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Probing Sales Questions to Ask Your Prospects
A new year is on the horizon, and the pressure is on!
How are you going to achieve your higher revenue goals next year? How will you get your clients to spend more money?
Most importantly, how will you and your company make up for the accounts you lost this year? “By making our clients happy and keeping them happy,” you say. Sure, but where will you start?
Probing Sales Questions to Ask Your Customers
Maybe you think the way to keep your customers happy is by avoiding ruffling their feathers with tough, uncomfortable questions. Think again! Your clients can’t solve their problems if they don’t acknowledge them. Or maybe they’ve had too many fires to put out this year. As a result, they’ve had little if any time to constructively think through their challenges and what steps need to be taken to achieve next year’s goals. And that’s where you come in, by helping them to see the bigger picture.
You can use the business version of “tough love,” in the form of probing questions that’ll help your clients recognize problems. And you’ll create some urgency so they’re more likely to take action. Best of all, because you dare to ask the questions that are critical to their success in 2009, you’ve positioned yourself as part of the solution.
You know these tough, probing sales questions are important, but maybe you’ve been holding back from asking them because they can:
- Be imposing.
- Be intrusive.
- Be uncomfortable.
- Take away your selling time.
You may even be a little afraid to hear your client’s answers. What if she says she hasn’t exactly been elated with your work on her behalf, and she’s already shopping around among your competitors? Don’t let this possibility intimidate you! If those issues or anything else are a thorn in your customer’s side, you need to hear it from her and remove that thorn before it tears a gaping wound—perhaps a fatal one—into your business relationship. Instead of fearing negative answers, embrace them as tools that can help you give your client the intensive care her business requires—and put money in your pocket instead of your rival’s.
Building up to Asking Probing and Successful Sales Questions
Asking probing questions can be the building blocks to providing your clients with the best solutions to their problems, because these probing questions will help you to:
- Build rapport with your clients.
- Understand your customers’ needs.
- Illuminate your customers’ hidden needs and wants.
- Look for information from your clients.
- Direct the conversation.
- Increase your customer’s comfort zone.
- Name your customers’ fears to help conquer them.
- Galvanize customers’ emotions so they’ll take action, with your help.
Honey attracts more flies than vinegar, so start off your probing sales questioning by capitalizing on what’s going right with your clients, then ease into problem areas. When you and your client begin this discussion, it’s important to concentrate on “you”—that is, your client—before going into what “we”—you and your client—can do as a team. The key is to make sure your client realizes she has ownership in this process, while validating your own role in your client’s success.
Sample Sales Questions You Can Ask
Note that the following sales questions get more complex as you go along.
- “What are your goals for next year compared with this year?
- “In what ways are you going to capitalize on this year’s success to ensure even greater success next year?”
- “With 2009 around the corner, what do you think you’ll do more of/less of/just plain differently?”
- “In what ways can we ensure/change/do more of…to ensure your continuing success?”
- “What is it that you value most about doing business with us (me)?”
- “What do you feel we are (I am) doing right to sustain our business relationship?”
- “In what ways are we (am I) helping you to achieve your goals?”
- “In what ways can we (I) improve?”
- “What changes do we (I) need to make to ensure greater success?”
- “If you could change one thing about our relationship, what would it be?”
- “What goals would you like to see us (me) accomplish with you in the next 12 months?”
- “How can we (I) make your job easier?”
- “Would you be willing to serve as a reference for my product or company? If so, can you elaborate on what you would say about us? If not, why not?”
- “What will it take on our (my) part to win that portion of the business you are currently giving to our competition?”
Be sensitive to your customer’s concerns and issues; keep your antennae up for the potential speed bumps and barriers ahead. The time to address those small potential issues is now, before they magnify into overwhelming problems.
Establish Instant Sales Rapport So You’ll Ask the Right Probing Questions
Your prospective customer has one of these four concerns on her mind:
- “How are you going to minimize my fears?”
- “How are you going to enhance my standing in my organization?”
- “How are you going to save me money? Or make me money?”
- “How are you going to make my life easier?”
Asking these tough and probing questions will get your customers to start divulging critical info that they never shared before, because you probably never asked. You can only position yourself and your product as better solutions to your customer’s problems when you understand her true needs and desires.
Digging into the dirt with tough but crucial probing questions is the best way to unearth the answers that will help you help your client solve her problems, and lead to a happy and profitable new year for all concerned.




Working on the right questioning techniques in sales, takes time and practice. Probing questions yield the best results in terms of serving the customers needs and warding off objections later in the sale. Having a place to start to form your questions is a great way to maximize your time. So I’m refreshing with Performance Based Results.
Paul
You article has some very good questions. I’ve been sharing this question with the sales organizations I work with.
“What would it take to win your supplier of the year award?”
FYI
Jim Meisenheimer
This is article is great and is a perfect fit not only for our prospect, but for our accountant channel as well. I will use immediately!
Love the visual of Probing questions…
It is OK to create some trepidation in the sales process.
Many prospects are really wanting someone to help them solve their problems
Questioning techniques are the #1 missing link in the success chain for most salespeople. The common thought is “All I have to do is demo what I do, and they’ll buy for sure!” This is wrong.
Good questioning begins at the outset, and enables you to uncover reasons why a prospect would want to talk further and potentially do business with you. Think like a lawyer. How much “free education” does a lawyer give out? *None.* Do they demo what they’re going to do in order to get you out of trouble? No way! They ask questions, perform their technical skill, and bill you for the result.
As a consultative sales trainer with a lot of experience with IT VARS (business partners of the software giants who make CRM & accounting software), let me advise you about the top officers who are the best prospects for this complex, high-value product. They *don’t care* about features & benefits. Bells and whistles do not excite them. They are not going to spend $30,000 just to take a couple of screens off a process. You’ve got to find out their urgent, emotional reason for wanting to change and buy something new!
Good questioning skills will enable you to uncover this information. You will not get it on the first try: people give logical answers first (that are not the strict truth), and bare the emotional ones later. Bear in mind that you must ask open-ended questions…and keep your mouth shut(!) as they answer. You must get their version of reality…why they want to buy. Don’t confuse them with your reasons for buying–they’ll buy for *their* reasons. Educate them on all the other great things your solution does *after* the sale.
I’ve seen this quote attributed to Pascal, Einstein and other great thinkers: “All of humanity’s problems stem from man’s inability to sit quietly in a room alone.” Take from it the wisdom that asking the powerful open-ended question, **and then shutting up** and listening can be the most effective sales method you use.