Top 5 Skybox chicago Jobs

Inside Sales Representative
Skybox Capital —Chicago, IL
- 8 hour shift
- Office
- Bachelor's degree
- Computer skills
- Paid training
- Commuter assistance
Quick Apply
Director of People
Skybox Capital —Chicago, IL
- Full-time
- Office
- Senior level
- Leadership
- Retirement plan
Quick Apply
Support Specialist (Skybox)
Vivid Seats —Chicago, IL
- $43,000 a year
- Research
- Office
- Organizational skills
- Health insurance
- Dental insurance
Quick Apply
7d
Business Development Manager
Skybox Capital —Chicago, IL
- Full-time
- Mid-level
- Leadership
- 2 years
- Opportunities for advancement
Quick Apply
Paid Search Analyst (Entry Level) - Go Tickets
Skybox Capital —Chicago, IL
- Full-time
- Marketing
- Office
- Bachelor's degree
Quick Apply
1d

I want to receive the latest job alert for skybox chicago

By signing in to your account, you agree to SimplyHired's Terms of Service and consent to our Cookie and Privacy Policy.

Explore jobs in more locations

skybox chicago jobs near

Director Of People jobs in Chicago, IL

Inside Sales Representative jobs in Chicago, IL

Business Development Manager jobs in Chicago, IL

Support Specialist jobs in Chicago, IL

To-go Specialist jobs in Chicago, IL

Director Of People jobs in Detroit, MI

Director Of People jobs in Oregon

Fp&a Director jobs in Tennessee

Director Of People jobs in Little Rock, AR

Healthier Mississippi People jobs in Jackson, MS

Director Of People jobs in Buffalo, NY

Inside Sales Representative jobs in Killeen, TX

Inside Sales Representative jobs in Novi, MI

New Home Sales jobs in Maryland

Inside Sales Representative jobs in Georgetown, TX

Inside Sales Representative jobs in Puerto Rico

Sales jobs in Kalamazoo, MI

Construction Project Manager jobs in Savannah, GA

Business Development Manager jobs in Georgia

Business Development Manager jobs in Spartanburg, SC

Inside Sales Representative

Skybox Capital
Chicago, IL

Quick Apply

Job Details

Full-time

Benefits

Paid training
Commuter assistance
Disability insurance
Health insurance
Dental insurance
Paid time off
Vision insurance
401(k) matching
Opportunities for advancement
Life insurance
Referral program

Qualifications

Customer communication

Full Job Description

Are you ready to take your career to the next level with a sales position that offers uncapped earning potential and significant growth opportunities?

Join a fast-growing organization that values your contributions and provides the training and resources you need to succeed. In this high-energy sales role, you’ll have the opportunity to earn strong performance bonuses while being supported by a team dedicated to your success.

If you’re motivated, competitive, and eager to build a long-term career with a company that promotes from within, we want to hear from you.

Position Overview

This is an in-office position located in downtown Chicago and requires the ability to commute to the office daily.

What We Offer

Paid training and licensing
Commuter benefits
Uncapped bonus potential
Career advancement opportunities

Compensation

Monthly Bonus Potential

Top performers earn $1,000–$3,000+ per month in bonuses depending on performance.

Typical first-year earnings range from $55,000–$75,000 including bonuses.

About the Role

As a Licensed Benefits Advisor, you will help individuals navigate the process of selecting a Medicare health insurance plan that best fits their needs and assist them in completing enrollment.

You will handle live inbound calls from consumers interested in reviewing their Medicare options and guide them through plan selection while delivering an exceptional customer experience.

You’ll be joining a high-growth sales team in a competitive but supportive environment, where strong performance leads to advancement opportunities.

Not currently licensed? No problem.

We provide paid training, study support, and licensing preparation to help you pass your insurance exam and start your career in the industry.

Responsibilities

Handle live inbound calls and present appropriate health insurance plans to prospective customers
Conduct follow-up outbound calls to individuals reviewing Medicare options
Guide consumers through plan comparison and enrollment
Quickly learn insurance products and become a subject matter expert
Deliver a high-quality customer experience on every interaction
Maintain compliance with CMS and state regulatory requirements
Provide feedback to leadership on opportunities to improve the sales process

Qualifications

Ability to thrive in a fast-paced, performance-driven sales environment
Strong communication and interpersonal skills
Self-motivated and results-oriented
Previous sales experience is a plus but not required
Comfortable working with multiple computer screens and systems
Ability to pass insurance licensing and background requirements
Bachelor’s degree preferred but not required

Benefits & Perks

Paid Time Off
High performance bonus potential
Commuter benefits
Health, dental, and vision insurance
Short- and long-term disability coverage
Life insurance options
401(k) with company match
Career growth opportunities
Employee referral bonuses
Team outings and company-sponsored events
Supportive, competitive sales culture

Schedule

Monday – Friday (8-hour shifts)
Schedules are assigned based on performance.

Candidates must be open to working one of the following shifts:

8:00 AM – 5:00 PM
8:30 AM – 5:30 PM (mandatory training schedule)
9:00 AM – 6:00 PM
9:30 AM – 6:30 PM

Quick Apply

Refine Your Search

skybox chicago jobs

Inside Sales Representative

Director of People

Support Specialist (Skybox)

Business Development Manager

Paid Search Analyst (Entry Level) - Go Tickets

I want to receive the latest job alert for skybox chicago

Explore jobs in more locations

Position Overview

Compensation

About the Role

Responsibilities

Qualifications

Benefits & Perks

Schedule

Job Seeker Tools

Employer Tools

Browse

Stay Connected