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

Outside Sales Representative (Training Provided)

$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 4 hours ago
Similar jobs that could be interesting for youBased on the Outside Sales Representative (Training Provided) in Waukegan, IL vacancy
  •  ...Waukegan, IL is seeking a motivated Bilingual (Spanish/English) Sales Representative. This role involves developing leads, building client...  ...sales, and eager for professional growth. Comprehensive training is provided to help you thrive in a supportive team environment where... 
    Training courses
    Local area

    Manuel Torres II - State Farm Agent

    Waukegan, IL
    4 days ago
  • $75k - $120k

     ...Job Description Job Description Job Title: Outside Sales Representative – B2B Energy Sales Target Earnings: $75K - $120K+ Benefits...  ...transportation No prior sales experience required. Training provided. What We Offer ~ Competitive Base + Uncapped... 
    Training courses
    Bi-weekly pay
    Base plus commission
    Full time
    Immediate start

    Sales Focus Inc.

    Waukegan, IL
    22 days ago
  • $17 per hour

     ...troubleshooting of promotional product displays Clients: Represent global clients such as Microsoft, Samsung, T-Mobile,...  ...Store-to-store drive time and mileage assistance Training: Paid training time is provided to prepare you for program success Time Off:... 
    Training courses
    Bi-weekly pay
    Hourly pay
    Part time
    Afternoon shift

    ActionLink

    North Chicago, IL
    1 day ago
  •  ...keeping kitchens sanitary and managing food supplies. Ideal candidates are organized multitaskers with previous work with children. Training provided for First Aid & CPR certifications. This unique opportunity promises a fun and engaging work environment while ensuring camper... 
    Training courses
    Summer work

    Steve & Kate's Camp

    North Chicago, IL
    3 days ago
  • $65k - $85k

     ...ingenuity and personal integrity. Training will be provided for the best-qualified applicant who...  ...Purchase Plan (ESPP) ~ PTO Tenant Sales Representative The pay range is $65,000-$85,000...  .... Work your plan by initiating outside sales calls. Gather all... 
    Training courses
    For contractors

    USA Fire Protection

    Lake Forest, IL
    4 days ago
  • $46.92k

     ...through 12th grade students from disadvantaged backgrounds are provided an extraordinary, cost-free, career-focused education. This is...  ...options; retirement savings Relocation assistance and paid training provided ~ Paid time off provided at designated times throughout... 
    Training courses
    Full time
    Work from home
    Relocation
    Relocation package
    Flexible hours
    Weekday work

    Milton Hershey School

    North Chicago, IL
    6 days ago
  • $20 - $22 per hour

     ...experience? No problem. Our award-winning paid training program will equip you with everything...  ...Career Growth: Advance into leadership, sales, or management with a company that...  ...discounts ~ Paid training and all tools provided Qualifications What We're Looking... 
    Training courses
    Hourly pay

    Orkin

    Gurnee, IL
    3 days ago
  • $18 - $20 per hour

     ...deep cleaning, and front of house cleaning and sanitization. We provide comprehensive cleaning services for restaurants, industrial...  ...preventative maintenance on food production systems. We offer training, certifications, and opportunities for career growth within our... 
    Training courses
    Hourly pay
    Full time

    Rampro

    Zion, IL
    3 days ago
  • $75k - $120k

    Job Title: Outside Sales Representative - B2B Energy Sales Target Earnings: $75K - $120K+ (On-Target Earnings) Benefits: 401K, PTO, Paid Holidays...  ...We Offer Competitive Base + Uncapped Commission Paid training (no prior sales experience required) 10 Paid Holidays 2... 
    Bi-weekly pay
    Base plus commission
    Full time
    Immediate start

    Sales Focus Inc.

    Waukegan, IL
    1 day ago
  • $17 per hour

     ...troubleshooting of promotional product displays Clients: Represent global clients such as Microsoft, Samsung, T-Mobile,...  ...: Store-to-store drive time and mileage assistance Training: Paid training time is provided to prepare you for program success Time Off: Accrue PTO... 
    Training courses
    Bi-weekly pay
    Hourly pay
    Part time
    Afternoon shift

    ActionLink

    Gurnee, IL
    3 days ago
  •  ...position. This unique role involves residing in on-campus homes, providing care, guidance, and supervision for groups of 8-13 students....  ...benefits, including a competitive salary, relocation assistance, and paid training, are provided. #J-18808-Ljbffr Confidential
    Training courses
    Full time
    Live in
    Relocation package
    Flexible hours

    Confidential

    Zion, IL
    2 days ago
  • $18 - $20 per hour

     ...deep cleaning, and front of house cleaning and sanitization. We provide comprehensive cleaning services for restaurants, industrial...  ...fast-paced environment.This position offers competitive pay, paid training, and opportunities to develop specialized cleaning skills for commercial... 
    Training courses
    Hourly pay

    Rampro

    Zion, IL
    3 days ago
  • $17 per hour

     ...Accounts Job Summary: Responsible for efficiently providing excellent customer service to our customers. Answer and...  ...system for manufacturing and distribution. Paid comprehensive training provided on: Product Systems Accounts The... 
    Training courses
    Hourly pay
    Temporary work
    Work at office
    Local area
    Flexible hours

    Springs Window Fashions

    Waukegan, IL
    4 days ago
  • $40 per hour

     ...Outside Sales Representative 1 (Setter) Gurnee, IL & Surrounding Communities Be Part of Something New...  ...every closed deal $600 per week training pay during your first 6 weeks Uncapped...  ...independent contractor opportunity, providing greater flexibility and unlimited... 
    For contractors
    Self employment

    R3 Roofing & Exteriors

    Gurnee, IL
    4 days ago
  • $16.5 - $18 per hour

     ...a compassionate Caregiver to join our team. The Caregiver will provide assistance to individuals in their daily living activities, ensuring...  ...has unique care needs and preferences. Amada caregivers are trained to provide assistance with personal care and activities of... 
    Training courses
    Hourly pay
    Weekly pay
    Full time
    Part time
    Live in
    Relocation
    Flexible hours
    Weekend work

    Amada Senior Care NorthShore

    Waukegan, IL
    5 days ago
  • $30 per hour

     ...license, begin with us as a Driver in Training. The best-trained drivers in the business...  ...Responsibilities Include: Provides safe and reliable transportation service...  ...goal is to be a diverse workforce that is representative of the communities we serve. All employment... 
    Training courses
    Hourly pay
    Contract work
    Summer work
    Immediate start
    Flexible hours
    Weekend work

    National Express LLC

    Waukegan, IL
    5 days ago
  • $50k - $60k

     ...Overview: Company Vehicle and Paid Training Provided Want to Join the Best in Pest? Go Pro with Orkin. As an Orkin Pro, youll be the professional delivering on the promise of a safe place to live, work, and play behind pest controls best-known brand .... 
    Training courses

    Orkin

    Waukegan, IL
    2 days ago
  •  ...personalized solutions. Ideal candidates will engage virtually with clients, build strong relationships, and be part of a supportive and energetic team. Comprehensive training is provided to ensure success in this dynamic role. #J-18808-Ljbffr Global Elite Empire Consultants
    Training courses
    Remote job
    Part time

    Global Elite Empire Consultants

    Waukegan, IL
    2 days ago
  • $40k - $100k

     ...Outside Sales Representative Shift Schedule: Monday - Friday 7AM-5PM ABC Supply, the nation's largest wholesale...  ...Following up with customers and providing solutions, should a service concern arise Providing training to customers and their teams on various product... 
    Temporary work
    For contractors
    Immediate start
    Monday to Friday
    Shift work

    ABC Supply

    Gurnee, IL
    3 days ago
  •  ...molds, tools, and equipment to meet production requirements while training under the supervision of a Journeyman Mold Maker. This is a...  ...machining, blueprint reading, or die work is a plus (training provided) Strong communication skills Willingness to improve... 
    Training courses
    Apprenticeship

    JST GROUP

    Waukegan, IL
    15 days ago
  •  ...CT scans, ultrasounds, fluoroscopy, and other imaging studies. Provide accurate and timely diagnostic reports to referring physicians....  ...initiatives and participate in peer review programs. Supervision & Training: Provide oversight and guidance to radiologic technologists.... 
    Training courses

    AHS Vista LLC

    Waukegan, IL
    3 days ago
  •  ...Business Development Representative – State Farm Agent Team Member Full...  ...celebrated. Receive hands‑on training and coaching from an...  ...– fluent in both languages. Sales‑driven, money‑motivated, energetic...  ...but not required – training provided. Compensation & Benefits Base... 
    Training courses
    Base plus commission
    Hourly pay
    Full time

    Maylendelgado

    Waukegan, IL
    3 days ago
  •  ...Performs all aspects of game sales including, but not limited to...  ...enthusiastic and courteous manner; provides outstanding guest service...  ...combination of education, training, or experience that provides...  ...) Continually exposure to outside weather conditions Continually... 
    Training courses
    Flexible hours

    HB Leisure

    Gurnee, IL
    3 days ago
  •  ...Job Description Job Description Customer Service Representative – Insurance Agency We are an award-winning and nationally...  ...making sure our customers receive the support they need. We provide full training and licensing support for the right candidate. This... 

    Adrian Rivas Insurance Agency Inc

    Waukegan, IL
    18 days ago
  • $17 - $19 per hour

     ...Waukegan seeks a bilingual Business Development Representative to enhance customer relationships and drive sales of insurance products. The position offers a...  ...driven, and have excellent communication skills. Training is provided for those with no prior sales experience. Join... 
    Training courses
    Hourly pay
    Local area

    Maylendelgado

    Waukegan, IL
    4 days ago
  • $75k - $175k

    Join to apply for the Junior Sales Representative role at SkyKey Financial Be among the first 25 applicants. This range is provided by SkyKey Financial. Your actual pay will be based...  ...to learn, grow, and succeed—with full training, a 100% remote environment, and industry... 
    Full time
    Remote work
    Flexible hours

    SkyKey Financial

    Waukegan, IL
    3 days ago
  • $69k

     ...Description Remote Insurance Sales Representative | Flexible Schedule |...  ...remotely, serving clients by providing guidance and protection solutions...  ...coverage Ongoing training and mentorship from experienced...  ...hire candidates residing outside North America... 
    Remote work
    Work from home
    Flexible hours

    HMG Careers

    North Chicago, IL
    a month ago
  • $100k

     ...seeking driven, ambitious outside sales professionals to join our most...  ...and lucrative Sales Representative Program ever offered. Demonstrate...  ..., continued results-driven training, WHAT THE COMPENSATION...  ...once and for all. This provides substantial savings for the... 
    Local area

    Slice Merchant Services

    Waukegan, IL
    21 days ago
  •  ...Medical Center in Zion, Illinois is seeking a Registered Nurse, Float Per Diem. This role involves maintaining competencies and training staff, providing flexible staffing to meet patient needs, and caring for complex patients. A successful candidate will have critical care... 
    Training courses
    Daily paid
    Flexible hours

    MRM Midwestern Regional Medical Center

    Zion, IL
    3 days ago
  •  ...business. We offer the highest compensation in the industry, starting from 80% to 145%, and there are no fees to join. Free training is provided to help you succeed, with no prior experience required. Additionally, we pay for your pre-licensing course. If you're ready... 
    Training courses

    Emergent Financial Group

    Waukegan, IL
    2 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Outside Sales Representative (Training Provided). Be the first to apply!