approach is to always look for all three traits of a team player. If there’s even one missing, that sales rep might throw off the entire team balance, productivity and even trust.
For example, if a sales rep is missing the humility trait, he or she will know how to get what they want, but they won’t mind if it’s at someone else’s expense. On the other hand, if they are missing the hunger to excel, they will easily slack at work—and potentially drag other reps down.
Assessing gaps in your current sales team is another important aspect to keep in mind when interviewing for a new sales role. High-performing team players can do a lot more for your sales team than simply collaborating well, they could fill the gaps in skills that your current team is lacking.
Let’s say that your current sales reps aren’t the strongest in following up. They close sales easily (and quickly!) with highly responsive prospects, which helps them hit their targets each time, but their less responsive leads go completely cold quickly.
A new sales team member who is on top of their follow-up game can improve the atmosphere because:
It’s important for you to take the time to assess your team’s strengths and weaknesses against their individual and team goals, as well as the mission of your company.
The best way to do this is by speaking with each of your sales people individually to gain a deep understanding of areas your candidate might be particularly valuable.
This will also be a great opportunity for you to encourage improvement and learning, and plan future sales training events. Most successful sales teams are those that are always growing, so take this as a chance to not only bring your sales people closer, but also continually help them develop their skills.
Here are some of the best ways interview tips to make sure your candidate has humility, hunger and smarts, and would quickly and easily get used to their new team.
Ensure you’re not interviewing in silos. An ideal interviewing situation should consist of is multiple separate interviews, where different interviewers get to debrief before a final chat with the candidate. Another option is doing a panel interview. Both of these allow the interviewers to discuss personality traits they’ve noticed and analyze various answers and behaviors from the candidate.
Interview in a relaxed team setting. For candidates that make it to a later stage of the interview process, you can place them in a working environment with peers, superiors and subordinates on a problem-solving task. Those with good interpersonal and collaborative skills will thrive in this environment and build a relationship with others quickly.
Ask sales interview questions that show their personality, not just their skills. Their sales skills might get them far in a sales process, but make sure to test how they interact with others. Some of the behavioral questions you can ask are:
There are no perfect answers to these questions, but you can gauge the true intentions and the ability to empower others from your candidate’s response—both verbal and non-verbal. A good interviewer reads between the lines.
In the previous section, we talked about what are typically considered soft skills, and have a lot to do with drive and interpersonal skills. Now, let’s look into traits that are more often called hard skills, which are considered more specific, defined and measurable and should definitely be covered by your sales interview questions.
Even though sales roles can vary from entry-level positions through to account management and even executive positions, it’s crucial to look for these qualities in all potential salespeople, and identify their strengths and weaknesses.
There are a few more things you should look for in your future sales staff that will make them an irreplaceable part of your sales machine.
Here’s the problem with all these sales questions and skills you’re looking for: salespeople are usually well-prepared for them.
It’s in a salesperson’s nature to be prepared for various scenarios, so it’s trickier to get honest responses from sales candidates than for almost any other role.
Beyond the common sales interview questions, you can dig deeper by asking them for answers that dive into their performance in previous sales positions, but keep in mind that this is also something that can be, and often is, rehearsed.
However, you can get beyond that by asking further questions to get your candidate to clarify specifics.
Four sales interview questions you could ask in order to differentiate the truth from good preparation are:
The answer to any of these will almost always involve a number such as revenue, the number of sales, or a conversion rate.
Now take the time to unfold the story further. It’s easy to lay out figures, but it’s a lot harder to explain the process of achieving them.
Ask the following questions:
The deeper you go, the less prepared they’ll be, so you can be sure that they are describing their actual sales experiences and not reciting a rehearsed answer.
Co-founder and VP Sales, Aircall.
“Sell me Aircall like I am a guy you are cold calling.”
Why ask for this?
“As I am usually the last person they see in the interview process they usually feel quite confident about their knowledge about Aircall.
“They are mostly making the same mistake, unfortunately. They start their pitch without asking me any questions. They are just talking and talking. I call this the stress talk effect: you don’t listen, you talk.
“Selling is not about talking but it is about listening. They often get confused because they have learned what Aircall is doing, and then I ask them, ‘wait, do you know who you have on the phone? What is his business and how do you know it is relevant to him?’
“It is very important to me that candidates understand that selling is not just pushing the person to buy, but it is listening to them and making sure that you are selling the right product to the right person. I am usually quite tough on them when they fail, so they understand that they still have a lot to learn. The good news is that we are here to help them.”
Co-founder and CRO Madkudu.
1. “What was your biggest challenge in your previous role?”
2. “What would you need to close your first deal with MadKudu?”
Why ask these questions?
“The reason behind the first question is to look for what I call the ‘victim syndrome.’ If the candidate talks about everything they didn’t have to succeed, this raises a big red flag. We look for people who see opportunities rather than challenges.
“The second question helps us understand how the rep operates, how much support they look for and what they need to sell.”
Director, Sales EMEA, Intercom.
“Who are the companies that you truly admire and why?”
Why ask this question?
“I love to ask this question to understand how passionate a candidate is about technology and entrepreneurship. It doesn’t really matter which companies are mentioned by the candidate (there is no perfect answer to this question). I simply use this question to evaluate if the candidate can speak with passion, authenticity and energy about the values and the mission of the company she/he admires.
“Why? I can teach sales techniques to a sales rep but I can not teach them passion.”
Founder, Million Dollar Women.
“What about our organization aligns with your personal values?”
Why ask this question?
“You need to find a passionate, committed professional who wants to grow with your brand. This question also shows you how deeply the candidate has researched and analyzed the role in preparation for the interview.”
Co-founder and CEO, Teamscope.
1. “Tell me about your past track record.”
2. “What’s the most challenging goal you have set for yourself recently?”
Why ask these questions?
“The principles of conducting a good interview are actually more straightforward than you might think.
“Ask specific questions about past performance or behavior, look for facts rather than opinions and assumptions and avoid ‘clever’ questions and brain teasers.
“In the case of an experienced sales manager, simply ask ‘Tell me about your past track record’ and follow up with questions like ‘How did you set the sales targets? How did you perform against those targets? When your team missed your targets, what did you do differently the next month?’
“To dig deeper, you might ask, ‘Tell me about the most challenging deal that you have closed?’ or ‘Tell me about the deal that you are most proud of?’ and again, follow up with questions that help you understand the specific situation, action, and outcome.
“In case of candidates that don’t have a long track record in sales, look for behaviors that indicate they have the potential and drive to do the job. For sales, being self-motivated, tenacious, and organized is strongly correlated with performance, so ask questions like:
“Look for characteristics that are actually required in that specific sales process—if it’s not a direct door-to-door sales job, then being gregarious, cheerful and outgoing is actually not that relevant (so don’t judge based on the first impression or interview performance), but being organized and self-motivated definitely is.”
“If we spoke to your current/former bosses, how would they rate you on a scale of one to ten?”
Why ask this question?
“I’m looking for an answer of nine or ten—a salesperson needs to be confident in their abilities and themselves. If anyone gives below a nine, I question whether they really believe they are/can be exceptional and an A player.”
Founder and CEO, Yoursales.
1. “What is your working method?”
2. “Name a few of the tools you work with.”
Why ask these questions?
“If they don’t name a method they’ll have challenges. If they can’t name any tools, I know they’ll have a problem—particularly in a sales environment.
“Successful sales is getting the right combination of people, processes and tools to fit with the way your offering is best sold. People with an understanding of processes and tools make this easier. They are the real professionals. The rest is just pretending.”
Director, Prague, Startup Grind.
1. “What are your values?”
2. “What business case will you acquire within one month?”
3. “What is your biggest sales success story and why?”
“When do you stop following up on a potential customer?”
Why ask this question?
“Depending on the answer, it can really help the person stand out. Someone who replies ‘I’ll never stop following up’ would be wrong in my opinion. Sales is much more complex than having someone super pushy that never gives up.
“On the other hand, answering ‘it would really depend on the company culture and the branding of the company’ would really show that this person cares about the marketing team and the company. And when you see how sales and marketing often struggle to work together this is definitely a good point! Another good answer could be: ‘it depends on the stage of the lead.’ This would show that the person already has some knowledge of the sales funnel.”
1. “What do you know about our company?”
2. “What do you know about me?”
Why ask these questions?
“Any salesperson should have done extensive research before the job interview, just as you will want them to do before any prospect opportunity. This will let you know if they’ve done their homework or if they are just winging it. If they don’t know anything insightful about your company or you, then they are not someone you want to hire. Period. Ask this question at the very beginning of your first phone interview with the candidate.”
“Name me one deal/situation where you failed/didn’t win and what did you learn from this?
Why ask this question?
“Objections and rejections in sales are one of the only certainties of the job. The best sales professionals plan to manage failure and develop strategies to bounce back fast after missing targets.”
Chief Revenue Officer, Leadfeeder.
“Explain the steps you would take in your sales process from the beginning to the end.”
Why ask for this?
“This question is great in so many different ways. First of all, it reveals how much of a numbers person they are. Do they know how many calls would they need to do to reach X, explaining how they would do it? What’s the tactic?
“The question is pretty open-ended so it leaves room for improvisation and really showing you can understand sales and have an idea of how to do it. This is especially important in our organization at Leadfeeder, being a remote team where employees need to be real self-starters.”
MD, Spartan Retail Group.
“Tell me about a time when you helped a colleague achieve their objective. Explain what you did, how you did it, what was the outcome and why you did it.”
Why ask this question?
“I want to know if they believe a salesperson’s income is entirely within their own control. You want team players. I’d look to give them specific scenarios and ask them to explain what they would do in a position that demands teamwork or collaboration. Ask them how they would manage and why they would manage this situation in this way.”
As you hire for sales positions in your company, remember you’re not just hiring people that will help you sell more. Your new sales staff should become part of a group that’s productive, cohesive and complete thanks to the diverse range of skills, both soft and hard.
Ensure that they’re deeply knowledgeable about the responsibilities ahead of them in the role, the type of prospects they will be working with and the quirks of your specific market. More than that, you want them to be open to ongoing learning to help keep your company ahead of the competition.
Create a set of sales interview questions that will uncover their excitement, motivations and past experiences, and the way these will fit into the nature of their sales role.
We’ve created a customizable interview preparation guide you can download here and use it for your very next sales interview.
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In the discovery sales process, the sales discovery call is the most important step. This is when you’ll be asking all the important sales discovery questions you need to ensure that you’re not wasting your time on a prospect that isn’t a good fit.