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Insurance Agent - Yorkville, IL

COUNTRY Financial Agency · Yorkville, IL · Full time

Posted Feb 24, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Why Yorkville? What ties do you have to the area, and what do you know about the people who live there?

What they are checking: Whether they have real ties to or knowledge of the community, since local trust is what builds this business.

Tell me about a time you kept going on something for months before it paid off.

What they are checking: Whether they have the persistence the slow early years of building an agency demand.

How would you keep a full schedule of appointments when nobody is setting your day for you?

What they are checking: Whether they have the self-discipline to prospect and follow up consistently without a manager watching.

Tell me about a time you chose the honest answer even though it cost you something.

What they are checking: Whether they will recommend what a client needs when a different sale would pay them more.

What would you do

A prospect only wants the cheapest auto quote. How do you take a consultative approach without losing them?

What they are checking: Whether they can uncover wider needs like home or life coverage while respecting what the client asked for.

Uncapped earnings also means uneven income at the start. How would you plan for your first two years financially?

What they are checking: Whether they have a realistic plan for cash flow while the book is still small.

How would you work with a COUNTRY Trust Bank Financial Advisor when a client asks about saving for retirement?

What they are checking: Whether they will refer work to a partner to serve the client well instead of trying to do it all.

Yorkville is a fast-growing Kendall County city. Many of your likely clients there would be families moving into new construction. How would you reach them in your first six months?

What they are checking: Whether they can turn knowledge of the local market into a specific plan for finding clients.

A client asks you to leave a teenage driver off the policy to keep the price down. What do you say?

What they are checking: Whether they hold to honest underwriting and explain the risk to the client even when it costs a sale.

A client calls upset after a claim was handled slowly. What is your role?

What they are checking: Whether they stay involved with clients after the sale, which is what keeps households for years.

About the work

What would you look for in the first person you hire for your office?

What they are checking: Whether they think like an employer about licensing, service skills and what a bad hire costs a small office.

Practice this interview out loud.

Offer builds a real interview for this exact role at COUNTRY Financial Agency from your resume and this job description, asks the questions one at a time, and tells you what landed. The first one is free.

Practice this out loud

The full job description

As published by COUNTRY Financial Agency.

We’re looking for ambitious, entrepreneurial professionals who want to own their business and help clients prepare for life’s planned and unexpected moments with the right insurance products. COUNTRY Financial® Insurance Agents have the opportunity and the autonomy to build a rewarding, financially stable career while enriching lives in the communities we serve. The Career Our insurance agents take a consultative approach to grow business with existing and prospective clients. As independent contractors, they are in business for themselves but not by themselves, and they: • Diversify their income through our portfolio of property and casualty, life and health lines. • Have the flexibility to manage their schedules to balance their careers and personal interests. • Educate clients and prospects about our products and services. • Collaborate with COUNTRY Trust Bank® Financial Advisors to inform clients of our financial products and services. • Establish an office and build a staff. We Offer COUNTRY Financial® Insurance Agents have uncapped earning potential and: • Opportunities to earn performance-based global trips and financial rewards. • Access to continued learning and marketing resources. • Affiliation with our 100-year-old brand heritage and family-focused culture that values authenticity and integrity. • There is no buy-in required. Qualifications Successful COUNTRY Financial® Insurance Agents are: • Entrepreneurial, motivated, and goal driven. • A strong communicator with excellent business acumen. • Committed to linking your efforts with tangible rewards. • Passionate about making positive impacts in their communities. Required Licenses* • Property/Casualty State Insurance License* • Life/Health State Insurance License* Preferred Experience • Bachelor’s Degree • 2+ years of experience in the insurance and or financial services industry • 5+ years of business ownership or managerial experience About Us COUNTRY Financial® is the trade name for a collective of affiliated insurance and financial services companies. This means we have an extended family of support and a large backing. Since 1925, COUNTRY Financial has been dedicated to helping others plan for their future while also protecting what matters most to them. What started long ago as a simple commitment on Midwest farmlands has expanded to become a FORTUNE 1000 insurance and financial services organization proudly serving 19 states. Our insurance agents, financial advisors, and employees remain dedicated to serving nearly one million households with our diverse range of personal and business insurance products as and financial services products. And our consistent AM Best A+ rating means we have the financial strength to keep the promises we make to our clients. *These licenses are not required to apply; however, the candidate’s ability to obtain these licenses is essential when a contract decision is made. COUNTRY Financial® is the marketing name for the COUNTRY Financial family of affiliated companies (collectively, COUNTRY), which include COUNTRY Life Insurance Company®, COUNTRY Mutual Insurance Company®, and their respective subsidiaries, located in Bloomington, Illinois. Investment management, retirement, trust, and planning services provided by COUNTRY Trust Bank®. The investment objectives, risks, charges, and expenses of an investment company should be carefully considered before investing.

Apply at COUNTRY Financial Agency