LESSON 08 · ASK BETTER QUESTIONS, SELL MORE

Situation Questions Without Boring People

Twenty practical ways to ask situation questions without boring people, so you learn the basics quickly and kindly.

Situation questions set the scene. Ask only what you cannot find out yourself.

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: Situation questions set the scene
TIP 1

Situation questions set the scene

They gather basic facts about the customer’s current position without wasting their time.

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Prepare the few you truly need.
Photo for the tip: Do your homework first
TIP 2

Do your homework first

Looking up public details means you ask only what you cannot find.

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Read before the call.
Photo for the tip: Ask only what you need
TIP 3

Ask only what you need

Too many basic questions bore people and make you seem unprepared.

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Limit yourself to five.
Photo for the tip: Make them interesting
TIP 4

Make them interesting

Frame them around change, such as how has your team grown this year?

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Add a curious angle.
Photo for the tip: Ask about numbers lightly
TIP 5

Ask about numbers lightly

Rough figures such as how many orders a week give useful context.

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Say roughly.
Photo for the tip: Ask about processes
TIP 6

Ask about processes

How do you handle this today? reveals steps and friction.

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Ask for a simple walkthrough.
Photo for the tip: Ask about tools
TIP 7

Ask about tools

Knowing what they use helps you fit in.

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Ask what systems they rely on.
Photo for the tip: Ask about history
TIP 8

Ask about history

When did you start doing it this way? reveals why things are the way they are.

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Listen for reasons.
Photo for the tip: Move on quickly
TIP 9

Move on quickly

After the scene is set, shift to problems.

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Watch the time.
Photo for the tip: Confirm what you know
TIP 10

Confirm what you know

Check understanding with a short summary before moving forward.

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Say have I got this right?
Photo for the tip: Take notes of key facts
TIP 11

Take notes of key facts

Record important details to avoid asking twice later.

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Use a simple template.
Photo for the tip: Keep a friendly rhythm
TIP 12

Keep a friendly rhythm

Blend questions with comments so it feels like a chat.

TRY THIS
Respond to each answer.

Easy things to say

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

SCENE

“How many people are on your team?”

TOOLS

“What do you use today for scheduling?”

HISTORY

“How long have you done it this way?”

VOLUME

“Roughly how many orders do you handle a week?”

CHECK

“Have I understood your set-up?”

THANKS

“That gives me a good picture.”

Your first week

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

DAY 1
Research before the call
DAY 2
List five situation questions
DAY 3
Ask only what you must
DAY 4
Link each to a next question
DAY 5
Keep them brief
DAY 6
Move to problems quickly
DAY 7
Review how it went

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.

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These lessons share general learning and everyday ideas. They are not medical or mental health advice. If you feel very anxious, low or unwell, please talk to a doctor or a qualified professional.

More lessons in “Ask Better Questions, Sell More”

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

← Previous: Questions Are Not InterrogationsNext: Problem Questions That Find the Pain →

  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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