LESSON 15 · ASK BETTER QUESTIONS, SELL MORE

Ask "Why Is That Important?"

Twenty practical ways to ask “Why is that important?”, the simple question that uncovers the real reason behind any request.

Behind every request is a reason. One why reveals the real need.

10 tipsEasy things to say7-day plan

10 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: Why digs under the surface
TIP 1

Why digs under the surface

Asking why is that important? reveals values and motives behind a request.

TRY THIS
Use it once per call.
Photo for the tip: Soften the wording
TIP 2

Soften the wording

Say help me understand why that matters to avoid sounding blunt.

TRY THIS
Choose kind words.
Photo for the tip: Listen for the emotion
TIP 3

Listen for the emotion

The reason often shows in tone as much as words.

TRY THIS
Notice feeling.
Photo for the tip: Ask it more than once
TIP 4

Ask it more than once

A second why can reach the root.

TRY THIS
Try two or three levels.
Photo for the tip: Apply to goals
TIP 5

Apply to goals

Why does that goal matter? reveals true priorities.

TRY THIS
Ask about aims.
Photo for the tip: Apply to objections
TIP 6

Apply to objections

Why is price a concern? opens the real issue.

TRY THIS
Ask gently.
Photo for the tip: Apply to deadlines
TIP 7

Apply to deadlines

Why that date? shows urgency or flexibility.

TRY THIS
Check it.
Photo for the tip: Write down their reasons
TIP 8

Write down their reasons

Their reasons are your selling points.

TRY THIS
Capture in their words.
Photo for the tip: Requests hide goals
TIP 9

Requests hide goals

“We need a cheaper option” may mean “we need to protect our cash”.

TRY THIS
Think of one example.
Photo for the tip: Ask softly
TIP 10

Ask softly

A harsh why feels like challenge.

TRY THIS
Use “I would love to understand”.

Easy things to say

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

ASK

“Why is that important to you?”

DIG

“What would that allow you to do?”

CHECK

“Is there something behind that?”

SOFTEN

“I would love to understand the reason.”

THANKS

“That helps a lot.”

LINK

“So the real goal is saving time.”

Your first week

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

DAY 1
Pick one request to explore
DAY 2
Ask “Why is that important?”
DAY 3
Listen to the answer
DAY 4
Ask once more
DAY 5
Write the real goal
DAY 6
Check with them
DAY 7
Link to your offer

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: Common SPIN MistakesNext: The Power of "Tell Me More" →

  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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