A one-of-a kind business with an unbeatable product can’t succeed on its own—that’s where sales reps come in. Salespeople do more than draw in customers; they also represent your business. So, while you need reps who can meet their quota, the right sales interview questions will highlight candidates who go above and beyond in sales interactions.
After sifting through resumes and cover letters, learning a candidate’s personality from just a 30-minute interview may feel like a tall order. To help you pick the best candidate, we’ve put together a list of the best sales interview questions.
Under each question, we’ve also included a list of green, red, and yellow flags to watch for. Green flags indicate a great answer, yellow flags warrant a follow-up question or clarification, and red flags may point to an unfit candidate. Read on to see how your candidates should stack up.
General signs to look out for during a sales rep interview:
Green flags
Yellow flags
Red flags
Personable
Comfortable
Enthusiastic
No eye contact
Shaky answers
Lack of potential for growth
Interrupting
Disparaging remarks
Defensiveness
The following questions address the foundational skills a sales rep needs to succeed. Bear in mind that a strong candidate doesn’t need a perfect answer for every question. Instead, use these questions to see where the interviewee’s strengths and weaknesses lie. From there, you can decide if they’re a good fit.
1. Can you walk us through your resume from start to finish?
Great for: Getting a general overview of the candidate and their demeanor
They know you’ve read their resume. This question isn’t about learning what’s on the paper—it’s about evaluating your candidate’s sales presentation style, poise, and communication skills. You can also get a sense of how they sell themselves. Do they seem proud of their accomplishments? Confident in their abilities?
Salespeople must be extremely comfortable giving presentations, so pay attention to the applicant’s body language and level of confidence when speaking.
Green flags
Yellow flags
Red flags
Natural storyteller
Presence of concrete numbers and hard facts
Closed body language
Too much jargon
Lies about background and skills
Too little experience
2. How would you describe the last product you sold?
Great for: Showing how the rep describes a product they know well
This is one of the most common interview questions for sales reps. It’s an opportunity for them to describe a product they know inside and out. Enthusiasm, in-depth knowledge, and examples of use cases point to someone who can sell your product.
Green flags
Yellow flags
Red flags
Enthusiasm and passion
Lists customer pain points
Explains why the product is valuable to customers
Only describes features
Focuses on objective selling points over an emotional connection
Unenthusiastic tone
Don’t describe why a customer would want it
3. What books, blogs, or podcasts do you follow to educate yourself outside of work?
Great for: Demonstrating a commitment to learning and growth
With this question, you can uncover what content the candidate consumes to refine their sales skills. Ask them to share key takeaways from the materials they’ve read. When interviewing sales managers, also ask about leadership resources to gauge how invested they are in developing themselves as supervisors.
If the candidate can’t name any specific sales resources or publications, ask if they can offer details on other ways they’re trying to improve and grow. Maybe they recently completed a social selling course on LinkedIn, or perhaps they attend sales conferences every year. The point is to see if the candidate is committed to personal development—a strong indicator of a top-performing employee.
Green flags
Yellow flags
Red flags
Curiosity and open-mindedness
Recommends specific sources
Signs of some (but not much) growth
No signs of outside development
Doesn’t acknowledge the need to learn more
4. How do you stay informed about your target market?
Great for: Understanding how they keep up with trends and changing demand
As a sales agent, knowing who you’re selling to is as important as knowing what you’re selling. But customer habits and preferences are continually changing, so agents need to have strong research skills.
This question helps you assess whether the candidate can learn about their target market quickly and will regularly investigate evolving sales trends. An ideal candidate will mention efforts to stay ahead of the curve, such as reading sales newsletters and articles from reputable publications. They’ll also mention following sales influencers on social media and learning from conversations with other salespeople.
Green flags
Yellow flags
Red flags
References up-to-date data
Knows the current influencers and conversations
Knows general trends but not many specifics
Presents recent but not cutting-edge information
Not aware of any current trends
Cites incorrect information
5. What do you do when the lead volume is low?
Great for: Identifying the candidate as proactive or reactive
When the going gets tough, proactive salespeople keep selling. Listen for actionable lead generation tactics such as sending outbound emails, cold calling, networking at events, social selling, or answering questions on forums like Quora.
Green flags
Yellow flags
Red flags
Shows tenacity
Provides actionable strategies
Persists through low lead volume by doubling down on the same strategies
Treats low lead volume like an unsolvable problem
6. How do you prioritize your time at work?
Great for: Showing the candidate’s thought process behind their work
This is an especially valuable question when hiring salespeople—every workday involves juggling different prospects, qualifying leads, scheduling meetings, and dozens of other tasks. Knowing how to create order out of chaotic to-do lists is the only path to success.
Green flags
Yellow flags
Red flags
Understands time sensitivity
Differentiates between the various parts of the sales process
Knows their job functions and prioritizes high-volume, high-impact tasks (like returning emails and calls)
Treats most tasks with the same level of urgency
Understands some of their priorities
Doesn’t understand their priorities
Leaves the most critical tasks on the back burner
7. How would you describe your sales process?
Great for: Getting an idea of the candidate’s workflow and seeing if it fits with your team
No two sales reps approach a prospect from the same angle. When the candidate describes their sales process, assess if it fits your product or service. But even if it doesn’t, detailed responses can show how dedicated and disciplined the candidate is.
Green flags
Yellow flags
Red flags
Explains a step-by-step process
Mentions customer relationship management after the sale
Describes the general process
Their process is somewhat applicable to your team
Improvizes their way through each sale with no process
8. How do you collaborate with other salespeople?
Great for: Learning about their approach to teamwork and collaboration
In today’s market, sales reps rarely work alone. A great pitch will get you far, but you want to ensure your candidate can work well within your company’s infrastructure. Ideally, they can even fill a gap on your sales team, accommodating your current reps’ strengths.
Green flags
Yellow flags
Red flags
Stays open to cooperation
Enthusiastic about learning from others
Doesn’t love collaboration but is open to it
Unwillingness to cooperate
Mistreats or talks down to other sales reps
9. How do you collaborate with people outside the sales department?
Great for: Determining if the candidate is an autonomous worker or has a track record of collaboration
This question shows how the candidate feels about and works with their colleagues. For example, a strong candidate may describe how they worked with marketing to create sales enablement materials. Or, they might mention collaborating with sales support staff to discover upselling and cross-selling opportunities.
Green flags
Yellow flags
Red flags
Cross-functionality
Works well with others
Is open to learning from other departments
Doesn’t want to work with anyone outside the sales department
10. How did you make your first $10?
Great for: Learning if the candidate has always had an interest in sales (or sales-adjacent activities)
This question addresses the core qualities of your candidate. Do they seem proactive and self-motivated? Are they highly competitive and ready to take risks? Listen to the answer closely to determine whether they have traits of successful salespeople.
Green flags
Yellow flags
Red flags
Demonstrates a lifelong enthusiasm for sales
Tells an engaging story
Ties their actions into emotions
Answers the question but doesn’t provide much insight
Alludes to core motivations without offering much detail
Tells you they don’t know
Doesn’t understand why this is relevant
11. What will you do in your first month if we hire you?
Great for: Seeing how the candidate can go above and beyond
No candidate can predict the future. However, sales reps always come prepared with a plan. They should demonstrate baseline knowledge of the position, the company, and the role’s demands. They should also show a willingness to adapt.
Even if they don’t know the specifics of your onboarding and training experience, they can at least build off your sales rep job description. While they won’t be able to hit the ground running immediately, it helps to know they have a plan to get there sooner rather than later.
Green flags
Yellow flags
Red flags
Makes promises that build off the job description
Acknowledges they have a lot to learn
Presents creative and unexpected ideas
Makes non-committal claims
Understands the job description but hasn’t thought deeply about the role
Makes unrealistic promises
Is unwilling to adapt or change their approach
12. What’s your experience and comfort level with sales technology?
This question allows you to assess the candidate’s feelings about sales tech and their willingness to adopt a new tool. The candidate should also provide details about how they use tools to improve their workflow.
Of course, your company’s responsibility is to find intuitive technology that your team can learn without getting stressed out or frustrated. Many SaaS providers design their interfaces specifically to be easy to adapt, so even sales reps without a firm grasp of technology can still make good use of their software.
Green flags
Yellow flags
Red flags
Leverages automation to nurture leads
Familiar with lead scoring
Reads customer feedback on survey platforms
Provides some details on how technology influences their workflow
Willing to learn more about sales tech
Unfamiliar with sales technology and unwilling to lean
13. How do you decide if a prospect is right for your product?
Great for: Understanding how they approach and evaluate leads
Finding the right prospect is half the battle in sales. This question reveals how well candidates find and vet leads. The better they are at this process, the less time they’ll waste on the wrong prospects. This is one of the most common outside sales interview questions because the role may involve meeting with prospects outside their normal environment.
Green flags
Yellow flags
Red flags
Lists criteria
Shows off lead generation skills
Provides some details on how technology influences their workflow
Says they know a good lead when they see it
Doesn’t vet prospects before reaching out
14. If you lose a prospect, do you follow up with them later?
Great for: Evaluating whether the candidate has enough tenacity
Very few sales reps will make a sale on first contact. Most of the time, it will take multiple pitches before a prospect says yes. As a result, good salespeople need persistence. This situational interview question for sales reveals a lot about the candidate’s overall philosophy.
Green flags
Yellow flags
Red flags
Respects nos while keeping someone in mind
Loops back to uninterested prospects after an appropriate amount of time
Follows up with uninterested prospects too quickly or after too long
Selectively reaches out
Takes no as a final answer the first time
Refuses to ever take no for an answer
15. Which is better: Closing a small but guaranteed deal, or pitching a large but unlikely deal?
Great for: Gaining insight into the candidate’s sales philosophy
Like many others, this sales interview question doesn’t have a correct answer. Instead, the response outlines a rep’s sales priorities. And if your business centers around a sales model the candidate doesn’t prefer, you can discuss that upfront.
Green flags
Yellow flags
Red flags
Outlines clear sales priorities
Their preferred sale model matches yours
Offers general preferences
Says it depends on the context
Only expresses interest in one type of deal
16. What sales metrics matter the most to you?
Great for: Assessing their understanding of key sales metrics and their value
Conversions are a great place to start, but they aren’t the only KPI worth monitoring. Look for a combination of general and specific metrics that reveal the rep’s knowledge about the comprehensive sales process. Churn rate, acquisition cost, lifetime value, and sales cycle length are a few noteworthy examples.
Green flags
Yellow flags
Red flags
Explains what each metric means and why it matters
Values more than one metric
Combines metrics to paint a full picture
Measures success with only a couple of metrics
Explains each metric’s general meaning
Doesn’t understand important metrics
Reduces success to one metric
17. What’s your greatest strength and weakness?
Great for: Gauging their ability to self-assess and learning more about them
Sales reps need an accurate picture of their strengths and weaknesses. Not only is self-awareness valuable for sales success, but it also shows their commitment to developing their skills over time.
Green flags
Yellow flags
Red flags
Answers honestly
Finds ways to balance weaknesses
Stays humble about strengths
Gives a general, imprecise answer
Pays more attention to strengths or weaknesses
Overinflates strengths
Ignores weaknesses
Responds defensively
18. What’s more important: Maintaining customer relationships or finding new clients?
Great for: Determining how they walk this balancing act and if their approach matches your model
You don’t want reps to give an immediate answer for one option or the other. Talented sales reps need to balance both, so get a sense of how they juggle old clients and new ones. If they say that one comes at the expense of the other, they may not be the right candidate.
Green flags
Yellow flags
Red flags
Sees the importance of both
Presents a strategy for doing both
Prefers one to the other
Tries but sometimes fails to balance both
Believes only one metric matters
Doesn’t believe you can do both
19. How do you approach short sales cycles as opposed to long sales cycles?
Great for: Getting a better sense of their sales strategy
Sales reps generally rush to close short cycles and take a long, personally tailored approach on long cycles. Evaluate how the candidate approaches each of these strategies and see where they put their spin on it. You should also learn their preference between long and short cycles if they have one.
Green flags
Yellow flags
Red flags
Expresses a preference and explains why
Compares how each affects their sales strategy
Provides a unique spin on each strategy
Slightly modifies their approach for each sale type
Understands some of the differences between them
Only describes generalities
Treats them the same way
20. What tools do you need to succeed in sales?
Great for: Learning how the candidate can thrive.
A sales rep’s success can come down to more than sheer talent. Sometimes, the right tools or strategies enable a rep to go above and beyond. Ask this question to find out if you can provide the tools a candidate needs to thrive.
Green flags
Yellow flags
Red flags
Explains the resources they need and why they’re useful
Demonstrates a willingness to try new tools and strategies
Doesn’t know much about the resources available to them
Refuses to use any tools that would improve their performance
21. How do you respond to criticism or rejection from customers?
Great for: Testing a candidate’s humility and response to critiques
Sales reps are accountable to their prospects. So if someone they’re selling to has feedback or a sales objection, the representative must be receptive to it. Ideally, this question will reveal the candidate’s process for incorporating customer feedback.
Green flags
Yellow flags
Red flags
Takes criticism in stride
Learns from their mistakes
Criticism bothers them
They can learn from their mistakes over time
Responds defensively
Says they ignore all feedback
22. How do you research prospects before a call?
Great for: Getting more insight into their outreach process
A resourceful sales rep is a successful sales rep. Your candidate should pull information from a variety of sources. Ensure they’re comfortable hunting for details on LinkedIn and the prospect’s company website. Additionally, they should adjust their normal sales script to match the personality and interests of their prospect.
Green flags
Yellow flags
Red flags
Draws information from multiple sources
Generates personal questions based on research
Gathers information from a few sources
Prepares somewhat personalized questions
Doesn’t research prospects
Doesn’t personalize their sales script
23. When should you stop trying to sell to a prospect?
Great for: Seeing how candidates identify a sales dead end
While tenacious reps get the most sales, not every prospect is worth their time. Salespeople need to identify candidates who aren’t a good fit for your product or service. Get a sense of how they assess these prospects and see if they’re paying attention to the right factors.
Green flags
Yellow flags
Red flags
Knows the right prospect qualifications
Persistent through initial pushback
Stops when a prospect is a dead end
Shows some persistence
Wants to learn more about vetting prospects
Refuses to stop trying
Stops at the first sign of adversity
24. What’s the first step in building relationships with prospects?
Great for: Learning how the candidate approaches the sales process
Sales reps only get one first impression, and it can dictate whether they’ll eventually make a sale. Look for candidates who pass on emails and try to speak to prospects in real-time during the first interaction. You should also prioritize reps who do preliminary research.
Green flags
Yellow flags
Red flags
Ensures first contact is through a conversation, not email
Performs preliminary research
Too familiar or too distant
Sometimes uses cold emails
Doesn’t respect a prospect’s space or time
Uses only cold emails
25. Tell me how you sell to uninterested prospects
Great for: Understanding how they make sales to difficult prospects
The best sales reps create opportunities by changing uninterested prospects’ minds—but not by wearing indifferent customers down. Instead, a representative should listen to their concerns and help them gain a better understanding of your product.
Green flags
Yellow flags
Red flags
Listens more than they speak
Addresses the prospect’s concerns
Wants to meet customers halfway but struggles to do so
Tries to wear customers down
Doesn’t hear prospect’s concerns
Dominates the conversation
26. How do you gauge need and interest?
Great for: Showing how they assess prospects and choose a strategy
Need and interest are some of the crucial factors to evaluate when hooking a prospect. However, selling something based on need or interest calls for different approaches. Ultimately, you want a sales rep who can identify the right method and follow up with a tailored strategy.
Green flags
Yellow flags
Red flags
Willing to greatly alter sales strategy to meet the prospect’s need or interest
Listens to prospects to find the best way to connect with them
Somewhat understands the difference between need and interest
Can slightly alter their sales strategy
Uses a one-size-fits-all approach
Doesn’t understand the difference between need and interest
27. How do you catch up on sales targets when you’re below quota?
Great for: Evaluating how they bounce back from lagging sales
Even the best sales representatives have slow weeks. While missing sales targets is demoralizing, you need a candidate who can turn the tables on dropping quota. Because the best reps work smarter and not harder, see how they use their problem-solving and priority-juggling skills to bounce back.
Green flags
Yellow flags
Red flags
Demonstrates persistence
Willing to change their strategy
Juggles multiple priorities
Simply tries harder and not smarter
Blames prospects and not themselves
Won’t think outside the box
28. Describe a time you changed your sales strategy and succeeded
Great for: Seeing how well they think on the fly
A prepared, well-researched sales pitch gets your foot in the door with a prospect. But more often than not, sales representatives need to adjust their angle and improvise to reach prospects. This question reveals how well the candidate can change their approach in the moment.
Green flags
Yellow flags
Red flags
Makes a note of successful strategies and iterates on them
Compares and contrasts sales approaches
Willing to make significant adjustments to their tactics
Open to making slight adjustments to their approach
Can improvise but prefers not to
Unwilling to improve or deviate from the script
29. What’s the biggest factor standing in the way of closing a deal?
Great for: Learning the candidate’s weaknesses and workarounds
Each candidate should have a different answer to this question. You aren’t judging them based on their biggest obstacle. Instead, review how well they overcome that obstacle. Responding well to sales hurdles is the mark of a strong candidate.
Green flags
Yellow flags
Red flags
Acknowledges personal challenges and weaknesses
Presents actionable solutions to their obstacle
Explains a vague or imprecise obstacle
Describes an obstacle but doesn’t provide a solution
Presents a non-obstacle as a serious issue
Expects you to solve problems for them
30. What company culture are you looking for?
Great for: Revealing their innate compatibility with your team
Every candidate is entitled to their opinions on the best company culture. This question determines whether their preference aligns with your team. A candidate who appreciates your team’s core values and the product or service itself is just as important as someone you get along with.
Green flags
Yellow flags
Red flags
Admires your values and mission
Appreciates your team and work environment
Respects your management
Wants a culture that’s somewhat similar to yours
Acknowledges work culture differences you can reconcile
Describes a culture vastly different from yours
Seems hostile to your company culture
31. Can you describe our company in three sentences as if you were explaining it to a client?
Great for: Assessing the candidate’s level of research
Instead of asking what they know about your company, ask the candidate to pitch your business. Tactics like this demonstrate whether they can rise to the challenge without any stalling. This is one of the best interview questions for sales because it puts the candidate’s approach into practice.
A candidate should be able to deliver a succinct, captivating pitch. They should also present accurate details beyond the information on your homepage. Finally, if they’re a top-notch candidate, they should be able to weave together a pitch that sells you on your own product or service.
Green flags
Yellow flags
Red flags
Shows in-depth knowledge
Explains why someone would want your product or service
Presents their ideas as a conversation, not a lecture
Only presents baseline information
Doesn’t show much enthusiasm
They can’t describe your company or product
32. Would you like to jump on a sales call?
Great for: Letting the candidate show off how they’d perform on the job
Talking about your skills is one thing, but showing them off goes further. The best candidates won’t jump right into their pitch, though. Instead, they’ll ask a few clarifying questions and deliver an informed pitch.
Green flags
Yellow flags
Red flags
Asks questions about who they’re pitching before diving in
Adapts your product to an established sales process
Gives a rehearsed pitch
Gleans some preliminary information
Jumps onto a call without accurate information
Refuses to adapt their sales process to your product
Sales managers oversee small teams of representatives within a company. They help run day-to-day operations and mediate between sales teams and upper management. These questions reveal whether a candidate’s approach works within your business structure and company culture.
33. How would you define your management style?
Great for: Getting a sense of how they would lead your team
The candidate will be expecting this one, but it’s worth asking. Whatever answer they give, follow it up by asking for specific examples of how their sales management style has worked before. They should provide stories of testing and implementing their leadership tactics.
Green flags
Yellow flags
Red flags
Provides many examples of their approach
Learned a lot through experience
Treats employees with respect and patience
Offers a few examples of their leadership style
Has some experience
Won’t offer examples of their leadership
Doesn’t respect employees or treat them well
34. How would you approach a sales rep who has missed their quotas for three months in a row?
Great for: Gauging their ability to have difficult conversations and motivate team members
Being able to push people toward success is a delicate matter. There are many factors that can go into why a sales rep isn’t meeting their quota. Personal reasons, health troubles, lack of training, and office culture can all affect failing numbers.
Listen carefully to how managers speak about struggling salespeople, and look for any red flags that suggest their core values don’t align with yours. Your sales team deserves a leader who understands that profits are essential but so is their well-being.
Green flags
Yellow flags
Red flags
Values the bottom line and employee health
Finds a solution to low sales numbers before considering disciplinary action
Attempts to understand the root of low sales
Offers some support for low-performing employees
Disregards employees’ well-being
Cares only about profits
Punishes low-performing sales reps instead of offering solutions
35. How did you train your last new sales rep?
Great for: Learning their values and skills as a manager
Ask them to describe their training process with the last new salesperson in their managing career. Ask if the training went according to plan—and if it didn’t, why not, and what did they do to get around that challenge?
Green flags
Yellow flags
Red flags
Explains their general approach to training
Offers alternatives when the main strategy doesn’t work
Enjoys teaching salespeople the ropes
Considers some alternatives when training doesn’t go according to plan
Shows interest in improving as a teacher
Provides only one approach to training
Blames employees when training doesn’t work
Dislikes training and tries to avoid it
36. Have you ever had to fire anyone?
Great for: Understanding how they would approach a termination
Ask them to describe one challenging experience firing someone and what they learned. See if they take that lesson into other similar situations. If the candidate has never fired anyone, tell them to lay out a hypothetical scenario and detail how they’d approach it.
Green flags
Yellow flags
Red flags
Shows empathy and care when firing sales reps
Only fires employees for fair reasons
Plans for challenges in the conversation
Hasn’t ever fired anyone and isn’t sure how they would approach it
Has fired employees before but isn’t sure if they took the right approach
Enjoys firing employees
Refuses to ever fire sales reps
Fires employees for personal reasons
37. Do you use any data analysis tools, and if so, how do you use them?
Great for: Reviewing their technical literacy
If they’ve had access to data in the past, it’s essential to know if they did anything with it. Managers need a strong grasp of how to use data to leverage decision-making, so it’s good to get an example from your candidates about how they’ve done that in the past. Even non-sales tools like help desk software can assist them.
Green flags
Yellow flags
Red flags
Familiar with data analysis tools
Wants to learn more about them
Presents great use cases
Unfamiliar with data analysis tools but ready to learn
Knows some data tool use cases
Unfamiliar with data analysis tools
Doesn’t want to learn more about them
Misuses data tools
Sales directors supervise managers to ensure company-wide sales are on track. While much of their work is high level, the best sales directors understand the needs and problems facing your average sales rep.
38. What would you do if you received an unattainable sales target?
Great for: Learning their general directorial philosophy
Is your candidate a “yes” person who will accept any challenge and charge ahead, even if they believe it’s impossible? Are they the kind of director who is upfront and honest, even if it’s a hard truth to tell? We can’t say what’s best because in the end, it depends on your team and what they respond to.
Green flags
Yellow flags
Red flags
Offers their team help in meeting the goal
Tries to achieve the difficult target
Explains why the target won’t work and presents an alternative
Offers some help in meeting the sales target
Reluctant to discuss how attainable the target is
Expects sales reps to meet the target without any help
Lies about how realistic the target is
39. How would you revitalize a failing sales operation?
Great for: Seeing how they approach short- and long-term planning for incremental change
Tell your candidate to imagine that they’re in charge of a coasting sales operation that isn’t meeting its fullest potential. Then, ask them what they’d do in three months to transform a sales operation like that into a thriving and more profitable one.
Green flags
Yellow flags
Red flags
Strikes a balance between keeping what works and changing what doesn’t
Researches the business to diagnose the root problem
Delegates tasks and reaches out for help
Keeps some of what works and throws out some of what doesn’t
Approximates the root problem
Takes on too much or too little responsibility
Throws everything out and starts from scratch
Refuses to make any significant changes
Doesn’t understand the root cause of the problems
40. What metrics have you used in the past to evaluate your team’s performance?
Great for: Understanding how they interpret metrics
Candidates may not assess the same exact metrics you use. Any sales director can learn to measure success with different metrics. The important thing is that they know how to interpret those metrics and act on them if necessary.
Green flags
Yellow flags
Red flags
Offers a variety of important metrics
Explains why each metric matters
Can think outside the box and make connections between KPIs
Describes some key metrics
Understands the most important part of each metric
Draws some connections between KPIs
Unfamiliar with important metrics
Misunderstands sales metrics
Assesses performance based on poor metrics
Sales engineers perform many of the same tasks as sales reps, but their tech expertise qualifies them to explain products and services to customers. They may also troubleshoot technical problems on their team.
41. What CRMs are you familiar with?
Great for: Gauging their level of technical experience
Across industries, sales teams are increasingly relying on CRMs. This question details their proficiency with the software. Ideally, the candidate will describe how and when they use each CRM. At the very least, you want them to be familiar with popular products.
Green flags
Yellow flags
Red flags
Describes in-depth CRM knowledge
Explains use cases for different CRM tools
Excited to learn more about CRMs
Knows about some CRM tools and products
Provides a few use cases
Willing to learn more about CRMs
Has no CRM experience
Provides incorrect use cases
Unwilling to learn more about CRMs
42. How do you stay up to date on new sales technology?
Great for: Assessing their proficiency with new sales technology
Modern software streamlines the sale process and makes lead nurturing less time-consuming. As a result, reps who know about the latest tech have a competitive advantage over other sellers. While you don’t need a technology expert, ensure your candidates stay on the lookout for new sales tools and features.
Green flags
Yellow flags
Red flags
Shows curiosity and a desire to learn
Draws knowledge from multiple sources
Frequently brings in new tools and software
Willing to learn about new offerings
Gains knowledge from a few reliable sources
Sometimes brings in new tools and software
Refuses to keep up new tech
Draws knowledge from unreliable sources or too few sources
Never brings in new tools and software
43. What’s the most complex sales pitch you’ve ever given, and can you summarize it in a few sentences?
Great for: Determining if they can condense complicated information
Sales engineers must communicate highly complex and technical ideas in a way that people will easily understand. If your candidate gives you a brief summary on the spot—and you can understand it—that’s a pretty good indication that they know what they’re doing.
Green flags
Yellow flags
Red flags
Keeps their pitch conversational and clear
Explains why a customer would want the product
Makes sure you understand their description
Pitch contains some jargon
Gives general use cases
Offers some clarification if you are confused
Provides a technical description full of jargon
Doesn’t explain why someone would want the product
Refuses to clarify
44. What’s your go-to strategy for generating more leads?
Great for: Testing their foundational sales skills
It’s nice to have someone with a library of solutions in their head. Ask your candidate to talk about the tried-and-true strategies that almost always work for them—and ask them how they handled it when their strategies didn’t work out as planned. Lead generation is an essential part of any sales job.
Green flags
Yellow flags
Red flags
Gives multiple options depending on the exact situation
Describes how they choose one approach over another
Details fallback plans if they encounter problems
Outlines a few options with some flexibility
Gives some insight into why they chose their approach
Keeps some contingencies in mind
Provides a one-size-fits-all solution
Won’t explain their reasoning in depth
Offers no fallback plans
45. What are your tools for hooking potential clients?
Great for: Deciding if their model of delivering information matches your company’s
Sales engineers have a lot of tools at their disposal for explaining complex products. Strong candidates use presentations, demos, graphs, and other visual tools to help clients understand what their product is and what it does.
Green flags
Yellow flags
Red flags
Uses many different tools designed for various tasks
Empathizes with the customer and offers as much clarity as possible
Uses a moderate selection of tools
Somewhat understands the customer’s perspective
Doesn’t take advantage of sales tools
Doesn’t account for the customer’s perspective and understanding
46. Tell us about a difficult partnership you had with a sales rep and how you handled it
Great for: Learning what the candidate considers difficult, as each person will have a different threshold for what they can handle
Sales engineers and reps have to work as a team, but partnerships can be tricky. Emotions can sometimes cause awkward tension, which stalls progress. You need to know that your candidates can handle challenging partnerships and maintain relationships with grace and professionalism.
Green flags
Yellow flags
Red flags
Treats partners they dislike with respect
Manages their emotions well
Struggles to remain patient with difficult partners
Ignores emotions during tense situations altogether
Mistreats partners they dislike
Gives into emotional outbursts
Behavioral interview questions determine a candidate’s attitude or approach in a given situation. Some of the questions above already fall into this category, but the most common sales behavioral interview questions are below.
47. What are your long-term career goals?
Great for: Getting a feel for where the candidate is going in their career
Ambitious candidates who want to grow throughout their career make some of the best sales reps. This question shows the kinds of opportunities the candidate is most passionate about. Based on their answer, you can decide if the company would offer them the right chances to grow. The candidate could become a great asset if your long-term goals are compatible.
Green flags
Yellow flags
Red flags
Their goals align with your business
Explains what they want and how this role will get them there
Their goals somewhat align with your business
Has vague long-term goals
Their goals don’t align with your business
Isn’t interested in career development
48. How would you change our company’s approach to sales?
Great for: Showing their capacity for entrepreneurial thinking
The last thing a candidate should say to this question is “nothing.” Their answer should display how they’d adapt your product or service to their sales process. Ultimately, use this question to test their critical thinking skills.
Green flags
Yellow flags
Red flags
Floats a few ideas adapted from their sales process
Demonstrates critical thinking
Offers somewhat substantiated ideas
Says they wouldn’t change anything without elaborating
Proposes changes that would hurt the business
49. What would prompt you to leave your current role for another (this one, specifically)?
Great for: Learning why they want to work for your company specifically
This question addresses why the candidate chose your company over others and helps you determine if the candidate understands and appreciates what you sell. You can also learn more about their career goals.
Green flags
Yellow flags
Red flags
Explains in detail why they want to join your team
Stays positive about their current role
Keeps their personal motivations vague
Shares good and bad points about their current role
Gives the impression they won’t be loyal to your team
Appears purely self-interested
Describes only the negative side of their current role
50. Why did you get into sales?
Great for: Understanding the candidate’s goals and motivations
While there are no wrong answers, this question helps you get to know the candidate better. It also outlines their internal motivations and gives you a sense of where their ambition comes from.
Green flags
Yellow flags
Red flags
Shares internal and external motivations
Describes how their experience with sales changed over time
Ties emotions into their story
Mentions only internal or external motivations
Partially explains how their entry into sales would go on to shape them
Doesn’t offer insight into deeper motivations
Claims to only be in it for the money
51. What do you like best about working in sales?
Great for: Revealing a candidate’s strengths and areas of interest
Some reps love sales for customer connections, and others prefer learning about a new product. By understanding their preferences, you can determine the best way to place a candidate on your team.
Green flags
Yellow flags
Red flags
Enjoys multiple parts of the job
Goes into detail about why they like certain aspects of sales
Enjoys a few important parts of the job
Gives a few slight preferences
Doesn’t offer insight into their interests
Gives a generic, rehearsed answer instead of a candid one
52. What’s your least favorite part about working in sales?
Great for: Testing the candidate’s honesty and transparency
Selling comes with its fair share of frustrating dead ends. Honest candidates will use this question to discuss their weaknesses and least favorite parts of the job. If you like the candidate, you may even be able to find them a position that avoids their weak areas.
Green flags
Yellow flags
Red flags
Clearly describes their least favorite part and explains why
Offers workarounds to their least favorite part
Demonstrates a desire to improve their weaknesses
Dislikes a few crucial parts of the job
Willing to compromise on their least favorite parts of the job
Refuses to name anything
Lists the main job functions
53. What’s the best piece of feedback you’ve received?
Great for: Seeing how the candidate responds to and learns from constructive criticism
Sales reps need to balance feedback from customers and their teams. Representatives who value their feedback enough to remember it can handle criticism with open-minded humility.
Green flags
Yellow flags
Red flags
Answers honestly and humbly
Explains how the feedback affected them
Appears enthusiastic about feedback and development
Takes feedback but doesn’t appreciate it
Provides a non-specific answer
Doesn’t listen to feedback
Insists they don’t need to grow
Reacts to feedback with anger
54. What motivates you to sell?
Great for: Seeing whether they are internally or externally motivated
Whether quotas or a self-starter mentality grant a feeling of success, motivated sales reps get the most done. This question will tell you how to encourage this rep if they join your team.
Green flags
Yellow flags
Red flags
Offers internal and external motivations
Derives joy and excitement from sales
Takes initiative
Mentions internal or external motivations
Enjoys part of the sales process
Willing to persist through hard parts of the job
Doesn’t explain deeper motivations
Unwilling to tolerate frustrations on the job
55. What product do you most want to sell?
Great for: Learning about their interests and passions
Genuine passion can turn a good pitch into a great one. With that in mind, you should find out what the candidate is most passionate about. If their preferred product aligns with your own, you may get more mileage out of this particular sales rep.
Green flags
Yellow flags
Red flags
Explains why the product means so much to them
Their ideal resembles your product
Demonstrates real passion
Explains why the product is valuable to customers
Their ideal somewhat resembles your product
Shows some enthusiasm
Doesn’t have an ideal product
Their ideal is vastly different from your product
No signs of passion
56. How does a client’s personal background factor into your sales pitch?
Great for: Revealing their sensitivity to a client’s emotions and background
While a prospect’s personality should always factor into the pitch, sales reps need to stay sensitive and respectful. Use this question to see how they walk that line. You can also get a sense of the candidate’s experience pitching to diverse clients with different backgrounds.
Green flags
Yellow flags
Red flags
Personalizes their pitches while staying respectful
Appreciates the value of diversity
Shows signs of empathy
Adds slight personalization
Puts effort into respecting different backgrounds
Shows some empathy for the prospect
Avoids personalization altogether
Places too much stock in the prospect’s background
No empathy or appreciation for diversity
57. Who is your ideal customer?
Great for: Exploring sales best-case scenarios with the candidate
For the most part, the candidate’s actual answer doesn’t matter too much. Hiring managers should see how the candidate ties their ideal customer into their selling process. Get a sense of why they like selling to some consumers over others. Additionally, the rep shouldn’t get too caught up in demographics.
Green flags
Yellow flags
Red flags
Ties their ideal prospect into their selling process
Explains why they like a certain kind of customer
Provides a baseline demographic answer or a general one
Gives some insight into why they prefer this type of customer
Presents an unrealistic customer
Claims to have no preference at all
Bases their preference on personal bias or poor data
58. Have you ever lost an extremely valuable customer or sale?
Great for: Seeing how a candidate bounces back from mistakes
Learning from failure is arguably even more important than learning from success. This question will reveal some of the candidate’s hardest lessons. If they say yes, ask them to elaborate on how they handled the situation. Clarify at what point in their career it happened and what they learned from that experience.
Green flags
Yellow flags
Red flags
Openly acknowledges mistakes
Shares lessons learned
Corrected their behavior in the future
Learns from mistakes over time
Willing to acknowledge errors
Won’t acknowledge mistakes
Refuses to change their behavior
59. How do you keep yourself organized in your day-to-day routine?
Great for: Evaluating their ability to multitask and prioritize
You need to know how your staff juggles multiple tasks without dropping any. Do they use sales technology to help organize their workflow? Do they keep detailed planners, or have they worked with an assistant for years?
Green flags
Yellow flags
Red flags
Explains how they structure their days
References technology and planning strategies
Sometimes struggles to stay organized
Voices a desire to improve their organizational skills
Has no organizational strategy
Frequently drops the ball
60. How do you react when your contact for a key account changes?
Great for: Revealing how the candidate adapts to sudden changes
A change in contact can come as an abrupt surprise, even to experienced reps. This question shows how they react to such changes. You can also ask them if they ever had challenges with contacts changing, so you can get an idea of how they handle difficult personalities.
Green flags
Yellow flags
Red flags
Doesn’t take the change personally
Tries their best to form a great relationship with their new contact
Takes the change personally
Gets angry at the client
Refuses to adjust to the new contact
61. What do you regard as the hardest part of sales, and how do you manage it?
Great for: Learning how they respond to adversity
This one is akin to asking someone about their weaknesses. It’s a moment for your candidate to be vulnerable without crossing into self-deprecation. They should be able to give you clear examples of when they met this challenge head-on and how they continue to deal with it today.
There’s no right or wrong answer—unless they say there’s nothing difficult about sales.
Green flags
Yellow flags
Red flags
Honestly explains their biggest challenges
Describes their workarounds and improvement strategies
Says they don’t need help managing any part of the sales process
They manage problems with subpar solutions
Ignores parts of sales they don’t like
62. Tell me about a time you felt overwhelmed with work.
Great for: Assessing how they work in a high-stress environment
It’s good to know how your candidate deals with a large workload. The best answers are ones that include a plan and an example of when this plan was put into action.
Green flags
Yellow flags
Red flags
Candidly describes what overwhelmed them
Details the plan they used to address feeling of overwhelm
Offers a broad strategy
Claims they’re always frustrated at work
Wants managers to solve their problems
63. Tell me about a time you set a goal for yourself and achieved it.
Great for: Giving them the chance to lead with their best foot forward
You can decide whether you want an answer specifically about workplace goals or life goals. Even non-sales-related goals and achievements can say a lot about your candidates.
Did they compete in a triathlon? Self-publish a novel? Build their own computer? Ask them to explain why they set that goal, how they achieved it, and if they’ve used that method in other areas of their life.
Green flags
Yellow flags
Red flags
Describes how they achieved their goal
Explains why the goal was important
Gives a purely factual answer
Boasts a little bit
Tells an unrealistic story that could be a lie
Ends up bragging more than explaining
64. How did you prepare for this interview?
Great for: Gaining insight into their research, prospecting, and sales processes
Contrary to some candidates’ reactions, this isn’t a trick question. Preparing for an interview isn’t too unlike preparing for a sale, so you’ll want to look for honest answers that shed light on their research process.
Green flags
Yellow flags
Red flags
Offers insight into their process
Answers vaguely
Says they did nothing to prepare
Makes claims they can’t back up about their preparation
65. What questions do you have for me?
Great for: Seeing what they want insight into
This question gives the candidate a chance to understand the role better. It also reveals how curious the rep is and how interested they are in the position. The best sales reps never hesitate to ask questions and get a better handle on their prospect.
Green flags
Yellow flags
Red flags
Asks in-depth questions about your team
Wants to understand you and your company better
Has a few standard questions
Doesn’t have any
Frequently asked questions about sales interviews
Candidates aren’t the only ones who have to prepare for a sales interview. Businesses conducting interviews often ask some of the following questions.
What questions should I ask in a sales interview?
Nearly every hiring manager reads from their list of questions. If you aren’t sure where to start, research common questions in your industry and note the ones that pop up the most frequently. Ensure the selected questions relate closely to the job you’re interviewing candidates for. The sales interview answers you receive need to indicate the candidate’s skill.
How do I prepare for a sales interview?
You’re off to a good start just by reading this article. You need to outline the qualities you want in a candidate and draft follow-up questions to ask in a sales interview. Ensure that you can speak to candidates with confidence and respect.
Are there any questions I shouldn’t ask in an interview?
Absolutely—and it’s important to know what they are. You can’t ask about age, gender, sexuality, race, or religion because employers can use these answers to discriminate against candidates. Look into your local and federal laws to ensure you’re not asking a question that could make a candidate feel uncomfortable or cause problems for you in the future.
Sales interviews are just as important for candidates as they are for businesses making hiring decisions. While the right sales interview questions will make the process easier, choosing the perfect candidate takes time and consideration. For every interview, you get one step closer to a candidate who will reach new customers and satisfy existing ones.
To get started, download our list of sales interview questions below.
Ask the best sales interview questions
Bring your A-game to the interview with our comprehensive list of sales interview questions designed to help you find the best fit for your team.