LESSON 04 · ASK BETTER QUESTIONS, SELL MORE

Questions Show You Care

Twenty practical ways to show customers you care through your questions, because the best question is one that proves you listened.

Questions are care in action. Ask as if their answer matters, because it does.

12 tipsEasy things to say7-day plan

12 tips that really help

These ideas come from SPIN Selling (Neil Rackham), Gap Selling (Keenan), The Sandler Rules (David Mattson), and everyday practice. The first six help the most. Pick one and try it today.

Photo for the tip: People feel valued when asked
TIP 1

People feel valued when asked

A good question tells someone their opinion matters and that you are not just there to sell.

TRY THIS
Remember this before you pitch.
Photo for the tip: Ask about what they care about
TIP 2

Ask about what they care about

Questions on goals, hopes and worries show real interest in the person.

TRY THIS
Start with their goals.
Photo for the tip: Avoid questions that sound like tests
TIP 3

Avoid questions that sound like tests

Phrase queries in a friendly way so they feel like conversation, not examination.

TRY THIS
Soften your tone.
Photo for the tip: Thank people for answers
TIP 4

Thank people for answers

Appreciation encourages deeper sharing in the next answer.

TRY THIS
Say thank you for explaining that.
Photo for the tip: Show you remember
TIP 5

Show you remember

Referring back to something they said earlier proves you were listening.

TRY THIS
Use one earlier detail.
Photo for the tip: Ask permission for personal topics
TIP 6

Ask permission for personal topics

A polite line such as may I ask about your budget? respects their comfort.

TRY THIS
Practise gentle bridges.
Photo for the tip: Match your questions to their mood
TIP 7

Match your questions to their mood

Busy people need short questions, while relaxed people enjoy more depth.

TRY THIS
Read the room first.
Photo for the tip: Be prepared to answer in return
TIP 8

Be prepared to answer in return

Sharing a little about yourself keeps the exchange fair and human.

TRY THIS
Prepare a short answer.
Photo for the tip: Avoid leading questions
TIP 9

Avoid leading questions

Questions that push toward your answer make people feel manipulated.

TRY THIS
Rewrite one leading question.
Photo for the tip: Keep questions simple
TIP 10

Keep questions simple

One clear question at a time is easier to answer than several at once.

TRY THIS
Ask only one now.
Photo for the tip: Notice how they react
TIP 11

Notice how they react

Their face and voice show whether a question feels comfortable.

TRY THIS
Adjust accordingly.
Photo for the tip: Follow with action
TIP 12

Follow with action

Use what you learned to help, showing that questions led to care.

TRY THIS
Send a useful link afterwards.

Easy things to say

When you are stuck, pick one of these. They work in many sales conversations.

CARE

“How are you finding the current system?”

DETAIL

“You mentioned deadlines. How tight are they?”

LINK

“Last time you said staffing was a worry. Has that changed?”

EMPATHY

“That sounds stressful.”

THANKS

“Thank you for sharing that.”

OFFER

“Is there anything I can do to help?”

Your first week

One small action a day. Each day is only a little bigger than the last.

DAY 1
Write three caring questions
DAY 2
Link one to a previous conversation
DAY 3
Ask with warmth
DAY 4
Listen to the answer fully
DAY 5
Acknowledge feelings
DAY 6
Follow up later
DAY 7
Review your tone

Further reading

  • SPIN Selling (Neil Rackham)
  • Gap Selling (Keenan)
  • The Sandler Rules (David Mattson)

The tips above are written in our own words and are general guidance. The books are suggestions for further reading.

More lessons in “Ask Better Questions, Sell More”

Keep going. Small steps every day make a big change.

← Previous: Curiosity Is a Sales SkillNext: Make Customers Talk About Their World →

  1. Stop Pitching, Start Asking
  2. The 70/30 Rule: Listen More
  3. Curiosity Is a Sales Skill
  4. Questions Show You Care
  5. Make Customers Talk About Their World
  6. Pitch Only After You Understand
  7. Questions Are Not Interrogations
  8. Situation Questions Without Boring People
  9. Problem Questions That Find the Pain
  10. Implication Questions That Show the Cost
  11. Need-Payoff Questions That Spark Desire
  12. Build a SPIN Question Bank
  13. Use SPIN on a Small Sale
  14. Common SPIN Mistakes
  15. Ask "Why Is That Important?"
  16. The Power of "Tell Me More"
  17. Find the Hidden Problem Behind the Problem
  18. Ask About the Cost of Doing Nothing
  19. Ask About Feelings, Not Just Facts
  20. Turn One Answer Into Three Questions
  21. The Pause That Gets the Truth
  22. Who Decides and Who Influences?
  23. How Do They Buy Today?
  24. What Does Success Look Like to Them?
  25. Find Their Budget Without Awkwardness
  26. Discover Their Deadline
  27. Ask About Past Experiences With Sellers
  28. Find Out What They Tried Before
  29. Research Before You Ask
  30. Write Your Top Five Questions
  31. Set the Agenda Together
  32. Take Notes Without Losing Eye Contact
  33. Summarise What You Heard
  34. End With a Clear Next Step
  35. Great Questions for Phone Calls
  36. Questions to Use in Email
  37. Questions for a Group Meeting
  38. Questions for Small Customers
  39. Questions for Big Customers
  40. Questions That Win Repeat Business
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