Entry Level Remote Chat Support Jobs in Chicago, IL

Entry Level Insurance Sales Representative (100% Remote)

100% Remote | United States & Canada | Full-Time | Training Provided | No Cold Calling

Build a Career With Purpose, No Matter Where You're Starting

Your next opportunity doesn't have to look like your last one.

Whether you're a recent graduate searching for your first career, a veteran transitioning into civilian life, an experienced professional looking for a fresh start, someone exploring the financial services industry, or a licensed insurance agent ready for a supportive team, AO Globe Life welcomes individuals from all backgrounds.

We're looking for people who are motivated to learn, enjoy helping others, and want to build a career with long-term growth potential. Previous insurance experience isn't required, we provide the training and mentorship to help you develop the knowledge and confidence to succeed.

What You'll Do

As an Entry Level Insurance Sales Representative, you'll connect with individuals through scheduled virtual appointments to discuss insurance benefits they've requested information about. Your role is to educate clients, answer questions, recommend suitable coverage options, and guide them through the enrollment process when appropriate.

Every conversation is an opportunity to make insurance easier to understand while providing excellent customer service.

Responsibilities

• Meet with clients through scheduled virtual appointments
• Explain insurance products and benefit options in a clear, professional manner
• Understand each client's needs and provide appropriate solutions
• Assist eligible clients with the enrollment process
• Maintain accurate records and follow up when needed
• Participate in ongoing training, coaching, and professional development

What We Offer

• 100% Remote Position (United States & Canada)
• Qualified leads provided by the company
• No cold calling
• Comprehensive training and mentorship
• Weekly commission-based compensation
• Uncapped earning potential based on performance
• Flexible work schedule
• Opportunities for career growth and leadership development
• Supportive and collaborative team environment

Who We're Looking For

We encourage applicants from a variety of backgrounds, including:

• Recent graduates
• Career changers
• Military veterans
• Professionals interested in the financial services industry
• Licensed insurance agents seeking a new opportunity
• Individuals with customer service, hospitality, retail, sales, or other people-focused experience

Successful candidates are:

• Strong communicators
• Willing to learn and accept coaching
• Self-motivated and dependable
• Comfortable working independently in a remote environment
• Organized with good time management skills

Why Join AO Globe Life?

A meaningful career is about more than finding a job, it's about finding a place where your work matters and your growth is encouraged.

At AO Globe Life, you'll receive ongoing training, support from experienced leaders, and opportunities to continue developing your skills throughout your career. Whether you're building a new career from the ground up or bringing experience from another industry, you'll have the resources needed to grow professionally while helping individuals and families better understand their insurance options.

Apply Today

If you're looking for a remote opportunity where you can develop new skills, help clients make informed decisions, and build a career with growth potential, we'd love to hear from you.

Qualified applicants selected to move forward in the hiring process will be contacted by a member of our recruiting team. Please monitor your email, voicemail, and spam folder for updates.