Outside Sales Representative

Platinum Supplemental Insurance • Full-time • Downers Grove, IL, United States, IL, United States • 2d ago

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.

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