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Remote Virtual Appointment Setter Jobs in Chicago, IL

AO Globe Life

Virtual Client Protection Advisor

Aurora, IL · Remote

$90K - $119K/yr

Schedule and lead virtual appointments * Learn about client needs, goals, and coverage concerns ... Fully remote work environment * Warm leads supplied by the company * Weekly paychecks * Unlimited ...

AO Globe Life

Remote Benefits Consultant

Chicago, IL · Remote

$90K - $119K/yr

Position Overview AO Globe Life is seeking a Remote Benefits Consultant to help individuals and ... You will work from home, meet with prospective clients through virtual appointments, and provide ...

Globe Life Insurance

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Entry Level Customer Sales Representative (100% Remote)

Chicago, IL · Remote

$60K - $80K/yr

Meeting with clients through scheduled phone or virtual appointments * Asking questions to ... The opportunity includes: * 100% remote work * Flexible scheduling * Training and onboarding ...

Globe Life Insurance

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Entry Level Customer Sales Representative (100% Remote)

Naperville, IL · Remote

$60K - $80K/yr

Meeting with clients through scheduled phone or virtual appointments * Asking questions to ... The opportunity includes: * 100% remote work * Flexible scheduling * Training and onboarding ...

Globe Life Insurance

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Entry Level Customer Sales Representative (100% Remote)

Chicago, IL · Remote

$60K - $80K/yr

Meeting with clients through scheduled phone or virtual appointments * Asking questions to ... The opportunity includes: * 100% remote work * Flexible scheduling * Training and onboarding ...

Globe Life Insurance

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Entry Level Customer Sales Representative (100% Remote)

Chicago, IL · Remote

$60K - $80K/yr

Meeting with clients through scheduled phone or virtual appointments * Asking questions to ... The opportunity includes: * 100% remote work * Flexible scheduling * Training and onboarding ...

Globe Life Insurance

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Entry Level Customer Sales Representative (100% Remote)

Naperville, IL · Remote

$60K - $80K/yr

Meeting with clients through scheduled phone or virtual appointments * Asking questions to ... The opportunity includes: * 100% remote work * Flexible scheduling * Training and onboarding ...

Globe Life Insurance

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Entry Level Customer Sales Representative (100% Remote)

Naperville, IL · Remote

$60K - $80K/yr

Meeting with clients through scheduled phone or virtual appointments * Asking questions to ... The opportunity includes: * 100% remote work * Flexible scheduling * Training and onboarding ...

Symmetry

Remote Sales Representative

Chicago, IL · Remote

$75K - $180K/yr

During these virtual appointments, you'll use presentations that have worked well in the past to help clients choose the best insurance program for their family, leveraging remote collaboration ...

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Showing results 1-20

All JobsAppointment Setter JobsRemote Virtual Appointment Setter JobsRemote Virtual Appointment Setter Jobs in Chicago, IL

Remote Virtual Appointment Setter information

See Chicago, IL salary details

$10

$24

$44

How much do remote virtual appointment setter jobs pay per hour?

As of Sep 2, 2026, the average hourly pay for remote virtual appointment setter in Chicago, IL is $24.99, according to ZipRecruiter salary data. Most workers in this role earn between $16.35 and $30.72 per hour, depending on experience, location, and employer.

What is the difference between Remote Virtual Appointment Setter vs Remote Virtual Sales Representative?

AspectRemote Virtual Appointment SetterRemote Virtual Sales Representative
CredentialsBasic sales or communication skills, sometimes CRM familiaritySales experience, product knowledge, and often more advanced communication skills
Work EnvironmentRemote, primarily focused on scheduling and lead qualificationRemote, involves direct sales, negotiations, and closing deals
Employer & Industry UsageUsed across industries for lead generation and appointment settingUsed in sales-driven industries for closing sales and client management

The main difference is that a Remote Virtual Appointment Setter focuses on scheduling and qualifying leads, while a Remote Virtual Sales Representative actively sells products or services. Both roles are remote and require strong communication skills, but the Sales Representative typically has more sales responsibilities and product knowledge.

Remote Virtual Appointment Setter jobs near you
Infographic showing various Remote Virtual Appointment Setter job openings in Chicago, IL as of August 2026, with employment types broken down into 45% Full Time, 33% Part Time, and 22% Contract. Highlights an 100% Remote job distribution, with an average salary of $51,976 per year, or $25 per hour.

High Ticket Appointment Setter (Warm Leads)

Curvion Blue

Chicago, IL • Remote

$55K - $65K/yr (+ commission)

Full-time

Re-posted 14 days ago

Job description

Remote | Base + Uncapped Commission | Fast Track to Closing

Most sales reps are underpaid because they’re selling the wrong product, in the wrong environment, with weak lead flow.

At WFS Group, our setters work exclusively warm leads from world class marketing campaigns for high ticket offers ranging from $7k-$15k+.

No cold prospecting lists.
No door knocking.
No guessing who to call.

Your job is simple:
Generate qualified appointments, create pipeline, and feed closers opportunities that turn into revenue.

If you thrive in high output environments, love competition, and want a real path into high ticket closing, this role was built for you.

Why Setters LOVE WFS Group

  • Fully remote position

  • Warm inbound leads daily

  • Base pay + uncapped commissions

  • Average deal size: $7k-$15k+

  • 10-14 day sales cycle

  • Elite sales training & coaching

  • Clear path to become a closer

  • High performance, competitive culture

  • Products that genuinely change lives

A Snapshot of WFS Group

WFS Group builds and deploys revenue engines for fast growing companies.

We help businesses scale by installing complete sales systems including strategy, automation, pipeline management, recruiting, training, and full sales execution.

Our clients range from SaaS companies to alternative education brands selling transformational programs in business, investing, entrepreneurship, and personal growth.

Put simply:
Companies outsource their sales department to us so they can scale faster.

Position Overview

We’re looking for highly motivated setters who can create momentum, generate excitement, and consistently fill calendars with qualified sales appointments.

This role combines:

  • Warm outbound dialing

  • Inbound lead qualification

  • Pipeline follow up

  • Appointment setting

  • Consultative conversations

You’ll spend most of your day speaking with leads who have already shown interest in our offers through ads, webinars, funnels, social media, or marketing campaigns.

This is not a passive customer support role.

This is a performance driven sales role built for competitive people who want to become elite earners.

You SHOULD Apply If… ✅

  • You’re hungry, competitive, and highly motivated

  • You enjoy phone sales and objection handling

  • You understand sales is a numbers game

  • You want a path into high ticket closing

  • You can handle high volume outbound activity

  • You’re coachable and adaptable

  • You bring energy into conversations naturally

  • You want to be surrounded by ambitious people

You SHOULD NOT Apply If… ❌

  • You dislike structured sales environments

  • You avoid KPIs or performance metrics

  • You struggle with consistency or follow up

  • You need constant supervision

  • You get discouraged easily after rejection

  • You’re uncomfortable on the phones

  • You’re looking for an easy remote job

Responsibilities

  • Make high volume outbound calls to warm leads

  • Qualify prospects and identify buying intent

  • Set appointments for closers

  • Follow up with leads across the pipeline

  • Utilize CRM systems to track activity

  • Attend daily sales meetings and coaching sessions

  • Study sales calls and improve performance

  • Collaborate with closers and leadership

  • Hit and exceed appointment targets consistently

Requirements

  • 6+ months of SDR, setter, or phone sales experience in the high ticket space

  • Strong communication skills

  • Confidence handling objections

  • Ability to work independently remotely

  • Experience using CRM systems

  • High level of personal accountability

  • Strong work ethic and consistency

Compensation

  • Base Pay + Uncapped Commission

  • $55,000-$70,000+ OTE

  • Advancement Opportunities

Schedule

  • Full Time

  • Monday-Friday

  • 9AM-6PM in your U.S. time zone

Compensation Range: $55K - $65K