68 Memorable Questions for Establishing and Building Rapport With Customers


“This is Mateo.”

“Hi Mateo,” you say enthusiastically. “It’s Jessica from Marchbank … So, how was your weekend?”

“Great,” Mateo responds. ” … How was yours?”

“Awesome,” you reply. “And uh … how is the weather by you?”

“Um … it’s warm. So that’s good.”

You’re probably bored just reading this conversation. So why do customer support reps use these generic opening questions in real-life conversations with customers?

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Unfortunately, many reps default to stock questions for simplicity’s sake. They’re easy and safe, yes, but there’s a downside: They make it harder to build true rapport.

The conversation with Mateo didn’t have to start off this way. Imagine if, instead, you’d said:

“Hi Mateo, it’s Jessica from Marchbank. I saw someone from your town was on Shark Tank last night! Do you know Brett Finnigan?”

Even if Mateo has never met Brett in his life, this question is far more engaging and memorable than “How was your weekend?”

However, crafting the right rapport-building questions can be tricky. To master this skill, check out what goes into a great one — then borrow some of our ideas. By building on the rapport you’ve established, you can optimize the return of customer relations.

What is customer rapport?

Rapport is getting to know someone by making a connection that’s beyond surface-level. It’s a state of understanding that you’ve developed with another individual or group other than your own. Both definitions are very important to consider in business relationships as well as customer interactions.

Rapport has to be earned and built, it takes time, but when you ask the right questions, a professional and profitable client relationship is made.

What are rapport-building questions?

Rapport-building questions connect people on a personal level with unique, memorable, and appropriate answers to start a conversation. These are more engaging than surface-level questions that may prompt a short back-and-forth, but won’t lead to a meaningful connection.

Anatomy of a Memorable Rapport-Building Question

An effective rapport-building question meets three pieces of criteria:

  • Personalized. People tend to blow off questions like “What’s the weather like?” or “Got any fun plans for the summer?” because these could be asked to — and answered by — anyone. If you ask a highly specific question, however, you’ll show you’re actually interested in the answer (and by association, the customer).
  • Unique. Your question should be a little unexpected. By catching the person off-guard, you’ll get a more honest answer — and honesty breeds intimacy.
  • Appropriate. Even though your question should be surprising, it shouldn’t be surprising in a bad way. Avoid anything that could be seen as nosy or out-of-bounds. For example, if the customer says, “I just got back from a conference in Atlantic City,” don’t reply, “Nice! Did you get a chance to party?”

Benefits of Building Customer Rapport

Your company is going to make mistakes — every company does. However, if your relationship with your customers is strong, they’ll be less likely to turn to your competitors. That’s because the more successful you are in building customer rapport, the lower your churn rate will be. And, studies show that lowering your churn rate by only 5% can increase your overall profitability by 25 to 125%.

Customer rapport can also help with lead acquisition. 80% of customers are willing to pay more for a guaranteed good experience. So, if your business develops a reputation of delighting customers, you’ll be more attractive to potential prospects.

Now that we understand the importance of building customer rapport, let’s take a look at some of the ways you can build it with your customers.

1. Personalize your customer service.

“Hi there, thank you for reaching out to support. Can I assist you?”

Not the most enthusiastic introduction, right? Cookie-cutter customer service like this doesn’t leave an impression on your customers. They want a personalized experience that feels one of a kind.

Try something like, “Hi [customer name], thanks for reaching out to the [your business name] support team. What are we working on today?”

Use the customer’s first name, and proudly introduce yourself as a representative of your business. These changes are subtle, but they personalize the experience. Additionally, you can invest in personalization tools that will automate this process for digital communication.

2. Align with the customer’s goals and needs.

Customer service interactions are notorious for generating a competitive environment between the customer and the company. In the past, businesses had a tactical advantage and could easily exploit customers. Now, customers are on the same playing field and are rightfully dubious of marketing and customer service functions.

If you want to avoid this animosity, then your service team needs to demonstrate a commitment to the customer’s goals and needs. Show your customers that you’re dedicated to solving their problems and helping them achieve their short- and long-term goals. One way to do this is by creating an omnichannel support experience. Offering multiple communication channels for support demonstrates a genuine investment in customer success.

3. Obtain customer feedback.

It’s hard to earn the trust of your customers if you don’t consider their input. Think about it. If you ignore customer feedback, then your communication becomes one-dimensional. Why would customers ever trust your business if they know their needs and opinions aren’t being considered?

Instead, you should be enamored with customer feedback and want to obtain as much of it as possible. Not only will customers feel like their voice is being heard, but it will also present you with opportunities to upsell and prevent churn. For example, when customers leave a positive review, you can offer them an upgrade or add-on that will improve their long-term experience. Since the customer has a history of success with your business, they’ll be more likely to purchase an additional product.

4. Provide proactive customer service.

One of the most effective ways to build rapport with your customers is to be proactive. Don’t wait until your customers have problems, interact with them beforehand and clear roadblocks before they impede the customer’s workflow. This shows customers you’re actively keeping their best interests at heart.

You can implement proactive customer service by creating support options that customers can use on their own. These self-service support tools include features like knowledge bases, email newsletters, and automation tools that streamline the service process.

5. Create a customer success department.

If you want to truly demonstrate your dedication to customer goals, then your business will need to adopt a customer success department. This team ensures all customers achieve their goals when using your product or service. There’s no clearer way to show customers your investment in their success than creating a whole department committed to it.

Customer success programs decrease acquisition costs and improve customer retention rates. In fact, one study shows that at least 35% CS leaders rank ongoing customer service programs as more important than product offerings in effectively reducing churn rate. Not only do these programs build customer rapport, but they also provide your business with a measurable return on its investment.

6. Develop an Onboarding Process

If you work for a SaaS business, you know new customers tend to struggle the most with your product. Learning to use new software isn’t easy, and this can be frustrating for customers who are looking for immediate solutions.

Onboarding processes reduce this stress for customers and help them get the most from your product right away. By including an onboarding process as part of the customer journey, you can make sure customers don’t abandon your company because they didn’t know how to use your product or service. This builds rapport with customers because they recognize your proactive effort to bring them up to speed.

Establishing Rapport

If you haven’t met or spoken to a customer, and you’re looking to build rapport, we recommend starting with “icebreaker questions” — those lighthearted, easy-to-answer questions you’re likely familiar with that help strangers get to know each other under positive, friendly circumstances.

You’ll still want to ask questions that are personalized and unique, and appropriateness will be even more important at this beginning stage of the relationship.

A good rule of thumb for initially establishing rapport? Focus on icebreaker questions inspired by LinkedIn — such as questions about the customer’s location, career, and education.

Once the relationship has progressed a bit, or if you know you’re going to be in regular calls and meetings with this individual, you can ask the customer more personal questions to foster deeper connections and open up opportunities for mutual sharing.

Keep reading for our full list of rapport-building questions to use in calls, emails, and in-person with your customers.

Location Questions

1. Is it true what they say about living in [city/state]? (For example, “Is it true what they say about living in L.A.? Are the freeways essentially parking lots?”)

2. Since you live in [city/state], do you go to [local attraction] all the time?

3. I have such good memories of [city/state] — I visited when I was X years old and absolutely loved [destination/feature]. What do you think about [destination/feature]?

4. If I had the opportunity to pass through [city/state], what would be your top recommendations?

5. Is [city/state] a good location for [customer’s industry/company/profession]?

6. I’ve heard [nearby restaurant/city/state] has amazing [food item]. Does it deserve the hype?

7. What’s your commute like? (Do you drive, take public transit, carpool, etc.)

8. What brought you to [city/state]?

9. What’s something most people don’t realize about [city/state]?

10. Are there a lot of companies in [customer’s industry] in [city/state], or are you guys fairly unique?

11. Is [city/state] where your company is located, or do you work remotely?

12. When’s the best time of year to visit [city/state]?

Job and Career Questions

13. My [niece/son/grandchild] wants to become a [profession]. Do you have any advice I should pass on?

14. I saw you used to work in [different field/profession/industry]. How was the transition?

15. Do you go to [well-known industry event]? Why/why not?

16. You tweeted about going to [conference] — have you been before? I’m debating whether or not to go, and I’d love to hear your thoughts.

17. My friend used to work at [current or former company]. Do you know [name]? What was it like working there?

18. As a rep for [company], I talk to a lot of people in [customer’s profession], but you’re the first I’ve met who’s ever majored in [unexpected major]! How’d that happen?

19. I read on your LinkedIn that you spoke at [event] — really impressive. Do you have any future speaking events lined up?

20. I noticed you have your X certification. What was the process of getting that like?

21. On your LinkedIn profile, you listed [unusual skill] under your Skills. How often does that come in handy?

22. You’re fluent in [second language], right? Wow! Do you travel to [country] fairly often? Do you use [language] in your work? Is there a third language in your future?

23. Many of my clients in [customer’s role] tell me [X detail about job]. Has that held true in your experience?

24. I’d love to learn more about [customer’s role]. Are there any resources you’d recommend?

25. My [niece/son/grandchild] wants to become a [profession]. Are there any subjects you’d suggest majoring in?

26. What job would you want if you weren’t a [customer’s profession]?

27. Have you always wanted to work in [customer’s field]?

School and Interest Questions

28. You’re an alum of [college]! My friend graduated from [college] in [year]. They said it was really X … (Or, “I’ve never met anyone who went to [college] before! What was it like? Would you recommend applying?”)

29. I noticed on LinkedIn that you help out with [organization]. How’d you get started with that?

30. Saw on Twitter that you’re a massive [sport] fan. Are you looking forward to [related event]?

31. In your LinkedIn summary, you mention loving [activity]. How long have you been doing that?

32. While I was preparing for our conversation, I noticed you follow [influencer] on LinkedIn. What did you think of their ideas on [topic]? (Alternatively, “Did you read their book?”)

33. I saw you follow [influencer] on Twitter — I do, too. Did you see what they wrote the other day about [topic]?

34. I saw on LinkedIn you attended [college]. My [niece/son/grandchild/family friend] was thinking of applying. What was your experience like?

35. Do many people from [college] end up in [customer’s current location]?

36. Would you go back to [college] again for a graduate degree?

37. Are there any leaders in your space you’d recommend following?

38. What was the best class you ever took at [college]?

Content and Activity-Based Questions

39. You recently tweeted a link to [podcast/radio show]. Have you listened to [specific episode/similar show]? (This question also works for books, movies, and TV shows.)

40. I loved what you [blogged/shared] the other day about [topic]. Have you read [related article]?

41. Since you’re interested in [topic]; I was wondering if you’d read [book on topic]?

42. I saw that you tweeted about [author/book name] — I’m looking for a new read, should I try [author/book name]?

43. I’m putting together a list of great blogs for [customer’s industry]. Do you have any recommendations?

44. I’m putting together a list of must-read blogs for any [customer’s profession]. Which ones do you like?

45. I’m buying a book for someone’s [milestone year] birthday. Do you remember reading anything around that time that really changed your life?

46. I saw on [LinkedIn/Twitter/Facebook] you’re interested in [topic]. Do you have any related documentary recommendations?

47. I saw on [LinkedIn, Twitter, Facebook] you’re interested in [topic]. How did you [learn about, come across] that [topic, field]?

48. Do you subscribe to any newsletters about [topic, industry, product category]?

49. I read the [article, blog post, interview, white paper, ebook] you shared on [topic] on [LinkedIn, Twitter, Facebook, etc.] What did you like about it?

50. Are you reading any interesting books these days?

Company Questions

51. Congrats on [recent company announcement]! How long was that in the works?

52. I saw [company] won [award] recently — way to go. Did you submit an entry, or were you unaware your team was up for consideration? Who were you competing with?

53. Your company just [opened up/moved to] a new office, right? What’s the [neighborhood/city] like?

54. I saw on Twitter [you/your company] just started using [non-competitor product]. We were thinking of trying that one out — what’s been your experience so far?

55. Your company’s retreat photo came up on Instagram. Did you like [destination]? What was the highlight of the trip?

56. I was browsing your company’s site when I came across the blog. I loved [your/your coworker’s/your CEO’s] post about [topic]; what do you think about [related topic]?

57. I came across [company’s] social media accounts while I was preparing for our call. It seems like a [fun, interesting, fast-paced] place to work. What do you think?

58. I learned about [company’s] unique tradition of [doing X] on [your company blog, social media]. How did that tradition begin?

59. I learned about [company’s] unique tradition of [doing X] on [your company blog, social media]. Is that your favorite tradition?

60. Your company seems to host [online events, customer events, recruiting events, philanthropic events, industry events] fairly often. Are you involved in those?

61. I saw that your office is based in [city neighborhood]. Do you like to go out to [restaurant] for lunch?

Random Questions

62. I read on [LinkedIn/Twitter/your blog/etc.] that you think [opinion]. I feel the same way — but I’m always curious to learn how other people formed their opinions. How’d you come to this one?

63. You seem to have a pretty busy schedule. Do you have any productivity tips?

64. It seems like you’re fairly busy — do you use apps to stay organized? I’ve been looking for a good one, so recommendations would be helpful.

65. You seem like someone with good Netflix picks. What have you enjoyed recently?

66. The weather is very nice here, how’s it where you are?

67. Are you planning any work trips or vacations this [season]?

68. I saw the picture you shared of your [pet] on social media. Have you ever thought about making [him/her] an Instagram account?

By showing interest in your customers and getting them to open up, you can deepen even the most transactional relationships. And once you’ve created that trust? You’ll see a dramatic change in your ability to solve their problems and turn them into loyal customers.

Editor’s note: This post was originally published in June 2019 and has been updated for comprehensiveness.

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