Entry Level Phone Representative Jobs in Chicago, IL

Entry Level Customer Sales Representative (100% Remote)

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

Start With Training. Build Real Skills. Grow From There.

Not every career move requires years of experience.

AO Globe Life is hiring Entry Level Customer Sales Representatives for a fully remote, client-focused role designed for individuals who are ready to learn, develop professionally, and take on greater responsibility over time.

The position combines customer communication, virtual appointments, problem-solving, and sales in an environment where new team members receive training and ongoing guidance.

No previous insurance or sales background is required. What matters most is the ability to communicate clearly, stay committed to the process, and follow through.

What You'll Be Doing

Representatives work with individuals who have already expressed interest in learning more about available benefits.

Instead of spending the day searching for strangers to contact, the role centers around scheduled conversations with prospective clients.

Day-to-day responsibilities may include:

• Meeting with clients through scheduled phone or virtual appointments
• Asking questions to understand what each client is looking for
• Explaining available benefit solutions in an easy-to-understand way
• Walking clients through their options and answering questions
• Keeping appointment information and client records organized
• Following up with clients when appropriate
• Using online systems to manage appointments and client information
• Applying feedback from training and coaching sessions
• Staying current on products, procedures, and company guidelines
• Taking part in team meetings and professional development activities

What You Can Expect

A remote position works best when there is more than just a laptop and a login.

New representatives receive training designed to help them understand the role, become familiar with the systems, and build confidence before working independently.

The opportunity includes:

• 100% remote work
• Flexible scheduling
• Training and onboarding support
• Ongoing coaching and mentorship
• Prospective clients provided
• No cold calling
• Weekly commission-based pay
• Performance-based earning opportunity
• Professional skill development
• Opportunities to take on additional responsibility as experience grows
• Collaborative virtual team environment

Who We're Looking For

This role can be a strong starting point for someone who wants to enter a professional sales environment without needing an extensive background in the industry.

Successful representatives tend to be:

• Comfortable having conversations with new people
• Reliable and respectful of scheduled appointments
• Able to manage their time without constant supervision
• Willing to learn and apply new information
• Receptive to feedback and coaching
• Organized when handling multiple tasks
• Comfortable using computers, video calls, and online platforms
• Motivated to improve their skills over time
• Capable of working independently in a home-based setting

A background in customer service, hospitality, retail, education, administration, recruiting, call centers, sales, or other people-focused roles may provide useful transferable skills.

However, applicants are not required to have previous industry experience.

Why This Can Be a Great Career Starting Point

The first job in a new field can do more than add another line to a résumé.

It can help develop skills that become increasingly valuable throughout a career, communicating with confidence, understanding customer needs, presenting information, managing a schedule, handling questions, and building professional relationships.

For someone who is willing to learn and put those skills into practice, this position provides an opportunity to start remotely while developing a foundation for continued professional growth.

A Few Things to Know Before Applying

This is a client-facing sales position. Representatives should be comfortable speaking with prospective clients, discussing benefit options, working toward performance expectations, and participating in required training.

Training and licensing requirements may apply depending on the position and location.

Ready for Your Next Career Move?

If the idea of starting a remote career, learning a new skill set, and working directly with clients sounds like the kind of opportunity worth pursuing, submit an application today.

Qualified applicants will be contacted with information about the next step in the hiring process.

Please keep an eye on your email, voicemail, and spam/junk folder after applying.