Demo

Entry Level Sales Representative - $1000 - $2000/Week

SalesDraft Recruiting
Sarasota, FL Full Time
POSTED ON 8/1/2026
AVAILABLE BEFORE 11/29/2026

Entry Level Sales Representative

Full-Time | Field Sales | Paid Training | Performance-Based Earnings | Career Growth

Are you ready to hit the ground running and build a rewarding career in sales? Combined Insurance Company of America, a Chubb company with more than 100 years of experience, is seeking energetic and driven individuals to join our team as Entry Level Sales Representatives.

Combined Insurance has built a strong reputation by helping individuals, families, and businesses prepare for life's unexpected events through supplemental accident, health, disability, and life insurance solutions. Our mission is to provide customers with valuable financial protection while helping our sales professionals build rewarding, long-term careers through training, mentorship, and professional development.

This is your chance to be at the forefront of customer engagement, representing our supplemental insurance products directly to prospective clients. You'll be empowered to manage the entire sales process—from introducing our solutions to helping customers enroll in coverage that fits their needs. If you thrive on personal interaction, enjoy helping others, and are motivated by performance-based earnings, this role is for you.

Role Overview

As a Full Cycle Sales Representative, you will be the primary point of contact for prospective customers, responsible for the complete sales journey. You'll identify customer needs, educate individuals and families about supplemental insurance products, recommend appropriate coverage, and guide clients through the enrollment process—all through direct, face-to-face interactions.

This role demands a proactive approach, exceptional communication skills, and the resilience to excel in a dynamic field sales environment while delivering outstanding customer service.

Day-to-Day Responsibilities

  • Engage directly with potential customers in their homes, delivering compelling presentations and clearly explaining the value of Combined Insurance's supplemental insurance solutions.
  • Educate individuals and families on products such as Accident, Critical Illness, Disability, Hospital, and Life Insurance designed to help provide additional financial protection.
  • Quickly build rapport and trust with individuals from diverse backgrounds while demonstrating empathy and understanding of their unique needs.
  • Conduct needs-based conversations to identify appropriate coverage options.
  • Effectively handle objections and navigate challenging conversations with confidence and professionalism.
  • Qualify prospects by asking insightful questions and actively listening to customer responses.
  • Guide customers through the enrollment process and complete the entire sales cycle.
  • Maintain a high level of self-discipline and motivation to consistently achieve daily activity and sales goals.
  • Manage your schedule and territory efficiently to maximize customer interactions.
  • Stay informed about product offerings, industry trends, and compliance requirements to provide knowledgeable guidance.

Compensation

This role offers significant earning potential, with top performers consistently earning between $53,500 and $100,000 annually. Your success is directly tied to your performance, providing a clear path to substantial income growth.

Qualifications

  • Exceptional Face-to-Face Communication: Ability to deliver clear, persuasive presentations, build instant rapport, and confidently answer customer questions.
  • Resilience and Positive Attitude: Ability to remain motivated and professional while overcoming challenges and maintaining a positive outlook.
  • Relationship Building: Strong interpersonal skills with the ability to understand customer needs and establish trust.
  • Self-Motivation and Discipline: Ability to work independently, manage your time effectively, and consistently achieve performance goals.
  • Customer-Focused Mindset: Passion for helping individuals and families prepare for unexpected life events through supplemental insurance protection.
  • Comfort with Field Activity: Comfortable meeting customers in person and traveling throughout an assigned territory.

About Combined Insurance Company of America

Combined Insurance Company of America, a Chubb company, has been helping customers protect what matters most for more than a century. We specialize in supplemental insurance products that help provide financial support when unexpected accidents or illnesses occur. Our commitment to integrity, customer service, and professional development has made us one of the most recognized names in the supplemental insurance industry.

When you join Combined Insurance, you'll become part of a team dedicated to making a positive impact in the communities we serve while building a rewarding career with a trusted industry leader.

This is an onsite field sales position.

Salary : $53,500 - $100,000

If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets

What is the career path for a Entry Level Sales Representative - $1000 - $2000/Week?

Sign up to receive alerts about other jobs on the Entry Level Sales Representative - $1000 - $2000/Week career path by checking the boxes next to the positions that interest you.
Income Estimation: 
$63,382 - $90,792
Income Estimation: 
$80,083 - $123,269
Income Estimation: 
$122,633 - $166,569
Income Estimation: 
$66,430 - $110,036
Income Estimation: 
$129,120 - $252,029
Employees: Get a Salary Increase
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Job openings at SalesDraft Recruiting

  • SalesDraft Recruiting Orlando, FL
  • Ready to launch a dynamic sales career where your drive directly impacts your success? Dependable Life Solutions is seeking energetic and motivated individ... more
  • 2 Days Ago

  • SalesDraft Recruiting Washington, DC
  • Full Cycle Sales Representative | Remote | High Earning PotentialBuild a Rewarding Career Helping Families Protect Their Future Are you a motivated sales p... more
  • 3 Days Ago

  • SalesDraft Recruiting Memphis, TN
  • Sales Representative Dependable Life Solutions | Full-Time | Field-Based Build a Rewarding Career in Sales Dependable Life Solutions is looking for motivat... more
  • 3 Days Ago

  • SalesDraft Recruiting Charlotte, NC
  • Are you a driven sales professional ready to own the entire customer journey? Dependable Life Solutions is looking for a motivated individual to join our t... more
  • 3 Days Ago


Not the job you're looking for? Here are some other Entry Level Sales Representative - $1000 - $2000/Week jobs in the Sarasota, FL area that may be a better fit.

  • Alleviation Enterprise LLC Sarasota, FL
  • We are seeking a motivated and self-disciplined individual eager to enter the competitive yet highly rewarding field of supplemental insurance sales. We pr... more
  • 15 Days Ago

  • SalesDraft Talent Agency Sarasota, FL
  • Entry Level Sales Representative Full-Time | Field Sales | Paid Training | Performance-Based Compensation | Career Growth Are you ready to hit the ground r... more
  • 18 Days Ago

AI Assistant is available now!

Feel free to start your new journey!