Customer Service Representative (CSR)/Insurance Agent

Posted: 05/10/2026
Administrative, Support & Clerical

Full-Time (reduced-hour schedule)

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Hillock Insurance, an independent agency serving Wallowa County, OR, is looking for a Customer Service Representative (CSR) or Licensed Insurance Agent to join our dedicated team. 

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This role will primarily support our personal lines clients (home, auto, umbrella, etc.), with the opportunity to grow into health insurance (individual + Medicare) over time.

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We’re a locally owned, relationship-driven agency that values long-term relationships—with both our clients and our team—and takes pride in guiding clients with clarity, care, and strong community roots.

Insurance experience is not required, but it is a bonus. If you are not currently licensed, we will support training and cover licensing costs after a 3-month trial period.

Compensation and Benefits

  • $22-27/hour depending on experience

  • Paid time off + paid holidays

  • Simple IRA retirement plan

  • Health insurance stipend

  • Licensing support (training + cost covered after trial period)

  • Consistent daytime schedule with early Fridays

  • Opportunity for growth

Who We Are Looking For

Hillock Insurance is looking for an individual who is eager to expand their skills and is looking for a steady, reliable, in-office role where you can build skills and grow professionally.

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This role is a great fit for someone with 3+ years of professional experience who values consistency, teamwork, and community.

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Working in insurance requires patience and empathy. You may work with individuals in stressful situations (claims, losses, life changes), and your ability to respond with professionalism and care matters. 

Comfort with technology is a must. You don’t need to be an expert. Training will be provided for all insurance-specific software.
 

Schedule

Monday – Thursday: 8:30 AM – 4:00 PM

Friday: 8:30 AM – 3:00 PM

 

This is a great opportunity for someone looking for a stable, long-term role with growth potential in both personal lines and health insurance, all while working a schedule that supports work-life balance.

Key Responsibilities

  • Assist personal lines clients with policy questions, changes, and service requests

  • Communicate with clients in-person, by phone, and via email in a professional, friendly manner

  • Support clients through the claims process with empathy and clarity

  • Process policy changes (endorsements), take payments, and gather information for quotes

  • Support agents with administrative tasks and day-to-day operations

  • Maintain accurate records and protect client confidentiality

Ideal Candidate Qualifications

  • 3+ years of experience in a professional setting

  • Insurance experience or license (preferred, not required)

  • Strong attention to detail and organizational skills

  • Excellent communication and customer service skills

  • Ability to multitask and manage time effectively

  • Proficiency with Microsoft Office and/or Google Suite

 

At Hillock Insurance, we value community, reliability, and personalized service. If you’re looking for a role where you can make an impact and grow within a supportive team, we’d love to connect.

How to Apply to Work At Hillock Insurance

Please send your resume and a brief cover letter to:

hello@hillockins.com

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Applications for this role are due June 1, 2026.

Customer Service Representative (CSR)/Insurance Agent
Hillock Insurance