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

Frontline Recruiting; Orlando (FL); On-site; USD 54,000 - 100,000; Full time

Benefits offered by this job

1099 commission-based compensation

Flexible schedule (30–45 hrs/week)

Training and mentorship

Career advancement opportunities

Job summary

Combined Insurance Company of America, a Chubb company, is seeking energetic individuals for entry level field sales roles. You will present supplemental insurance options directly to prospective clients in their homes and guide them through enrollment.

The role emphasizes relationship-building, needs-based conversations, and a proactive, self-motivated approach with performance-based pay and training.

Qualifications

• Licensing to be obtained; willing to pursue 2-15 Health & Annuities license.
• Experience in direct sales or field sales is a plus but not required.

Responsibilities

• Present supplemental insurance products to clients in person.
• Educate prospects on coverage options and enrollment steps.
• Identify customer needs and tailor solutions accordingly.
• Manage the full sales cycle from presentation to enrollment.
• Build rapport and navigate objections with professionalism.
• Stay informed on product offerings and regulatory requirements.

Skills

Strong work ethic

Excellent communication

Interpersonal skills

Self-motivated

Face-to-face communication

Time management

Territory travel

Desire to grow in insurance sales

Job description

Entry Level Sales Representative

Full-Time | Field Sales | Paid Training | Performance-Based Compensation | 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 compensation, 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 is a 1099 independent contractor opportunity with performance-based commission compensation. Top performers consistently earn between $53,500 and $100,000 annually, with earnings based on individual performance.

Team members typically work 30–45 hours per week, offering flexibility while building a rewarding career in insurance sales.

What We Offer

• 1099 commission-based compensation
• Flexible schedule while working approximately 30–45 hours per week
• Training, mentorship, and career development
• Performance-based advancement opportunities
• Ongoing coaching from experienced professionals

Qualifications

• Strong work ethic and self-motivation
• Excellent communication and interpersonal skills
• Positive, coachable attitude
• Desire to grow in insurance sales or sales leadership
• Exceptional face-to-face communication skills with the ability to build rapport and confidently answer customer questions
• Resilience and a positive attitude while overcoming challenges
• Strong relationship-building and interpersonal skills
• Ability to work independently and manage time effectively
• Customer-focused mindset with a passion for helping individuals and families prepare for unexpected life events
• Comfortable meeting customers in person and traveling throughout an assigned territory

Licensing

A 2-15 Health & Annuities License is required for this position.

Candidates who are not currently licensed must be willing to obtain the required license. Combined Insurance covers the $150 licensing course cost as part of the licensing process.

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.