20 Questions

Best Interview Questions to Ask Sales Candidates

Identify top sales talent with these strategic interview questions that reveal their selling skills, resilience, cultural fit, and ability to drive revenue for your organization.

1

Walk me through your most successful sale. What made it successful?

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Why this works

Reveals their definition of success, sales process, and what they consider their strongest qualities as a salesperson.

2

Tell me about a time you lost a deal you thought you had. What happened?

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Why this works

Shows their ability to learn from failures, handle rejection, and maintain perspective after setbacks.

3

How do you research and qualify prospects before reaching out?

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Why this works

Reveals their prospecting methodology and whether they work smart or just hard, showing their strategic approach.

4

What's your approach to handling objections?

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Why this works

Shows their problem-solving skills and ability to address concerns while maintaining rapport with prospects.

5

How do you stay motivated during slow periods or after rejection?

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Why this works

Reveals their resilience and mental toughness, critical qualities for sustained success in sales.

6

Describe your typical sales process from first contact to close.

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Why this works

Shows their systematic approach and whether they have a repeatable process for moving deals forward.

7

How do you prioritize your leads and opportunities?

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Why this works

Reveals their time management skills and ability to focus on high-value activities that drive revenue.

8

Tell me about a time you had to work with a difficult customer. How did you handle it?

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Why this works

Shows their customer service mindset and ability to maintain professionalism under pressure.

9

What metrics do you track to measure your performance?

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Why this works

Reveals their data-driven approach and understanding of key performance indicators in sales.

10

How do you build relationships with prospects and customers?

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Why this works

Shows their approach to relationship-building and whether they focus on long-term value or just transactions.

11

Describe a situation where you had to collaborate with other teams to close a deal.

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Why this works

Reveals their teamwork skills and ability to leverage internal resources to win business.

12

How do you handle competing priorities and multiple opportunities at once?

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Why this works

Shows their organizational skills and ability to manage a complex pipeline effectively.

13

What's your approach to following up with prospects?

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Why this works

Reveals their persistence and strategy for staying top-of-mind without being pushy.

14

Tell me about a time you exceeded your sales quota. What did you do differently?

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Why this works

Shows what drives their exceptional performance and what behaviors lead to success.

15

How do you stay informed about industry trends and competitive offerings?

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Why this works

Reveals their commitment to continuous learning and staying competitive in the market.

16

What questions do you typically ask prospects during discovery calls?

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Why this works

Shows their consultative selling skills and ability to uncover customer needs effectively.

17

Describe a time when you had to adapt your sales approach. What prompted the change?

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Why this works

Reveals their flexibility and ability to adjust strategies based on feedback and results.

18

How do you handle situations where a prospect wants to negotiate on price?

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Why this works

Shows their negotiation skills and ability to communicate value beyond price.

19

What tools and technology do you use to manage your sales activities?

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Why this works

Reveals their technical proficiency and willingness to leverage tools for efficiency.

20

Why do you want to work in sales for our company specifically?

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Why this works

Shows their research, motivation, and whether they're genuinely interested or just looking for any sales job.

Best Practices for Sales Candidate Interviews

Expert tips and techniques for getting the most out of these questions.

Best Practices

Listen for Specific Examples

Look for concrete examples with measurable results. Vague answers may indicate lack of real experience or accountability for outcomes.

Assess Their Questions

Pay attention to what questions they ask you. Great salespeople ask insightful questions to understand needs and qualify opportunities.

Role-Play a Sales Scenario

Consider doing a brief role-play to see their skills in action. This reveals more than talking about past experiences.

Question Sequences

The Process and Methodology Sequence

1
Describe your typical sales process from first contact to close.
2
How do you research and qualify prospects before reaching out?
3
What questions do you typically ask prospects during discovery calls?

The Resilience and Performance Sequence

1
Tell me about a time you lost a deal you thought you had. What happened?
2
How do you stay motivated during slow periods or after rejection?
3
Tell me about a time you exceeded your sales quota. What did you do differently?

Common Pitfalls

Don't Be Swayed by Charisma Alone

Sales candidates are often great at selling themselves. Look for substance behind the polish and verify their track record.

Don't Skip the Behavioral Questions

Past behavior predicts future performance. Focus on specific examples rather than hypothetical scenarios.

Don't Ignore Red Flags

Watch for blame-shifting, inability to discuss failures, or lack of specific metrics. These indicate potential performance issues.

Conversation Templates

The Comprehensive Assessment Approach

1
Step 1: Start with: "Walk me through your most successful sale. What made it successful?"
2
Step 2: Explore with: "Describe your typical sales process from first contact to close."
3
Step 3: Test resilience with: "Tell me about a time you lost a deal you thought you had. What happened?"
4
Step 4: Conclude with: "Why do you want to work in sales for our company specifically?"

The Skills and Strategy Focus

1
Step 1: Begin with: "How do you research and qualify prospects before reaching out?"
2
Step 2: Follow with: "What's your approach to handling objections?"
3
Step 3: Deepen with: "How do you prioritize your leads and opportunities?"

Further Reading

"SPIN Selling" by Neil Rackham
"The Challenger Sale" by Matthew Dixon and Brent Adamson
"Predictable Revenue" by Aaron Ross

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