
Inside Sales Representative
SkyBox Capital, Chicago, IL, United States
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
#J-18808-Ljbffr
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
#J-18808-Ljbffr