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Evening Remote Appointment Setting Jobs in Illinois

Inside Sales Insurance Specialist (W2, Remote) Full-Time | Monday through Friday Compensation ... While leads are provided, this is not an inbound or appointment-setting role . Consistent outbound ...

Inside Sales Insurance Specialist (W2, Remote) Full-Time | Monday through Friday Compensation ... While leads are provided, this is not an inbound or appointment-setting role . Consistent outbound ...

Inside Sales Insurance Specialist (W2, Remote) Full-Time | Monday through Friday Compensation ... While leads are provided, this is not an inbound or appointment-setting role . Consistent outbound ...

Associate Sales Lead Specialist Remote-United States Monday to Friday 8:00 am to 5:00 pm At Corptax ... Contribute to pipeline development goals by consistently achieving outreach and appointment-setting ...

Radiology Physician

Harvey, IL · Remote

$306.50K - $383.10K/yr

Remote evening diagnostic + body rad needed, 6pm-2am. Looking for 104 weeks of coverage * Worksite Setting: Remote Physician will be credentialed at number hospitals to read exams from home. * Scope ...

Radiology Physician

Harvey, IL · Remote

$306.50K - $383.10K/yr

Remote evening diagnostic + body rad needed, 6pm-2am. Looking for 104 weeks of coverage * Worksite Setting: Remote Physician will be credentialed at number hospitals to read exams from home. * Scope ...

Radiology Physician

Tinley Park, IL · Remote

$310.20K - $387.80K/yr

Preferred Schedule: Remote Evening General RAD Needed Sunday To Saturday 2pm -11:30pm, 7 Days, 52 Weeks A Year. * Worksite Setting: Remote, Outpatient / Hospital, Volume Expectations: 82 RVUs.

Radiologist

Tinley Park, IL · Remote

$310.20K - $387.80K/yr

Preferred Schedule: Remote Evening General RAD Needed Sunday To Saturday 2pm -11:30pm, 7 Days, 52 Weeks A Year. * Worksite Setting: Remote, Outpatient / Hospital, Volume Expectations: 82 RVUs.

This is a remote opportunity with a company-provided laptop. Key Responsibilities: * Executive ... follow-up, appointment setting, and point-of-sale execution. * Travel & On-Site Engagement ...

Daily activities include Inbound and outbound calling, setting appointments, performing ... Remote work from home option Residual Income All-expenses-paid yearly office trips to exciting and ...

In-Home Sales Representative

Rockford, IL · On-site

$200K - $300K/yr

Ability to work evening and Saturday appointments (No Saturday evening appointments) * In-Home Sales, Outside Sales, or Business to Consumer Sales experience preferred * Ability to meet and exceed ...

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Evening Remote Appointment Setting information

What are the key skills and qualifications needed to thrive as an Evening Remote Appointment Setter, and why are they important?

To thrive as an Evening Remote Appointment Setter, you need strong communication skills, attention to detail, and experience in customer service or sales, often supported by a high school diploma or equivalent. Familiarity with CRM software, phone dialer systems, and scheduling tools is typically required. Persistence, active listening, and time management are valuable soft skills that help build rapport and efficiently manage calls. These abilities ensure productive client interactions, accurate scheduling, and success in meeting appointment-setting targets, especially during non-traditional hours.

What are some common challenges faced in an evening remote appointment setting role and how can they be managed?

One common challenge in an evening remote appointment setting role is reaching clients who may be less available or responsive during later hours. To manage this, it’s important to use effective communication strategies and flexible scheduling to accommodate different time zones and preferences. Additionally, working remotely requires strong self-motivation and the ability to stay organized without direct supervision. Regular communication with your team and making use of CRM tools can help streamline workflows and ensure consistent performance.

What is an Evening Remote Appointment Setter?

An Evening Remote Appointment Setter is a professional who works from home, typically during evening hours, to contact potential or existing clients and schedule appointments for sales representatives or service providers. Their main responsibilities include making outbound calls, answering inquiries, and managing online scheduling systems. This role is ideal for individuals who prefer flexible, after-hours work and have strong communication and organizational skills. Evening shifts are often needed to reach clients outside of standard business hours, making this job suitable for those looking for part-time or supplementary income.

What is the difference between Evening Remote Appointment Setting vs Evening Remote Customer Service Representative?

AspectEvening Remote Appointment SettingEvening Remote Customer Service Representative
CredentialsBasic computer skills, communication skillsBasic computer skills, communication skills, sometimes product knowledge
Work EnvironmentHome-based, flexible hours in sales/lead generationHome-based, flexible hours in support and client interaction
Employer & IndustrySales, marketing, lead generation companiesCustomer service, support centers, retail, tech companies
Search & Comparison IntentFocus on appointment setting roles in remote salesFocus on customer support roles in remote settings

While both roles are remote and often require similar skills, Evening Remote Appointment Setting focuses on scheduling appointments for sales teams, whereas Evening Remote Customer Service Representatives handle client inquiries and support. The main difference lies in their primary responsibilities and industry focus, with appointment setters emphasizing lead generation and customer service reps focusing on support and issue resolution.

What are the most commonly searched types of Remote Appointment Setting jobs in Illinois? The most popular types of Remote Appointment Setting jobs in Illinois are:
What cities in Illinois are hiring for Evening Remote Appointment Setting jobs? Cities in Illinois with the most Evening Remote Appointment Setting job openings:
Infographic showing various Evening Remote Appointment Setting job openings in Illinois as of May 2026, with employment types broken down into 59% Full Time, 30% Part Time, and 11% Contract. Highlights an 95% Physical, and 5% Remote job distribution.
Inside Sales Insurance Specialist

Inside Sales Insurance Specialist

AMBA

Chicago, IL • Remote

$50K - $60K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 5 days ago


Job description

Inside Sales Insurance Specialist (W2, Remote)
Full-Time | Monday through Friday
Compensation: Hourly base plus performance bonuses
License: Life and Health preferred
Important Role Overview
This is ahigh-volume outbound calling role in a structured inside sales environment. Successful candidates are comfortable spending the majority of their workday actively dialing, following up, and converting member conversations into enrollments.
While leads are provided, this is not an inbound or appointment-setting role. Consistent outbound activity is the primary driver of success in this position.
About AMBA
AMBA partners with public employee, alumni, and professional occupation associations nationwide to deliver Life and Supplemental Health insurance benefits to their members. We work with some of the most significant retired public employee associations in the country, supporting millions of members across all 50 states.
As an Inside Sales Insurance Specialist, you will engage existing members and policyholders to educate them on benefit options and enroll them in coverage that meets their needs.
What You Will Do
  • Make 150 or more outbound calls per day using company-provided lead lists
  • Spend the majority of your workday actively dialing, speaking with members, and following up
  • Deliver scripted and consultative sales presentations over the phone
  • Educate members on supplemental Life and Health insurance products and complete enrollments
  • Manage inbound calls as volume allows, with outbound calling remaining the primary responsibility
  • Accurately document all activity in Salesforce and manage a personal sales pipeline
  • Meet daily activity expectations and monthly performance goals
  • Provide a professional, compliant, and member-focused experience on every call
Work Environment
This role operates in a structured, metrics-driven call center environment with clear daily expectations for outbound call volume, talk time, conversions, and documentation accuracy. Success requires consistency, resilience, and comfort with repetition.
This Role Is a Strong Fit If You
  • Have experience in a high-volume outbound sales or call center role
  • Are comfortable making frequent outbound calls throughout the day
  • Understand that leads support the work, but dialing drives results
  • Are motivated by structure, accountability, and measurable goals
  • Can handle phone-based rejection while maintaining professionalism
  • Are seeking a stable W2 role with performance-based earning potential
This Role May Not Be a Fit If You
  • Prefer inbound-only or appointment-based sales roles
  • Are uncomfortable with frequent dialing or high daily call expectations
  • Need a highly flexible or unstructured workday
  • Are looking for an account management or relationship-only role
What You Bring
  • Active Life and Health insurance license preferred. Candidates without an active license must be willing and able to obtain licensure within a defined onboarding timeframe.
  • Two or more years of insurance sales or high-volume call center experience preferred
  • Strong communication, listening, and objection-handling skills
  • Comfort working in a fast-paced, goal-driven environment
  • Technical proficiency with CRM tools. Salesforce experience is a plus
  • Reliability, resilience, and a consistent work ethic
Compensation and Benefits
  • Hourly base pay plus monthly performance bonuses
  • Typical first-year earnings range from $50,000 to $60,000
  • Top performers earn $100,000 or more
  • Comprehensive benefits package including medical, dental, vision, life, and long-term disability coverage
  • 401(k) with company match
  • Paid time off and paid holidays
  • Career development, coaching, and internal advancement opportunities
Apply Today
If you are licensed, comfortable with high-volume outbound calling, and ready to build a stable inside sales career with strong earning potential, we invite you to apply today.
AMBA is proud to be an Equal Opportunity Employer.
Employment Type: Full-Time