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Random Remote Jobs in Chicago, IL (NOW HIRING)

Be Seen First

Here's What You'll Be Doing Forget spending your day dialing random numbers. You'll be working with ... Remote Work - Work from your own home without a daily commute. Warm, Qualified Leads - Connect with ...

Be Seen First

Here's What You'll Be Doing Forget spending your day dialing random numbers. You'll be working with ... Remote Work - Work from your own home without a daily commute. Warm, Qualified Leads - Connect with ...

Be Seen First

Here's What You'll Be Doing Forget spending your day dialing random numbers. You'll be working with ... Remote Work - Work from your own home without a daily commute. Warm, Qualified Leads - Connect with ...

Be Seen First

Here's What You'll Be Doing Forget spending your day dialing random numbers. You'll be working with ... Remote Work - Work from your own home without a daily commute. Warm, Qualified Leads - Connect with ...

Be Seen First

Here's What You'll Be Doing Forget spending your day dialing random numbers. You'll be working with ... Remote Work - Work from your own home without a daily commute. Warm, Qualified Leads - Connect with ...

Be Seen First

Here's What You'll Be Doing Forget spending your day dialing random numbers. You'll be working with ... Remote Work - Work from your own home without a daily commute. Warm, Qualified Leads - Connect with ...

Substation Physical Designer

Hammond, IN · On-site +1

$50K - $87K/yr

... random testing as a condition of continued employment. Location Note: This is a remote position. Compensation is based on market data and internal equity and may vary depending on the candidate ...

Data Scientist

Chicago, IL · On-site +1

$139K - $144K/yr

XGBoost, Random Forest, and ensemble algorithms for predictive modeling. * Cluster analysis (K ... in-office/remote policy in our Chicago, IL office (111 N Canal St, Chicago, IL 60606)is required.

Remote opportunity! Some Travel required - see details below Starting Salary at $60,000 and up ... of routine and random pharmacy compliance audits at Onco360/CareMed/ConnectMed360 pharmacy ...

Be Seen First

We're looking for a producer who wants to build deep, lasting shipper relationships in defined verticals -- not someone cold-calling random lanes all day. Key Responsibilities ● Prospect and win ...

Random Remote information

What is a random remote?

Random Remote jobs typically refer to a diverse mix of remote work opportunities that do not fit a single category or industry. These jobs can be found in a variety of fields such as customer service, writing, IT, marketing, and more, with the common factor being that they can be performed from any location with an internet connection. This flexibility allows professionals to find roles that suit their skills and interests while enjoying the benefits of working remotely. 'Random Remote' often describes job listings on platforms that aggregate remote positions across various sectors.

What are the key skills and qualifications needed to thrive as a remote worker?

To thrive as a Remote Worker, you need strong self-motivation, time management, and the relevant job-specific expertise, often supported by a proven track record in independent work environments. Familiarity with collaboration tools like Slack, Zoom, Microsoft Teams, and various project management systems is typically necessary. Excellent communication, reliability, and adaptability are crucial soft skills for building trust and maintaining productivity without direct supervision. These skills and qualities are vital for ensuring effective work outcomes and seamless collaboration in remote settings.

What are some common challenges of working in a fully remote role and how can I overcome them?

In a fully remote role, common challenges include maintaining clear communication with your team, avoiding feelings of isolation, and managing time effectively without in-person supervision. To overcome these, it's important to proactively communicate through regular video calls, chat, and email, participate in virtual team activities, and establish a structured daily routine. Utilizing collaborative tools and setting boundaries between work and personal time can also help you stay productive and maintain work-life balance.

What is the difference between Random Remote vs Data Entry Specialist?

AspectRandom RemoteData Entry Specialist
Required CredentialsNone specific, often self-taught or basic skillsHigh school diploma or equivalent, sometimes certifications
Work EnvironmentRemote, flexible hours, independentRemote or in-office, detail-oriented tasks
Industry UsageFreelance, gig economy, various sectorsAdministrative, healthcare, finance sectors
Common Search/ComparisonYesYes

Random Remote and Data Entry Specialist both involve remote work, but Random Remote typically refers to freelance or gig-based tasks with minimal credentials, while Data Entry Specialists often require specific skills or certifications and focus on data management roles. Understanding these differences helps job seekers find roles that match their skills and preferences.

What are the most commonly searched types of Random jobs in Chicago, IL?

The most popular types of Random jobs in Chicago, IL are:

Infographic showing various Random Remote job openings in Chicago, IL as of August 2026, with employment types broken down into 84% Full Time, 15% Part Time, and 1% Contract. Highlights an 95% Physical, 1% Hybrid, and 4% Remote job distribution.

Entry Level Insurance Sales Representative (100% Remote)

Globe Life Insurance

Aurora, IL • Remote

$60K - $80K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

This job post has expired 1 day ago. Applications are no longer accepted.


Globe Life Insurance rating

8.0

Company rating: 8.0 out of 10

Based on 22 frontline employees who took The Breakroom Quiz

166th of 311 rated insurance


Job description

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 Conversation


What if your next job helped you become better at something people use every day, communicating, building trust, and understanding what others need?


AO Globe Life is bringing on Entry Level Insurance Sales Representatives for a remote position where you'll work directly with people who have already requested information.


No insurance career behind you? That's okay.


What matters is how you communicate, how seriously you take your responsibilities, and whether you're willing to learn.


Here's What You'll Be Doing

Forget spending your day dialing random numbers.

You'll be working with people who have already shown interest, giving you a starting point for meaningful conversations.

On a typical day, you may:

  • Connect with prospective clients through scheduled phone or video appointments
  • Find out what they're looking for by asking the right questions
  • Walk clients through available insurance and benefit options
  • Break down information without overwhelming the person you're speaking with
  • Answer questions and help clients understand their next steps
  • Keep appointments, follow-ups, and client information organized
  • Complete required paperwork and updates through online systems
  • Take part in coaching sessions and team discussions
  • Put what you learn into practice during your client conversations

What Comes With the Position

You won't be expected to walk in knowing everything.

The role includes:

Remote Work - Work from your own home without a daily commute.

Warm, Qualified Leads - Connect with people who have already requested information rather than relying on traditional cold calling.

Training & Coaching - Learn the products, systems, and client process as you get started.

Flexible Scheduling - Manage your work around an agreed schedule while working remotely.

Weekly Compensation - Commission-based compensation is paid weekly.

Performance-Based Opportunity - Your results can influence your earning potential.

Room to Advance - As you gain experience, there are opportunities to take on greater responsibilities and continue developing professionally.

This Might Be Your Kind of Work If...

You don't need to be the loudest person in the room.

You may enjoy this role if you're someone who:

  • Can make people feel comfortable during a conversation
  • Knows how to listen instead of simply waiting to speak
  • Can explain something clearly when it seems complicated
  • Doesn't need someone watching over you to stay productive
  • Is comfortable using a computer and online communication tools
  • Can keep track of appointments and follow-ups
  • Wants feedback instead of avoiding it
  • Is motivated by improving their own results

Experience in sales, customer service, retail, hospitality, recruiting, call centers, education, or administration can transfer well into this position.

Insurance experience is not required.

Why People Choose Remote Sales

You get to develop skills that don't stay inside one job title.


Every client conversation gives you another opportunity to become more confident, sharpen your communication, learn how to handle objections, and understand how professional sales actually works.

And because the position is remote, your workday starts where you are, not in traffic.


Ready to See If It's a Match?

Apply for the Entry Level Insurance Sales Representative position today.


If selected to continue, you'll receive details about the next stage of the hiring process. Keep an eye on your email, voicemail, and spam or junk folder after submitting your application.


Applicants must have a residential address in the United States or Canada.


What Globe Life Insurance employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom


Globe Life logo

About Globe Life

Sourced by ZipRecruiter

Our Actions Today have a lasting impact on Tomorrow. Therefore, We aim to inspire everyone in our network to help Make Tomorrow Better. At Globe Life, We empower our Customers by offering products that help secure their Financial Future and Protect them from the unexpected. We give our Employees the chance to give back, Support Initiatives with a Service First Mindset, and Promote from within.

Industry

Insurance services and insurance agencies and brokerages

Company size

1,001 - 5,000 Employees

Headquarters location

McKinney, TX, US