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03 · Professional & Academic

Questions to Ask at an Insurance Agent Interview

Twenty questions to ask when you are interviewing for an insurance agent role, covering how commission is structured, what licensing and training support exists, where leads come from, and what the first year realistically pays.

20 questions · each with a note on why · conversation guide

The questions

Open any question for the note

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

    Why ask it

    Answers usually split between agents whose weeks are built around booked client appointments and agents whose weeks are built around dialing lists. If the interviewer cannot describe a week in concrete blocks of time, the role is shaped entirely by whatever work you generate yourself.

  2. How is compensation structured: salary, commission, or a mix of both?

    Why ask it

    The split determines how long you can survive a slow quarter. Be wary of an answer that slides into unlimited earning potential rather than naming a base figure and a commission percentage.

  3. What does a new agent typically earn in their first year, compared with someone who has been here five years?

    Why ask it

    Ask for the middle of the range, not the top producer's number. An interviewer who only quotes their best agent is signaling that the typical outcome is lower than they want to say out loud.

  4. Which products would I be selling: life, health, auto, property, commercial?

    Why ask it

    Life and commercial lines take months to close but pay renewals for years; auto and health move faster on thinner margins. The mix tells you how soon your first real commission arrives.

  5. Is there a base salary or a draw against commission while I build a book of business?

    Why ask it

    A draw is a loan against future commission, not a salary, and many agencies recover it if your sales fall short. Find out which of the two this is before you plan around the number.

  6. What does onboarding and training look like for a new agent?

    Why ask it

    Look for a stated length, a format, and a named person who runs it. Shadowing with no schedule attached usually means training ends the week you pass your licensing exam.

  7. Do I need to be licensed before I start, and who pays for the exam and study materials?

    Why ask it

    Some agencies pay course and exam fees up front, some reimburse only after you pass, and a few require repayment if you leave inside a year. That repayment clause rarely comes up unless you ask.

  8. Are leads provided, or am I expected to find my own clients?

    Why ask it

    Provided leads normally come with a larger cut of the commission going to the agency. If prospecting is on you, follow up by asking where the current agents actually find people.

  9. What would you expect me to have accomplished at 90 days, six months, and one year?

    Why ask it

    Policy counts or premium targets let you judge whether the goal is reachable. Vague talk about building a pipeline leaves you unable to tell you are behind until the day you are let go.

  10. How many of the agents you hired two years ago are still here?

    Why ask it

    Turnover is high across this industry, so the number matters less than the reaction. Defensiveness, a rounded guess, or a quick change of subject tells you more than the figure would.

  11. What systems do agents use to track clients, quotes, and renewals?

    Why ask it

    Ask whether the CRM belongs to the carrier or is a shared spreadsheet. Agents tracking renewals by hand lose income to policies that lapse without anyone noticing.

  12. Is this a captive role or an independent one?

    Why ask it

    Captive agents sell one carrier's products and get its brand, leads, and training behind them; independents can quote several carriers but build everything from scratch. The answer decides what you can offer a client the single product does not fit.

  13. Am I a W-2 employee or an independent contractor, and what benefits come with that?

    Why ask it

    Commission-heavy agent roles are often contractor positions with no health coverage, no retirement match, and self-employment tax on top. Settle this before comparing the offer with a salaried job.

  14. What does the path forward look like for an agent who does well here?

    Why ask it

    Promotion might mean a larger territory, a specialty line, or managing other agents, and those are very different jobs. If the only route upward is recruiting new agents beneath you, treat that as a warning.

  15. When are agents usually working, and how do evenings and weekends factor in?

    Why ask it

    Client appointments cluster in the hours when clients are not at their own jobs. An answer that skips over that scheduling reality is not describing the work honestly.

  16. Do agents on this team share leads and referrals, or does everyone work their own?

    Why ask it

    This is where you learn whether the office cooperates or competes internally. A pause before the answer, or a mention of a public leaderboard, fills in the rest.

  17. How do agents keep up their continuing education credits here?

    Why ask it

    Those credits are required to keep a license current, so the real question is who pays for them and whether you get work hours to complete them rather than your own evenings.

  18. What do new agents here struggle with most, and what does the agency do about it?

    Why ask it

    Most interviewers name prospecting or handling rejection. The useful half is what follows: a described support system, or a shift of the problem back onto your own persistence.

  19. How is agent performance measured?

    Why ask it

    Policies written, premium volume, and client retention reward completely different behavior. If retention is not measured, the agency is being paid for policies that lapse, and you will be the one repaying the commission.

  20. What do you wish you had known when you started in this business?

    Why ask it

    Asked near the end, this often draws the most candid answer of the interview. Notice whether the advice is about looking after clients or about surviving the quota.

Evaluating an Insurance Agent Opportunity

Practical guidance for the conversation itself

Reading the compensation offer

  • Get the commission percentage in writing along with who takes what share of a company-provided lead.
  • Ask whether renewals stay with you or revert to the agency, and what happens to them if you leave.
  • Find out the chargeback rule: most carriers reclaim commission if a client cancels in the first several months.
  • If the role is commission-only, work out how many months of expenses you can cover before the first payment lands.

Signs to take seriously

  • Income figures quoted without a range, a median, or a timeframe attached.
  • Any requirement that you buy leads, materials, or a starter package out of your own pocket.
  • Advancement described mainly as recruiting other agents rather than serving more clients.
  • A vague or irritated answer when you ask how many recent hires are still there.

Before the interview

  • Check your state insurance department's site for the license the role requires and how long the exam takes to schedule.
  • Look up which carriers the agency appoints so you know whether the role is captive in practice.
  • Prepare your own answer for how you would find your first twenty clients; you will likely be asked.
  • Ask to speak with an agent hired in the last year, and ask them what surprised them.