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30 Amazing B2B Sales Discovery Questions

4 min readJune 22, 2019
ebook cover Socratic Sales: The 21 Best Sales Questions for Mastering Lead Qualification and Accelerating Sales

Learn the sales questions you need to master lead qualification and close more deals.

In B2B sales, the right sales discovery questions are absolutely essential to a successful sale. It is during the discovery period that sales reps can uncover the information that moves deals forward. The find the pains, needs, wants, and problems that the prospect is experiencing and can therefore tailor their sale to their specific use case. Not only does this provide a more personalized and tailored experience, but it increases the likelihood of a win.

In my experience, the worst sales reps are the ones who immediately launch into a standard product pitch and talk a mile a minute. Conversely, the best reps I’ve spoken to are fantastic listeners. They ask highly targeted, open-ended sales discovery questions and get prospects to open up about budget, authority, timeline, needs, and much more.

To add fuel to your tank, here are 30 of the best sales questions you can ask to learn more about your prospects.

Sales Discovery Questions for Needs and Challenges

It’s paramount to establish whether or not a prospect can truly benefit from your solution. Likewise, it’s important to know exactly which pain points your solution can solve. Here are some questions to help establish a prospect’s needs and challenges.

  • What are some challenges you’re looking to solve?
  • Have you tried to solve that problem so far?
  • What led you to want to make a change now?
  • What part of your job is most frustrating?

Questions to Build Rapport

Sales is all about building great relationships. In addition to asking qualification questions, it’s important to take a genuine interest in your prospects. Below are some questions to help build rapport. Look for any connections you can build. If they mention they’re going fishing over the weekend, and you are also into fishing, it can create a personal bond.

  • How did you get into [current discipline (e.g. marketing, sales operations, IT, etc.)?
  • Are you originally from ?
  • Are you a fan of ?
  • In case I ever make it to what’s your favorite restaurant there?
  • Got any big plans this weekend?
  • How has your business changed in the past year?

Sales Discovery Questions About Authority

Part of sales discovery should include discerning who has buying power, as well as the prospective company’s buying process. In B2B deals its common for there to be multiple stakeholders. Therefore it’s crucial to discover who these stakeholders are and what factors may be important to them.

  • In addition to yourself, who else at your company is facing these problems?
  • Are there any issues that other stakeholders may be concerned with?
  • What’s your purchasing process?

Questions About Budget

Budget questions will likely be more relevant when you follow up with inbound leads that are actively searching for a solution. If you’re prospecting, be prepared to talk to prospects with no budget set aside for your solution. It is then your task to convince the prospect that your solution is worth budgeting for. It’s amazing how budget can magically appear once prospects truly recognize your product’s value.

  • Are you responsible for establishing budget?
  • Do you already have a budget allocated?
  • What are you ideally looking to invest?

Sale Discovery Questions to Generate Demand

If you need help generating demand for your offering, here are some questions to help your prospects imagine the better life that awaits them after implementing your solution.

  • Say you had no budgetary restrictions, what kind of changes would you like to make happen?
  • What will you do with all your extra time/revenue after making a change?
  • What happens if you don’t arrive at a decision?

Questions About Competition

It’s to be expected that a fair amount of deals will be against competitors. It pays to find out a bit about their experience with competitors (whether the solution is currently in place or being simultaneously evaluated). Here are some questions to consider asking during competitive deals.

  • Are you looking at any other solution providers at the moment?
  • What has your experience been with ?
  • What sort of positive financial impact has your current solution had for your business?
  • How do you feel about the way we compare to other solutions you’ve looked at?

Timing/Implementation Questions

For a deal to close, you need to not only be selling the right solution at the right price, it has to be at the right time. Try to establish timeline with these questions:

  • In an ideal world, when would you imagine yourself implementing this solution?
  • Do you have a current solution in place? If so, when is your current contract up?
  • Does your team have the time and resources in place necessary to handle implementation?

Sales Discovery Follow-Up Questions

Toward the end of a sales conversation (if a prospect seems like a good fit) it’s important to move the deal forward, here are some questions to ask about follow-up.

  • What would be the best time for our next meeting?
  • What goals would you like to accomplish during our next meeting?
  • Would you like to connect me with any other stakeholders at your company?
  • When would be a good time to follow up with you about what we discussed?

For an in-depth analysis of many of these questions, be sure to check out our free eBook Socratic Sales: The 21 Best Sales Questions for Mastering Lead Qualification and Accelerating Sales!