Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Outside Sales Representative

$75k

Platinum Supplemental Insurance

What if your income had no ceiling, your weekends were always free, and you had a proven system backing you up from day one?

At Platinum Supplemental Insurance, we’ve helped thousands of sales professionals build rewarding, high-earning careers—whether they came from sales, customer service, teaching, the military, or had no prior experience at all. Our established systems, AI-powered training, and dedicated back-office support mean you’re never figuring it out alone. You bring the work ethic; we bring everything else.

No insurance experience required. We’ll train you, license you, and pay you while you learn.

Why Platinum?

Your Weekends, Every Weekend

Work Monday through Thursday meeting with business owners and families in your territory, then enjoy a true three-day weekend—every single week. No evenings. No Saturdays. A work-life balance that actually works.

Earn What You’re Worth—and Then Some

Our first-year sales consultants typically earn $75,000 or more, with top performers exceeding $100,000. Your effort directly drives your income, and there is no ceiling on what you can earn. Here’s the full picture:

  • Strong First-Year Income: $75,000+ is typical; $100,000+ is achievable for motivated individuals.
  • Residual Renewal Income: Earn ongoing annual income from policies you’ve already sold—your book of business grows with you year after year.
  • Performance Bonuses: Generous bonuses reward your consistency and results.
  • Luxury Travel Incentives: Earn all-expenses-paid trips for you and a guest—quarterly getaways and annual destinations.

This is a commission-based position—your income is directly tied to your performance, not someone else’s budget. Many of our top consultants say it’s the first time they’ve truly been paid what they’re worth.

Paid Training & Real Support From Day One

We don’t hand you a manual and wish you luck. Platinum invests in every new hire with a structured onboarding program designed to set you up to succeed:

  • Licensing Assistance: We provide online training to help you earn your insurance license before you ever go to the field.
  • One Week of Paid Training: Before your first day in the field, you’ll complete a full week of paid training—live webinars, sales training with experienced coaches, AI-powered virtual role-playing, and hands-on practice with our proven sales system.
  • Paid From Day One in the Field: Show up on your first Monday, get paid. Come back after your second week, get paid again. We put money in your pocket while you’re building your business.
  • AI-Powered Coaching: Get personalized feedback, interactive coaching, and real-time support that helps you master our 10-step sales process faster and more confidently than traditional training.
  • Ongoing Back-Office Support: Marketing, lead generation, customer service, and operations are handled for you so you can focus on building relationships and closing deals.

Your Day-to-Day

Meet with Business Owners & Families: Travel within your territory Monday–Thursday to connect face-to-face with people who need supplemental insurance protection. You’ll educate them on how Platinum’s products bridge the gaps in traditional health coverage.

Follow a Proven Sales Process: Use Platinum’s 10-step system—backed by AI coaching—to identify prospects, deliver compelling presentations, and close with confidence.

Grow Within a Supportive Team: Collaborate with a team that shares best practices, celebrates wins, and pushes everyone to get better. You’ll have mentors and peers invested in your success.

What You’ll Enjoy

Uncapped Income: Your earnings grow with your effort—no salary ceiling, ever.

Residual Income That Builds Over Time: Annual renewal commissions create a growing income stream from your existing book of business.

Every Weekend Off: A Monday–Thursday schedule means three-day weekends, every week.

Paid Training & Licensing Support: We invest in your professional development from day one.

Career Advancement: Move into leadership roles as you grow—Platinum promotes from within.

All-Expenses-Paid Trips: Quarterly getaways and annual vacations for top performers—bring a significant other, on us.

Who Succeeds at Platinum

People Who Want to Control Their Income: You’re motivated by results and want your paycheck to reflect your effort, not a corporate pay scale.

Strong Communicators: You connect easily with people from all walks of life and can explain things in a clear, relatable way.

Coachable Self-Starters: You’re excited to follow a proven system, learn from AI-powered training and experienced mentors, and improve every week.

Comfortable with Travel: You’re 18+ and ready for overnight travel Monday–Thursday within your assigned territory.

What Happens After You Apply

We don’t believe in leaving you in the dark. Here’s exactly what to expect:

1. Apply & Chat: Submit your application right here and have a quick conversation with our hiring assistant. It takes just a few minutes.

2. Schedule Your Interview: If you qualify, you’ll be able to schedule your first interview right away—most candidates have an interview on the books within 48 hours.

3. Meet Our Team: Talk to a real recruiter who’ll answer your questions, share what the role looks like day-to-day, and see if it’s a mutual fit.

4. Get Hired & Start Training: If we’re both excited, you’ll begin your licensing and paid training program—designed to get you earning as quickly as possible.

Ready to Build Something That Lasts?

If you want uncapped income, a four-day workweek, paid training, and the backing of a company that’s invested in your success, we’d love to talk. Apply today and find out how Platinum can help you build a career you’re proud of.

About Platinum

Platinum Supplemental Insurance helps individuals, families, and businesses protect their financial futures by bridging the gaps left by traditional health plans. When unexpected health issues arise, our products provide peace of mind and real financial protection. With a people-first culture, industry-leading AI training, and a commitment to the growth of every team member, Platinum is where driven professionals build lasting, lucrative careers—no matter where they’re starting from.

Join Platinum and see why thousands of sales professionals have built careers they love.

Vacancy posted 13 hours ago
Similar jobs that could be interesting for youBased on the Outside Sales Representative in Plainfield, IL vacancy
  • $120k - $250k

     ...AmeriPro Roofing , an industry-leading name in exterior home remodeling for over two decades, is immediately hiring Outside Sales Representatives.   In this role, you will be the face of our brand, using direct, door-to-door canvassing to connect with local homeowners... 
    Suggested
    Full time
    For contractors
    Work at office
    Local area
    Immediate start
    Day shift
    Afternoon shift

    AmeriPro Roofing

    Plainfield, IL
    22 days ago
  •  ...exceptional service while building long-term partnerships with our clients. We are seeking a motivated and results-driven 1099 Outside Sales Representative to join our team and grow our customer base through meaningful, solution-oriented partnerships. What You’ll Do:... 
    Suggested
    Full time
    For contractors
    Local area
    Flexible hours

    DMB Solutions LLC

    Bensenville, IL
    29 days ago
  • $69k

     ...Job Description Job Description Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible...  ...States or Canada We do not hire candidates residing outside North America Responsibilities Contact provided leads... 
    Suggested
    Remote job
    Work from home
    Flexible hours

    HMG Careers

    Plainfield, IL
    more than 2 months ago
  • American Eagle Outfitters Inc. is seeking a part-time Brand Ambassador in Plainfield, IN, to provide an exceptional shopping experience for customers. You will engage with guests, promote AE and Aerie products, and bring energy to a fast-paced retail environment. Ideal...
    Suggested
    Part time
    Weekend work
    Afternoon shift

    American Eagle Outfitters

    Plainfield, IL
    4 days ago
  •  ...Strong communication skills and reliable availability are essential. Candidates must be 21 years or older and have access to reliable transportation. This opportunity allows you to represent the brand in your own style while increasing brand awareness. #J-18808-Ljbffr... 
    Suggested
    For contractors

    Drinkcarbliss

    Plainfield, IL
    3 days ago
  •  ...time Brand Ambassador in Plainfield, Indiana. This role involves engaging customers and enhancing their shopping experience while representing the brand with integrity. Candidates should be enthusiastic about AE and Aerie products, possess strong customer service skills,... 
    Part time

    Unsubscribed

    Plainfield, IL
    3 days ago
  •  ...help promote our products and increase brand awareness at various events. As a Brand Ambassador, you will have the opportunity to represent the brand in your own style while sharing product information and samples with consumers. Opportunities may include in-store samplings... 
    For contractors

    Drinkcarbliss

    Plainfield, IL
    4 days ago
  • $70k - $100k

     ...Job Description Job Description Outside Sales Representative Start a career, not just a job, with high earning potential and growth! We are hiring a motivated Field Sales Representative to help homeowners with roofing and exterior restoration projects. This field... 
    Monday to Friday

    HW Staffing Solutions - Florence KY

    Glendale Heights, IL
    more than 2 months ago
  • $60k - $80k

     ...Job Description Job Description Title: Outside Sales Consultant Location: Aurora, IL Are you a driven, energetic, and helpful sales professional looking to make great money? Work with one of Forbes’ America's Best Midsize Employers* and be rewarded for your... 
    Weekly pay
    Contract work
    For contractors
    Night shift
    Weekend work
    Afternoon shift

    Luna

    Aurora, IL
    more than 2 months ago
  • $60k - $75k

     ...Job Description Job Description Territory Sales Representative Employment Type: Full-Time Role Type: Outside Sales (Remote) Territory: Indiana/Michigan Reports To: Director of Sales Job Summary The Territory Sales Representative is responsible... 
    Full time
    Work experience placement
    Remote work
    Night shift

    Linnstone Corporation

    Wood Dale, IL
    12 days ago
  •  ...Job Description Job Description Assurance Technologies is seeking an B2B Regional Outside Sales Representative to join our team! Experience in a distribution type outside sales is a requirement. A candidate with 2-4 years of outside sales in the manufacturing industry... 
    Contract work
    Flexible hours

    Assurance Technologies

    Elgin, IL
    1 day ago
  •  ...communication skills and reliable availability are essential. Candidates must be 21 years or older and have access to reliable transportation. This opportunity allows you to represent the brand in your own style while increasing brand awareness. #J-18808-Ljbffr Drinkcarbliss
    For contractors

    Drinkcarbliss

    Plainfield, IL
    5 days ago
  • $31.5 per hour

    A beverage company is seeking a Brand Ambassador to promote products and enhance brand awareness at various events such as community festivals and in-store samplings. As an independent contractor, you'll have the freedom to choose your events and hours, making it a flexible...
    Hourly pay
    For contractors
    Flexible hours

    Carbliss - THE PREMIUM Ready to Drink Cocktail

    Plainfield, IL
    4 days ago
  •  ...and you're proud of it! You love the products and are passionate about building brand loyalty with every guest. Most of all, you represent our company values and bring your REAL self to work every day. YOUR RESPONSIBILITIES You're a people person! You use the AEO Selling... 
    Full time
    Part time
    Casual work
    Seasonal work
    Local area
    Flexible hours
    Weekend work
    Afternoon shift

    Unsubscribed

    Plainfield, IL
    4 days ago
  •  ...Sales Director At Little Learner Children's Academy, we believe that every child deserves a strong start and every family deserves...  .... Position Summary The Childcare Sales Development Representative (SDR) is responsible for driving new family enrollment through... 
    Seasonal work
    Local area

    Little Learner Children's Academy

    Plainfield, IL
    3 days ago
  • $50k - $60k

     ...reside in Illinois* COMPANY: Atlantic Coast Cotton, LLC (ACC) orderacc.com, a JAL Equity portfolio business, seeks an Outside Sales Representative for Western PA, West Virginia, & Northern OH. Located in Gainesville, VA, ACC is a premier distributor of imprintable clothing... 
    Remote job
    Temporary work
    Work experience placement
    Work at office
    Flexible hours
    Night shift

    Marketing.com

    Elgin, IL
    3 days ago
  •  ...expanding fast and looking for motivated individuals to join our outside sales and event marketing team. Whether you’re knocking doors or...  ...sales systems and follow performance-driven scripts. Represent Strong’s Marketing Group with professionalism and energy every... 
    Immediate start

    Strongs Marketing Group LLC.

    Aurora, IL
    8 days ago
  • $75k - $200k

     ...products to customers in Chicagoland and across Illinois, lower Wisconsin and Northern Indiana. A Brief Overview The Outside Sales Representative generates and secures new sales to increase the profitability of the company. This position maintains existing accounts... 
    Full time
    For contractors
    Local area

    Hines Supply

    West Chicago, IL
    6 hours ago
  •  ...Outside Sales Representative The primary duty of this role is making sales and obtaining orders through regular in-person customer engagement away from FloWorks facilities. The Outside Sales Representative is responsible for promoting and selling FloWorks services... 
    Work at office
    Flexible hours

    Floworks International LP

    Frankfort, IL
    2 days ago
  •  ...CLOSED!!! Are you a *driven*, *self-motivated*, and *successful* commission-based sales professional? Pulse Roofing and Restoration LLC is looking for top-tier sales representatives to join our proven, high-performing team. We specialize in luxury and high-asset roofing... 
    Base plus commission
    Daily paid

    Pulse Roofing and Restoration

    Oak Brook, IL
    3 days ago
  • $50k - $75k

     ...The Brothers That Just Do Gutters Sales Representative Benefits: Bonus based on performance Competitive salary Free uniforms...  ...time off Training & development Looking for experienced outside sales representative professionals, comfortable with closing... 
    Local area

    Brothers That Just Do Gutters

    Carol Stream, IL
    4 days ago
  •  ...delivering exceptional service Have strong sales instincts and problem-solving skills...  ...Supplies is currently seeking an Outside Salesperson at our Joliet, IL location....  ...Position Summary The Outside Sales Representative is responsible for managing and growing... 
    Night shift

    MRA Recruiting Services

    Joliet, IL
    3 days ago
  •  ...Outside Sales Representative Commercial Pest Control Founded in late 2021, PestCo is one of the fastest growing Pest Control companies in the US. Through our leading brands, we offer single-family residential, multi-family residential and commercial pest control services... 
    Temporary work
    Local area
    Flexible hours

    Thompson Street Capital Partners

    West Chicago, IL
    5 days ago
  • $70k - $80k

     ...Outside Sales Representative Our client, a growing leader in the commercial interiors and design/build space, is looking to add an ambitious Outside Sales Representative to their expanding team. This is an exciting opportunity for a relationship-driven sales professional... 
    Local area

    The LaSalle Network

    Elgin, IL
    4 days ago
  •  ...Outside Sales Representative We are looking for a Outside Sales Representative to join our Rexel team located in Naperville, IL! The Outside Sales Representative is responsible for the sales and marketing efforts with the objective of increased profitable sales through... 
    Temporary work
    For contractors
    Work at office
    Flexible hours

    REXEL

    Warrenville, IL
    5 days ago
  • $55k - $65k

     ...Outside Sales Professional We're expanding our window and door business and are looking for an experienced outside sales professional...  ...capabilities across the continental United States. You'll represent a broad portfolio of vinyl, wood, and composite windows and doors... 
    For contractors

    Richards Building Supply

    Frankfort, IL
    4 days ago
  • $65k - $70k

     ...Outside Sales Representative We are seeking a driven and detail-oriented Outside Sales Representative to join our growing sales team. This role is responsible for identifying new business opportunities, managing the full sales cycle, and building long-term relationships... 
    Weekly pay
    Full time
    Contract work
    For contractors
    Local area
    Immediate start
    Monday to Friday
    Day shift

    Hughes Recruiting

    Aurora, IL
    1 day ago
  •  ...Outside Food Sales Representative We invite you to join our sales team where you'll experience a world where servant leadership and cutting-edge tools and training come together to support your career growth and financial objectives. As an Outside Food Sales Representative... 

    Gordon Food Service

    Woodridge, IL
    5 days ago
  • $2,700 per month

     ...Window Nation Sales Opportunities Window Nation is one of the nation's leading window replacement companies, and we're...  ...and rewards for top achievers What You'll Do As an Outside Sales Representative, you'll meet with homeowners in their homes, understand their... 
    Immediate start
    Weekend work
    Afternoon shift

    Window Nation

    Romeoville, IL
    4 days ago
  •  ...Sales Representative RoadSafe Traffic Systems is the largest national provider of traffic safety products and services in the United States...  ...'s degree is preferred. Minimum of 2 years of relevant outside sales experience is preferred. Strong written and verbal... 
    Work at office

    RoadSafe Traffic Systems

    Woodridge, IL
    4 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Outside Sales Representative. Be the first to apply!