About Careertakes

👉 Important disclosure: Careertakes is a third-party recruiting platform supporting this hiring process. If selected, you will be employed directly by our client, Supplemental Insurance Agency (Insurance Services).

Applicants for this role may also receive access to additional matched opportunities through the Careertakes platform.

---

Position Overview

Confidential Client is hiring an Entry-Level Sales Representative to work an assigned local territory in New Port Richey, FL. This outside sales role focuses on selling supplemental insurance plans to small and mid-sized business owners and their employees. No prior insurance experience is required — training, field coaching, and licensing support are provided.

---

What You’ll Do

You will represent Confidential Client in person and by phone/email, building relationships with business owners and employees to recommend supplemental insurance products that meet their needs.

• Visit local businesses and introduce supplemental insurance offerings
• Present to groups of employees (often 10–50+ attendees) and meet with business owners
• Schedule appointments, follow up, and support clients through onboarding and claims
• Answer client questions professionally via phone and email
• Track activities, contacts, and pipeline using Salesforce CRM
• Work closely with your manager to set and meet weekly and quarterly goals
• Build a book of business and develop long-term client relationships
• Share weekly schedules and progress with your manager

---

What We’re Looking For

• A people-person who enjoys conversation and building trusted relationships
• Self-motivated, disciplined, and eager to learn
• Strong verbal communication skills — one-on-one and in front of groups
• Good organizational habits and attention to follow-up
• A genuine desire to help others and have a positive impact
• Willingness to obtain a Health & Life general lines license within 90 days (support and cost assistance provided)

---

We Offer

• Thorough training: online learning plus in-field coaching and mentoring
• Weekly draw pay to provide steady income while you build your book of business
• Commissions and bonuses from day one, plus lifetime-vested renewal commissions
• Exciting incentives including quarterly trips, cash bonuses, and stock awards
• Clear career advancement paths into leadership, training, or higher-level sales roles
• Flexible hours to design your workday around clients and business needs
• Ongoing professional development and manager support

---

Additional Qualifications

• High school diploma required; bachelor’s degree or customer service experience is a plus
• Comfortable using basic digital tools: email, calendar, CRM systems
• Existing Health & Life license is helpful but not required if you are willing to obtain it
• Reliable transportation and ability to visit clients in your territory

---

Start Your Career with Purpose

If you want a flexible, meaningful sales career where you can build long-term relationships and grow professionally, Confidential Client wants to meet you. Training and licensing support are provided to help you succeed.

---

Equal Opportunity & Hiring Transparency

Careertakes and our client are Equal Opportunity Employers committed to building a diverse and inclusive workforce. We prohibit discrimination or harassment of any kind. To support a fair and efficient hiring process, AI tools may be used to assist with application review or resume screening. These tools do not replace human decision-making. Final hiring decisions are made by people.

If you have questions about how your data is used, please contact us directly.