Entry Level Remote Empathetic Listener Jobs in Chicago, IL

Work From Home | Warm Leads Provided | Weekly Pay | Unlimited Growth

Build a Career Where Your Effort Matters

What if you could work from home, set a schedule that fits your life, and build your income based on your own performance?

At AO Globe Life, we’re growing our remote team across the United States and Canada and looking for motivated individuals who are ready to learn, develop new skills, and take the next step in their careers.

Whether you’re an experienced sales professional, licensed insurance agent, customer service representative, retail professional, recent graduate, or simply looking for a fresh career opportunity, you’ll have access to training, mentorship, warm leads, and a proven system designed to help you grow.

No Cold Calls. No Door Knocking. No Chasing.

Forget the traditional sales grind.

You’ll receive warm leads from union and association members who have already requested information about their available benefits.

Your job is to connect with them, understand what they’re looking for, answer their questions, and help them explore available coverage options.

Please Note: Applicants must currently reside in the United States or Canada and be legally authorized to work there.

What You’ll Do

• Connect with warm leads who have requested benefit information
• Build trust and establish strong client relationships
• Learn and explain life and supplemental insurance options
• Understand each client’s needs and recommend appropriate solutions
• Guide clients through the enrollment process
• Follow up with clients and provide ongoing support
• Maintain a professional and positive client experience
• Develop long-term relationships through communication, trust, and service

This role goes beyond simply making a sale. You’ll help individuals and families better understand their options and make informed decisions about protecting what matters most to them.

What We Offer

• 100% Remote - Work from home and eliminate the daily commute and traditional office environment
• Flexible Scheduling - Create a schedule that works around your goals, responsibilities, and lifestyle.
• Warm Leads Provided - Connect with people who have already expressed interest instead of spending your time searching for uninterested prospects.
• Weekly Commission-Based Pay - Receive weekly compensation based on your performance, with uncapped commissions.
• Unlimited Earning Potential - There’s no fixed income ceiling. Your results can directly influence your earning potential.
• Paid Training & Development - Receive structured training to help you learn the products, systems, and sales process.
• Mentorship & Coaching - Work alongside experienced leaders who provide guidance, feedback, and ongoing support.
• Career Advancement - Your growth doesn’t have to stop at one position. Consistent performance can create opportunities to take on greater responsibilities and advance within the organization.

Who We’re Looking For

Licensed Insurance Professionals

Already licensed? Bring your knowledge and experience into a remote environment with warm leads, established systems, and continued support.

Sales, Retail & Customer Service Professionals

If you know how to communicate, listen, solve problems, understand customer needs, and build relationships, your experience can translate well into this role.

Career Changers & Beginners

No insurance experience? That’s okay.

We’re open to motivated individuals who are coachable, dependable, driven, and willing to learn. Training and mentorship are provided to help you develop the skills needed to succeed.

The Qualities That Matter

We’re looking for people who are:

• Goal-oriented and self-motivated
• Confident and professional communicators
• Coachable and open to feedback
• Reliable and organized
• Comfortable working independently
• Consistent in their efforts
• Committed to personal and professional growth
• Ready to take ownership of their results

Experience can be learned. Attitude, consistency, and determination make the difference.

Why AO Globe Life?

A traditional career can sometimes place limits on your schedule, earning potential, and opportunities for advancement.

Here, you’ll have the opportunity to build a remote career centered around flexibility, development, mentorship, and performance.

You’ll be part of a team that values growth, teamwork, consistency, and results, while giving you the tools and support to continue developing professionally.

Ready for Your Next Opportunity?

Your current job title doesn’t have to determine where your career goes next.

If you’re looking for a remote opportunity with warm leads, flexible scheduling, weekly commission-based pay, uncapped earning potential, training, mentorship, and room to grow, this could be the opportunity you’ve been looking for.

Apply today and start building a career where your effort can take you further.