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Insurance Sales Rep

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Onsite

Insurance Sales Rep

Plageman Agency, Inc.

Insurance Sales Rep

1 month ago

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Important information


Contract type:

Permanent

Salary:

$72,000 – $92,000 / year

Location:

Chicago, IL, USA

Work mode:

Onsite

Published on:

29 September 2026

What they need


Job Overview

You like building real relationships, following through, and knowing your work helped someone make a better decision. At Plageman Agency Inc., you’ll sell insurance the way we believe it should be sold: by asking good questions, understanding the client’s needs, and recommending coverage you can stand behind.

As an Insurance Sales Rep, you’ll focus heavily on small business insurance, building your own pipeline through networking, referrals, social media, and relationships with lenders, attorneys, business brokers, realtors, and financial planners. You’ll also look across all lines of insurance for ways to better protect existing clients. The work is personal, practical, and centered on long-term relationships rather than chasing the lowest price.

You’ll be part of a small, growing agency known for outstanding sales and service and annual life insurance recognition. We take our work seriously, support each other, and expect people to own their results. You’ll also have hands-on training, mentorship, licensing assistance, PTO, health, dental, and vision insurance, and a 401(k) plan.

The base salary ranges from $30,000 to $52,000, depending on experience. There’s room to grow into a sales line leadership role, with a longer-term path toward agency startup or ownership.

If you want to build a career while helping people and businesses protect what matters, we’d love to meet you. Apply now!

Salary Range: $72,000.00 - $92,000.00 per year

Benefits

Annual Base Salary + Commission + Bonus Opportunities

Paid Time Off (PTO)
Health Insurance
Dental Insurance
Vision Insurance
Hands on Training
Career Growth Opportunities
Retirement Plan
Bonus Opportunities
Licensing Assistance
Holidays Off
Paid Holidays
401k Plan
Professional Development
Advancement Opportunities
Mentorship
Continuing Education Opportunities
Ongoing Training Seminars
Performance Bonuses
Professional Work Environment
Team Building Activities
Employee Discounts
Equipment Provided
Personal Workspace
Active Community Involvement

Requirements

  • Required insurance license or certification before starting.
  • Outstanding follow-up and strong attention to commitments.
  • Excellent phone, written, and interpersonal communication skills.
  • Ability to prioritize and transition between tasks quickly.
  • Coachable, accountable, and motivated to produce quality work.
  • Fast learner who handles a high volume of work.
  • Inclusive and comfortable serving diverse communities, including LGBTQ+ clients.

Responsibilities

  • Develop small business insurance leads and track upcoming renewals.
  • Attend a weekly networking group.
  • Cross-sell products across all insurance lines.
  • Build relationships with professional referral partners.
  • Use social media to generate awareness and leads.

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