20 Questions

Questions to Ask at an Insurance Agent Interview

Key questions to ask when interviewing for an insurance agent position to understand compensation, training, expectations, and career path.

1

What does a typical day or week look like for an insurance agent here?

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Why this works

Establishes realistic expectations about daily responsibilities and workflow.

2

How is compensation structured—salary, commission, or a combination?

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Why this works

Clarifies earning potential and financial stability, especially in the early months.

3

What's the average income for a new agent in their first year versus an experienced agent?

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Why this works

Provides concrete benchmarks for what you can expect to earn.

4

What types of insurance products will I be selling—life, health, auto, property, commercial?

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Why this works

Clarifies the product mix and whether you'll specialize or be a generalist.

5

Is there a base salary or draw against commission while I'm building my book of business?

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Why this works

Assesses financial support during the ramp-up period.

6

What training and onboarding do you provide for new agents?

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Why this works

Shows whether the company invests in your success or leaves you to figure it out alone.

7

Will I need to get licensed, and does the company cover the cost and study materials?

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Why this works

Clarifies licensing requirements and whether the company supports you financially.

8

Are leads provided, or am I expected to generate my own clients?

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Why this works

Reveals how much prospecting you'll need to do and whether support is available.

9

What does success look like in the first 90 days, 6 months, and first year?

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Why this works

Sets clear performance milestones and expectations.

10

What's the retention rate for agents in their first two years?

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Why this works

High turnover is a red flag for unrealistic expectations or poor support.

11

What tools, systems, and technology do agents use to manage clients and sales?

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Why this works

Assesses whether you'll have the resources to work efficiently.

12

Is this a captive or independent agent role, and what does that mean for me?

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Why this works

Clarifies whether you'll sell products from one company or multiple carriers.

13

What are the benefits, such as health insurance, retirement, or bonuses?

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Why this works

Evaluates the full compensation package beyond commissions.

14

What opportunities for advancement exist, and what does the career path look like?

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Why this works

Reveals whether there's a clear path to leadership or higher earnings.

15

How does the company support work-life balance, especially during busy periods?

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Why this works

Assesses sustainability and whether the job demands are reasonable.

16

What's the culture like on the team, and how collaborative is the environment?

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Why this works

Shows whether agents support each other or compete cutthroat-style.

17

What ongoing training and professional development is available?

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Why this works

Clarifies whether the company supports continuous learning and skill growth.

18

What are the biggest challenges new agents face, and how does the company help overcome them?

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Why this works

Surfaces pain points and whether the company has solutions in place.

19

What metrics are used to evaluate agent performance?

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Why this works

Clarifies how success is measured and whether goals are realistic.

20

What advice would you give to someone starting as an insurance agent here?

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Why this works

Invites insider perspective and practical wisdom from the interviewer.

Evaluating an Insurance Agent Opportunity

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

Understanding Compensation

Commission-only roles are risky—ensure you have savings or a financial cushion.
Ask for specific income ranges based on realistic sales performance.
Understand how renewals work—residual income can add up over time.
Clarify whether there's a clawback if clients cancel early.

Red Flags to Watch For

High turnover rates or vague answers about agent retention.
Unrealistic income promises or pressure to recruit others (MLM vibes).
No training or support—expecting you to figure it out alone.
Upfront costs or 'investment' required to start working.

How to Succeed as an Agent

1
Build relationships and focus on long-term client value, not quick sales.
2
Get licensed and continuously educate yourself on products and regulations.
3
Leverage technology and CRM tools to stay organized and efficient.
4
Network actively and ask for referrals from satisfied clients.

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