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Outbound Insurance Jobs in Illinois (NOW HIRING)

AMBA

Inside Sales Insurance Specialist

Naperville, IL · Remote

$50K - $60K/yr

Inside Sales Insurance Specialist (W2, Remote) Full-Time | Monday through Friday Compensation ... Consistent outbound activity is the primary driver of success in this position. About AMBA AMBA ...

AMBA

Professional Liability Insurance Agent

Chicago, IL · On-site

$55K/yr

Make outbound follow-up calls to close sales * Consult with clients on Professional Liability and ... Prior inside sales, call center, or insurance sales experience * Comfort with both inbound and ...

AMBA

Inside Sales Insurance Specialist

Chicago, IL · On-site

$50K - $60K/yr

Consistent outbound activity is the primary driver of success in this position. About AMBA AMBA ... As an Inside Sales Insurance Specialist, you will engage existing members and policyholders to ...

AMBA

Inside Sales Insurance Specialist

Chicago, IL · Remote

$50K - $60K/yr

Inside Sales Insurance Specialist (W2, Remote) Full-Time | Monday through Friday Compensation ... Consistent outbound activity is the primary driver of success in this position. About AMBA AMBA ...

AMBA

Professional Liability Insurance Agent

Chicago, IL · Remote

$55K/yr

Inside Sales Insurance Specialist (P&C | Professional Liability & Cyber) Remote | Full-Time About ... Make outbound follow-up calls to close sales * Consult with clients on Professional Liability and ...

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Infographic showing various Outbound Insurance job openings in Illinois as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 20% Part Time, and 5% Contract. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution.

Inside Sales Insurance Specialist

AMBA

Naperville, IL • Remote

$50K - $60K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 11 days ago

Job description

Inside Sales Insurance Specialist (W2, Remote)
Full-Time | Monday through Friday
Compensation: Hourly base plus performance bonuses
License: Life and Health preferred
 
Important Role Overview
This is a high-volume outbound calling role in a structured inside sales environment. Successful candidates are comfortable spending the majority of their workday actively dialing, following up, and converting member conversations into enrollments.
 
While leads are provided, this is not an inbound or appointment-setting role. Consistent outbound activity is the primary driver of success in this position.
 
About AMBA
AMBA partners with public employee, alumni, and professional occupation associations nationwide to deliver Life and Supplemental Health insurance benefits to their members. We work with some of the most significant retired public employee associations in the country, supporting millions of members across all 50 states.
 
As an Inside Sales Insurance Specialist, you will engage existing members and policyholders to educate them on benefit options and enroll them in coverage that meets their needs.
 
What You Will Do
  • Make 150 or more outbound calls per day using company-provided lead lists
  • Spend the majority of your workday actively dialing, speaking with members, and following up
  • Deliver scripted and consultative sales presentations over the phone
  • Educate members on supplemental Life and Health insurance products and complete enrollments
  • Manage inbound calls as volume allows, with outbound calling remaining the primary responsibility
  • Accurately document all activity in Salesforce and manage a personal sales pipeline
  • Meet daily activity expectations and monthly performance goals
  • Provide a professional, compliant, and member-focused experience on every call
Work Environment
This role operates in a structured, metrics-driven call center environment with clear daily expectations for outbound call volume, talk time, conversions, and documentation accuracy. Success requires consistency, resilience, and comfort with repetition.
 
This Role Is a Strong Fit If You
  • Have experience in a high-volume outbound sales or call center role
  • Are comfortable making frequent outbound calls throughout the day
  • Understand that leads support the work, but dialing drives results
  • Are motivated by structure, accountability, and measurable goals
  • Can handle phone-based rejection while maintaining professionalism
  • Are seeking a stable W2 role with performance-based earning potential
This Role May Not Be a Fit If You
  • Prefer inbound-only or appointment-based sales roles
  • Are uncomfortable with frequent dialing or high daily call expectations
  • Need a highly flexible or unstructured workday
  • Are looking for an account management or relationship-only role
What You Bring
  • Active Life and Health insurance license preferred. Candidates without an active license must be willing and able to obtain licensure within a defined onboarding timeframe.
  • Two or more years of insurance sales or high-volume call center experience preferred
  • Strong communication, listening, and objection-handling skills
  • Comfort working in a fast-paced, goal-driven environment
  • Technical proficiency with CRM tools. Salesforce experience is a plus
  • Reliability, resilience, and a consistent work ethic
Compensation and Benefits
  • Hourly base pay plus monthly performance bonuses
  • Typical first-year earnings range from $50,000 to $60,000
  • Top performers earn $100,000 or more
  • Comprehensive benefits package including medical, dental, vision, life, and long-term disability coverage
  • 401(k) with company match
  • Paid time off and paid holidays
  • Career development, coaching, and internal advancement opportunities
Apply Today
If you are licensed, comfortable with high-volume outbound calling, and ready to build a stable inside sales career with strong earning potential, we invite you to apply today. 
 
AMBA is proud to be an Equal Opportunity Employer.

Apply