Sales Representative Entry-Level

Position Overview

Join our team at True North Group as an Entry-Level Sales Representative. At True North Group, we believe great careers are built on real relationships. We are a people-first supplemental insurance agency focused on helping small and mid-sized businesses protect what matters most – their families and employees. This outside sales role lets you work locally in your own territory with the freedom to create your own schedule while building trust and long-lasting relationships with business owners and their employees.

Key Responsibilities

• Visit local businesses and introduce our supplemental insurance offerings
• Meet with business owners and present to groups of employees
• Respond to client questions via phone and email
• Set appointments, conduct follow-ups, and support clients through claims
• Utilize Salesforce CRM to track activities, contacts, and progress
• Collaborate with your manager to set and achieve sales goals
• Build your own client base and foster long-term relationships
• Share your weekly schedule and results with your manager

Required Qualifications

• A people-person who enjoys conversation and building relationships
• Motivated, self-driven, and eager to learn
• Excellent communicator, both one-on-one and in group settings
• Strong organizational skills with keen attention to follow-up
• Willingness to obtain a Health & Life general lines license within 90 days (with company support for costs and study materials)
• High school diploma required; a bachelor's degree or customer service experience is a plus
• Comfortable using basic digital tools such as email, calendar, and CRM systems
• Either already licensed in Health & Life or ready to get licensed within 90 days

Benefits & Perks

• Thorough Training: Receive online and in-the-field coaching to quickly get up to speed
• Weekly Draw Pay: Enjoy steady income while building your business, with bonuses and commissions available from day one
• Exciting Incentives: Benefit from quarterly trips, cash bonuses, stock share awards, and lifetime-vested renewal commissions
• Career Advancement: Access clear pathways to leadership, training, or higher-level sales roles based on performance
• Continued Development: Receive ongoing support to enhance your skills and confidence
• Flexible Hours: Design your workday around your clients' availability