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Remote Sales Rep ~ Jobs in Chicago, IL (NOW HIRING)

Aoglobelife

Remote Sales Representative

Chicago, IL · Remote

Remote Sales Representative Company: AO Globe Life (a division of Globe Life) Location: 100% Remote (U.S. & Canada) Employment Type: Full-Time | Independent Contractor You've Got Sales Skills -- Let ...

Camesi Agency

Sales Manager Remote

Chicago, IL · Remote

$80K - $120K/yr

Recruit, onboard, and train new sales representatives; maintain ongoing development through role ... What we offer: * 100% remote work with a flexible schedule. * Competitive compensation structure ...

Symmetry

Remote Sales Representative

Chicago, IL · On-site +1

$75K - $180K/yr

Remote Sales Representative Must be authorized to work in the US, no work visas offered at this time Organization Description: At The William Agency, we provide a range of life insurance solutions ...

Symmetry

Remote Sales Representative

Chicago, IL · Remote

$75K - $180K/yr

Remote Sales Representative Must be authorized to work in the US, no work visas offered at this time Organization Description: At The William Agency, we provide a range of life insurance solutions ...

Globe Life Insurance

Be Seen First

Entry Level Insurance Sales Representative (100% Remote)

Aurora, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada | Full-Time | Weekly Pay | Training Provided | No Cold Calling Your Next Opportunity Could Start With One ...

AO Globe Life

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Entry Level Sales Representative - Remote

Naperville, IL · Remote

$60K - $80K/yr

Entry Level Sales Representative - Remote Remote | U.S. & Canada | Full-Time | Flexible Schedule | Training Provided IMPORTANT LOCATION REQUIREMENT: Applicants must have a current residential address ...

Globe Life Insurance

Be Seen First

Entry Level Insurance Sales Representative (100% Remote)

Joliet, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada | Full-Time | Weekly Pay | Training Provided | No Cold Calling Your Next Opportunity Could Start With One ...

Globe Life Insurance

Be Seen First

Entry Level Insurance Sales Representative (100% Remote)

Aurora, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada | Full-Time | Weekly Pay | Training Provided | No Cold Calling Your Next Opportunity Could Start With One ...

Globe Life Insurance

Be Seen First

Entry Level Insurance Sales Representative (100% Remote)

Joliet, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada | Full-Time | Weekly Pay | Training Provided | No Cold Calling Your Next Opportunity Could Start With One ...

Globe Life Insurance

Be Seen First

Entry Level Insurance Sales Representative (100% Remote)

Aurora, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada | Full-Time | Weekly Pay | Training Provided | No Cold Calling Your Next Opportunity Could Start With One ...

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All JobsSales Rep ~ JobsRemote Sales Rep ~ JobsRemote Sales Rep ~ Jobs in Chicago, IL

Remote Sales Rep information

See Chicago, IL salary details

$23.7K

$79K

$145.8K

How much do remote sales rep ~ jobs pay per year?

As of Aug 25, 2026, the average yearly pay for remote sales rep ~ in Chicago, IL is $78,992.00, according to ZipRecruiter salary data. Most workers in this role earn between $55,100.00 and $95,800.00 per year, depending on experience, location, and employer.

What is a remote sales rep ~?

A Remote Sales Rep is responsible for selling products or services while working outside of a traditional office setting, usually from home. The job involves reaching out to potential customers, building relationships, and closing sales through phone calls, emails, and virtual meetings. Successful remote sales reps must be self-motivated, have strong communication skills, and be comfortable using digital tools to manage leads and track progress. This role often offers flexibility in work hours and location, making it ideal for independent, goal-driven individuals.

What are the key skills and qualifications needed to thrive as a remote sales rep ~?

To thrive as a Remote Sales Rep, you need strong communication, negotiation, and customer relationship management skills, often supported by a background in sales or business and a proven track record of meeting targets. Familiarity with CRM platforms like Salesforce or HubSpot, as well as proficiency in video conferencing and email outreach tools, is typically required. Exceptional self-motivation, time management, and problem-solving abilities help individuals excel in this remote environment. These skills are crucial for building client trust, closing deals, and consistently achieving sales goals while working independently.

What are some common challenges faced by remote sales reps ~, and how can they be addressed?

One common challenge for Remote Sales Reps is maintaining consistent communication and engagement with prospects and clients without the benefit of in-person meetings. Staying motivated and organized while working independently can also be demanding, as there are fewer immediate touchpoints with managers or team members. To address these challenges, it's important to establish a structured daily routine, leverage collaborative tools for regular check-ins, and actively participate in virtual team meetings. Successful reps also set clear goals for themselves and use CRM systems to track and nurture leads efficiently.

Can a remote sales representative work remotely?

Yes, a remote sales representative typically works remotely, using digital communication tools like email, phone, and video conferencing to connect with clients and manage sales activities. Many companies offer flexible or fully remote positions for sales roles, provided the employee has a suitable home office setup and strong communication skills.

How much do remote sales representatives make?

Remote sales representatives typically earn an average annual salary ranging from $40,000 to $70,000, with top performers earning over $100,000 including commissions and bonuses. Compensation often depends on experience, industry, sales skills, and the company's commission structure.

What are the most commonly searched types of Sales Rep ~ jobs in Chicago, IL?

The most popular types of Sales Rep ~ jobs in Chicago, IL are:

What are popular job titles related to Remote Sales Rep ~ jobs in Chicago, IL?

For Remote Sales Rep ~ jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Remote Sales Rep ~ jobs in Chicago, IL look for?

The top searched job categories for Remote Sales Rep ~ jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Remote Sales Rep ~ jobs?

Cities near Chicago, IL with the most Remote Sales Rep ~ job openings:

Remote Sales Rep jobs near you
Infographic showing various Remote Sales Rep ~ job openings in Chicago, IL as of August 2026, with employment types broken down into 85% Full Time, and 15% Part Time. Highlights an 100% Remote job distribution, with an average salary of $78,992 per year, or $38 per hour.

Remote Sales Representative

Chicago, IL • Remote

Aoglobelife
Insurance Services • 1 - 5K employees
Learn more about Aoglobelifeexternal

Full-time, Contractor

Medical, Life

This job post has expired today. Applications are no longer accepted.

Job description

Got Sales Experience? Leverage It for Big Growth at AO Globe Life (Remote)

Position: Remote Sales Representative
Company: AO Globe Life (a division of Globe Life)
Location: 100% Remote (U.S. & Canada)
Employment Type: Full-Time | Independent Contractor

You've Got Sales Skills — Let's Put Them to Work for YOU.

Tired of capped commissions, quotas with no real rewards, or long hours without flexibility? At AO Globe Life, your sales experience is your greatest asset, and we're ready to help you turn it into a lucrative and flexible career.

As part of the largest division of Globe Life, a Fortune 500 company, AO offers a proven remote system, top-tier training, and a culture of personal development and recognition. This is not just another sales job — it's a career path with true ownership, freedom, and unlimited earning potential.

What You'll Be Doing:

  • Use your consultative sales skills to help families secure life and supplemental health insurance benefits.

  • Follow up with inbound leads (no cold calling required!).

  • Present over Zoom or phone – work entirely from home.

  • Manage client relationships and follow up to ensure long-term satisfaction.

  • Option to mentor and grow a team if leadership is in your DNA.

Why Sales Pros Choose AO:

  • Leads Provided – Warm market and union-based clients.

  • Commission based pay

  • No Micromanaging – You're trusted to own your schedule.

  • Remote from Day One – Work from anywhere with Wi-Fi.

  • Proven Sales System – You bring the hustle, we provide the blueprint.

What We're Looking For:

  • 1+ year of sales experience (in any industry)

  • Strong communication and people skills

  • Self-motivated and driven to hit goals

  • Comfortable using Zoom & CRM tools

  • Passionate about helping others and making a difference

Ready to Build a Sales Career That Works for You?

If you're ready to turn your sales background into true income, freedom, and purpose, we want to hear from you. Join AO Globe Life and be part of something that rewards your hustle — without burning you out.

Apply Now — Let's Chat About Your Future

Apply