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 Carpentersville, IL vacancy
  •  ...Biggers Mazda Sales Team Opportunity Biggers Mazda continues to grow, and we need to...  ...with transparency and enthusiasm. We'll train you on the selling and financing aspects...  ...required! -Ongoing training and support provided - no previous auto sales experience required... 
    Training courses
    Immediate start

    Biggers Auto Group

    Elgin, IL
    2 days ago
  • $60k - $100k

     ...Professional Sales Associate Join the Steinhafels team as a professional sales associate...  .... During your first 4 pay periods of training, you'll receive an additional $15/hour bonus...  ...& support: We offer paid training and provide all the tools you need to succeed. You'll... 
    Training courses
    Full time
    Part time
    Flexible hours
    Night shift

    Steinhafels

    Crystal Lake, IL
    6 days ago
  •  ...Roofing and Exterior Residential Sales Consultant Change Your Career. Change Your Life...  ...your income and your future - with the training, coaching, and tools to back you every step...  ...Paid Sales Training Appointments company-provided and confirmed Only 15% of sales must be... 
    Training courses
    Monday to Friday
    Flexible hours
    Afternoon shift

    M&M

    Lake Zurich, IL
    2 days ago
  • $2,500 - $4,500 per month

    Product Specialist / Sales Professional job at McGrath Honda Elgin. Elgin, IL. We are looking for full-time Product Specialists...  ...support your career development. No experience necessary — we will provide training! Entry Level Product Specialist (no experience needed,... 
    Training courses
    Full time

    Itlearn360

    Elgin, IL
    6 days ago
  •  ...management). Scale: Leverage professional training and a proven system to grow your own book of business. The Opportunity: We provide a turnkey independent-contractor business...  ...Top Performers: Exceed $1M in annual sales. What You Bring: Sales Acumen:... 
    Training courses
    For contractors
    Local area
    Immediate start

    Best Version Media

    Schaumburg, IL
    5 days ago
  • A leading sales and marketing firm seeks Event Specialists in Lake Zurich, IL. This part-time position involves suggestive selling...  ...on weekends, making it perfect for supplemental income. Training is provided, and candidates must have reliable transportation. Join a dedicated... 
    Training courses
    Extra income
    Part time
    Shift work
    Weekend work

    CROSSMARK

    Lake Zurich, IL
    2 days ago
  •  ...Rustman Agency is expanding and actively seeking driven Outside Sales Representatives to help protect families with personalized life insurance...  ...Flexible schedule with remote autonomy Ongoing professional training and mentorship Defined career path toward leadership... 
    Training courses
    Local area
    Remote work
    Flexible hours

    Rustman Agency

    Hanover Park, IL
    8 days ago
  •  ...Outside Sales Representative FCX Performance/a company under Applied Industrial Technologies is the premier distributor of highly engineered...  ...operations, or management Professional development and training. Great work/life balance. Requirements: Outside industrial... 
    Training courses
    Immediate start

    Applied Industrial Technologies

    Schaumburg, IL
    3 days ago
  • $100k - $250k

     ...Position: Business Development Representative (Sales) High-Earning Sales Opportunity - Training Provided Responsibilities • Generate leads in the field • Canvass and Identify homes with roofing damage • Inspect roofs (training provided) • Present roofing... 
    Training courses
    Traineeship

    Fresh Page Home Improvement

    Crystal Lake, IL
    3 days ago
  •  ...Commercial Sales Representative The Commercial Sales Representative is responsible for growing...  ..., and vacation pay Continuous training to provide you the opportunity to develop your...  ...and contact management software. Outside Sales Experience preferred Fleet/... 
    Training courses
    Work at office

    Creative Bus Sales

    Elgin, IL
    3 days ago
  •  ...Business Development Representative/Internet Sales AM Palatine - Palatine, IL 60074 Salary Range $15.00 - $999.99 Base+Commission...  ...showroom visits /appointments. Using the tools provided to you such as scripts and training to provide customer satisfaction. Lead... 
    Training courses
    Work at office
    Night shift
    Weekend work

    Andy Mohr Automotive Group

    Palatine, IL
    3 days ago
  • $35 - $55 per hour

     ...role? We've got you covered. We offer a comprehensive Manager-in-Training program. Licensed stylists who are not yet ready for a Salon Manager role can apply to our Manager-in-Training program, which provides hands-on leadership development in scheduling, inventory,... 
    Training courses
    Hourly pay
    Daily paid
    Full time
    Part time
    Flexible hours
    Afternoon shift

    Sportsclips

    Carpentersville, IL
    2 days ago
  • $80k - $130k

     ...to meet you. No industry experience is required. We provide comprehensive training, mentorship, and ongoing professional development to help...  ...to potential customers Develop and manage a consistent sales pipeline Follow proven sales systems and training programs... 
    Training courses
    Local area
    Flexible hours

    Limitless Financial

    Schaumburg, IL
    22 days ago
  • $75k - $120k

     ...Job Title: Outside Sales Representative – B2B Energy Sales Target Earnings: $75K - $120K+ Benefits + 401K + PTO + Paid Holidays...  ...transportation No prior sales experience required. Training provided. What We Offer ~ Competitive Base + Uncapped Commission... 
    Training courses
    Bi-weekly pay
    Base plus commission
    Full time
    Immediate start

    Sales Focus Inc.

    Schaumburg, IL
    28 days ago
  • $80k

     ...Heavy Equipment Prime Sales Representative Come work for the largest equipment dealer in North...  ...come join our award-winning team! We provide our employees with the following tools and resources to be successful: ~ Training ~ Tuition assistance ~ Employee stock... 
    Training courses
    Immediate start

    Alta Equipment Group

    South Elgin, IL
    4 days ago
  •  ...Cookie Cutters Haircuts for Kids provides families with an amazing haircut experience. Our caring environment puts both the child and...  ...career goals, whatever they might be. We will provide you with a training plan, help with the required training, and provide support as a... 
    Training courses
    Part time
    Flexible hours
    Night shift
    Weekend work
    Early shift
    Weekday work

    Cookie Cutters

    Algonquin, IL
    4 days ago
  • $50 per hour

     ...Aesthetic Registered Nurse – $50/hr + $5/hr Weekend Differential Weekend availability required. No overnights. Comprehensive training provided. The location in Algonquin will open in August, with an expected start date in July. About LaserAway LaserAway is the nation’s... 
    Training courses
    Hourly pay
    Full time
    Immediate start
    Weekend work
    Afternoon shift

    LaserAway

    Algonquin, IL
    2 days ago
  •  ...with the industry leader. Deliver results that inspire. Empower confidence. Unlock your potential. No Overnights | Comprehensive Training Provided Opening a brand new location opening in Algonquin in August; expected start date will be in July. About LaserAway LaserAway is... 
    Training courses
    Full time
    Weekend work
    Afternoon shift

    LaserAway

    Algonquin, IL
    4 days ago
  •  ...commissions. If you bring consistent craft, genuine warmth, and understand that success comes from serving guests well, we'll provide the training, tools, and culture where your artistry and income grow together. For those who see styling as a calling. Bring Your... 
    Training courses
    Hourly pay
    Full time
    Part time
    Flexible hours
    Shift work

    Great Clips

    Algonquin, IL
    2 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
    Relocation
    Relocation package
    Flexible hours
    Weekday work

    Milton Hershey School

    Elgin, IL
    15 days ago
  •  ...every shift operates smoothly. If that weren’t cool enough, you’ll also help team members through performance and training initiatives. Your ability to provide exceptional customer service will keep our customers coming back for more. One of the best things about working... 
    Training courses
    Casual work
    Shift work

    Arby's

    East Dundee, 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

    Sleepy Hollow, IL
    more than 2 months ago
  • $50k - $60k

     ...experience? With our award-winning training, you'll get everythingyou...  ...to advance into leadership, sales, or management. ~...  ...device, and the latest technology provided. We are driven by a...  ...pest issues both inside and outside homes or businesses, full training... 
    Training courses

    Orkin

    Elgin, IL
    1 day ago
  •  ...Monitor cleaning supplies stock and place orders when necessary. Qualifications: - No previous experience required; training will be provided. - Ability to stand for long periods and handle physical requirements of the job including lifting heavy items. - Attention... 
    Training courses

    Burger King

    Algonquin, IL
    5 days ago
  •  ...Social Security number, and possess excellent patient care and customer service skills. The position offers a competitive hourly rate and comprehensive benefits for full-time staff, and training will be provided over a 10-week course. #J-18808-Ljbffr ILLINOIS NURSING ACADEMY
    Training courses
    Hourly pay
    Full time

    ILLINOIS NURSING ACADEMY

    Elgin, IL
    2 days ago
  • Technipaq, Inc. in Cary, IL is seeking Lamination Machine Helpers to ensure the highest level of quality laminated products. The role requires 2+ years of mechanical experience, the ability to lift heavy materials, and a strong focus on safety and quality standards. Helpers...
    Training courses
    Shift work

    Technipaq

    Cary, IL
    3 days ago
  • $10 per week

     ...and a 25% discount when dining as a guest Opportunities – we train and provide career opportunities so you can advance and grow Who We Are...  ...to multi-task The physical demands described above are representative of those that must be met by employees to successfully perform... 
    Training courses
    Weekly pay
    Temporary work
    Flexible hours
    Shift work

    Red Lobster Management LLC

    Dundee, IL
    2 days ago
  • $10 - $28 per hour

     ...School Bus Driver CDL Training Provided Looking for a job that fits your life and makes a difference? Now's the time. Summit School Services...  ...Services our goal is to be a diverse workforce that is representative of the communities we serve. All employment decisions are based... 
    Training courses
    Hourly pay
    Weekly pay
    Daily paid
    Part time
    Seasonal work
    Local area
    Immediate start
    Flexible hours
    Shift work
    Weekend work
    Day shift

    National Express LLC

    Carpentersville, IL
    a month ago
  • $55 - $60 per hour

     ...part of our dental care team. In this full-time role, you will provide professional dental hygiene services, educate patients on oral...  ...software (Open Dental) to manage patient records and scheduling (training provided if needed) Salary Range full-time $55 - $60 per... 
    Training courses
    Hourly pay
    Full time
    Monday to Friday
    Shift work

    Brar Dentistry - Sleepy Hollow

    Dundee, IL
    3 days ago
  •  ...compromise. Bring Your Skills and Your Local Great Clips Salon Will Provide*: A steady flow of customers - no current clientele...  ...to sharpen your skills, with award-winning technical training and ongoing education Potential career advancement opportunities... 
    Training courses
    Hourly pay
    Part time
    Local area
    Flexible hours

    Great Clips

    Carpentersville, IL
    5 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!