LESSON 01 · ASK BETTER QUESTIONS, SELL MORE

Stop Pitching, Start Asking

Forty practical ideas to move from talking about your product to discovering what your customer truly needs.

Questions sell better than speeches. Understanding comes before persuasion.

40 tipsEasy things to say7-day plan

40 tips that really help

These ideas come from SPIN Selling, Gap Selling, the Sandler approach and real practice. The first six give you the biggest shift. Pick one and try it today.

Photo for the tip: Questions beat speeches
TIP 1

Questions beat speeches

Customers care about their problems more than your product. Questions show you care too.

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Replace your next pitch with three questions.
Photo for the tip: Neil Rackham's big finding
TIP 2

Neil Rackham's big finding

Neil Rackham’s research behind SPIN Selling found that top sellers ask more of the right questions in larger sales.

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Count how many questions you ask on your next call.
Photo for the tip: Talk less, learn more
TIP 3

Talk less, learn more

Aim for the customer to speak most of the time.

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Track your talk time on one call.
Photo for the tip: Start with their situation
TIP 4

Start with their situation

Learn the basics so you know where to go next.

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Write three situation questions.
Photo for the tip: Find the problem
TIP 5

Find the problem

A problem is where a sale begins.

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Ask, “What is the biggest challenge right now?”
Photo for the tip: Explore the effect
TIP 6

Explore the effect

Help them see how a problem touches money, time and people.

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Ask, “How does that affect your team?”
Photo for the tip: Describe the benefit together
TIP 7

Describe the benefit together

Let them say what a solution would mean.

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Ask, “What would solving that do for you?”
Photo for the tip: Keep a question bank
TIP 8

Keep a question bank

Having good questions ready helps you stay calm.

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Write ten questions for your next call.
Photo for the tip: Ask open questions
TIP 9

Ask open questions

Start with what, how and why for richer answers.

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Change one closed question into an open one.
Photo for the tip: Avoid leading questions
TIP 10

Avoid leading questions

Asking “Don’t you agree?” feels pushy.

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Remove one leading question from your script.
Photo for the tip: Ask one question at a time
TIP 11

Ask one question at a time

Stacked questions confuse people.

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Ask a question, then wait.
Photo for the tip: Wait after you ask
TIP 12

Wait after you ask

Silence invites a fuller answer.

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Count to four after each question.
Photo for the tip: Follow the thread
TIP 13

Follow the thread

Ask a follow-up about what they just said.

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Use “tell me more about that” once.
Photo for the tip: Ask why it matters
TIP 14

Ask why it matters

The reason behind a request is the real need.

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Ask, “Why is that important to you?”
Photo for the tip: Find the hidden problem
TIP 15

Find the hidden problem

The first problem named is rarely the biggest.

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Ask, “What else is behind that?”
Photo for the tip: Ask about the cost of waiting
TIP 16

Ask about the cost of waiting

Doing nothing has a cost. Help them see it.

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Ask, “What happens if nothing changes?”
Photo for the tip: Keenan on gaps
TIP 17

Keenan on gaps

Gap selling, popularised by Keenan, focuses on the gap between where the customer is and where they want to be.

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Write the gap for one customer.
Photo for the tip: Ask about the past
TIP 18

Ask about the past

What they tried before shows what they want and fear.

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Ask, “What have you tried so far?”
Photo for the tip: Ask about the future
TIP 19

Ask about the future

A clear picture of success guides your proposal.

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Ask, “What would success look like?”
Photo for the tip: Ask about the buying process
TIP 20

Ask about the buying process

Knowing who decides saves time.

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Ask, “Who else will be involved?”
Photo for the tip: Ask about timing
TIP 21

Ask about timing

Learn the deadline that matters.

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Ask, “When do you need this solved?”
Photo for the tip: Ask about budget gently
TIP 22

Ask about budget gently

Frame it as planning, not pressure.

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Ask, “What range have you set aside?”
Photo for the tip: Summarise what you heard
TIP 23

Summarise what you heard

A short recap proves you listened.

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Say, “So the main issue is…”
Photo for the tip: Check you got it right
TIP 24

Check you got it right

Ask, “Did I understand that correctly?”

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Use this check after each topic.
Photo for the tip: Take notes
TIP 25

Take notes

Notes show care and help you remember.

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Note three customer quotes.
Photo for the tip: Use their words back
TIP 26

Use their words back

Repeating their phrases builds trust.

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Use one customer phrase in your reply.
Photo for the tip: Prepare, but do not read
TIP 27

Prepare, but do not read

A list helps, but eye contact matters more.

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Memorise your top three questions.
Photo for the tip: Set the agenda up front
TIP 28

Set the agenda up front

Say what you will cover and ask if it works.

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Start a call with “Here is what I suggest.”
Photo for the tip: Do not pitch too early
TIP 29

Do not pitch too early

Hold your solution until you understand the need.

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Delay your pitch by five minutes.
Photo for the tip: Pitch only what fits
TIP 30

Pitch only what fits

Show features that match their problem.

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Choose three features that match a need.
Photo for the tip: Sandler on up-front contracts
TIP 31

Sandler on up-front contracts

The Sandler approach teaches agreeing on the meeting’s purpose at the start.

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Say, “At the end, we will decide on a next step.”
Photo for the tip: Let them reach the conclusion
TIP 32

Let them reach the conclusion

People trust conclusions they reach themselves.

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Ask a question that helps them see the answer.
Photo for the tip: Respect their time
TIP 33

Respect their time

Good questions are efficient.

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Cut one unnecessary question.
Photo for the tip: Be curious about people
TIP 34

Be curious about people

Real interest shows in your tone.

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Ask a question you do not know the answer to.
Photo for the tip: Avoid interrogation
TIP 35

Avoid interrogation

Mix questions with reactions to keep it human.

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React with “That makes sense” between questions.
Photo for the tip: Role-play your questions
TIP 36

Role-play your questions

Practise aloud with a colleague.

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Do a five-minute role-play today.
Photo for the tip: Review recorded calls
TIP 37

Review recorded calls

Listen for missed questions.

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Review one call and note three ideas.
Photo for the tip: Teach a colleague
TIP 38

Teach a colleague

Explaining sharpens your own skill.

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Teach one question technique to a friend.
Photo for the tip: Ask permission to ask questions
TIP 39

Ask permission to ask questions

Saying “May I ask a few questions so I can help properly?” makes people relaxed and open.

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Use this line at the start of your next call.
Photo for the tip: Start asking now
TIP 40

Start asking now

Begin your next conversation with a great question.

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Write your first question before your next call.

Easy things to say

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

OPEN

“Can you tell me a bit about how things work today?”

DIG

“What happens when that goes wrong?”

COST

“How does that affect your team?”

VALUE

“What would it mean if that were solved?”

CHECK

“Did I get that right?”

NEXT

“Would it help if we looked at options?”

Your first week

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

DAY 1
Replace one pitch with a question
DAY 2
Ask “why” once
DAY 3
Ask about the cost of a problem
DAY 4
Summarise what you heard
DAY 5
Write five new questions
DAY 6
Practise a question in a role-play
DAY 7
Ask about the next step

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.

Next: The 70/30 Rule: Listen 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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