LESSON 27 · ASK BETTER QUESTIONS, SELL MORE

Ask About Past Experiences With Sellers

Twenty practical ways to ask about past experiences with sellers, so you learn what delighted and what disappointed them.

Past experiences shape expectations. Learn from what came before.

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: Past experiences shape expectations
TIP 1

Past experiences shape expectations

Customers carry memories of good and bad sellers into every new meeting.

TRY THIS
Ask about them.
Photo for the tip: Ask what annoyed them
TIP 2

Ask what annoyed them

Negative stories show what to avoid.

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Note them.
Photo for the tip: Ask who was best
TIP 3

Ask who was best

The best seller they met reveals ideals.

TRY THIS
Learn the traits.
Photo for the tip: Do not criticise others
TIP 4

Do not criticise others

Stay respectful of past providers.

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Keep it professional.
Photo for the tip: Ask what they expect from you
TIP 5

Ask what they expect from you

Setting expectations early avoids surprise.

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Write them.
Photo for the tip: Check understanding
TIP 6

Check understanding

Ask if this feels different.

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Wait for response.
Photo for the tip: Experiences shape expectations
TIP 7

Experiences shape expectations

They compare you to those they met.

TRY THIS
Ask.
Photo for the tip: Ask about the best experience
TIP 8

Ask about the best experience

What to copy.

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Ask.
Photo for the tip: Ask about the worst
TIP 9

Ask about the worst

What to avoid.

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Ask.
Photo for the tip: Ask what they value
TIP 10

Ask what they value

Priorities.

TRY THIS
Ask.

Easy things to say

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

ASK

“How was your experience with previous suppliers?”

GOOD

“What did they do well?”

BAD

“What disappointed you?”

CHANGE

“What would you do differently?”

CHECK

“How can I earn your trust?”

THANKS

“That is valuable.”

Your first week

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

DAY 1
Ask about the best seller they met
DAY 2
Ask about the worst
DAY 3
Ask what they expect
DAY 4
Note do and do not
DAY 5
Match their wishes
DAY 6
Check you meet them
DAY 7
Review

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: Discover Their DeadlineNext: Find Out What They Tried Before →

  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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