Sales Representative Entry-Level

Join Our Team at True North Group

Position:
Sales Representative, Entry-Level

Number of Openings: 1 Territory Sales Position Available

At True North Group, we believe great careers are built on real relationships. We're a people-first supplemental insurance agency focused on helping small and mid-sized businesses protect what matters most: their families and employees. Whether you're just starting your professional journey or looking for a fresh start, this entry-level sales opportunity is the perfect launchpad. We'll give you the training, tools, and support to succeed- no prior insurance experience needed.

As an Entry-Level Sales Representative, you'll get to know local businesses in your territory, learn about their employee benefit needs, and offer supplemental insurance plans that make a difference. You'll have the freedom to create your own schedule and work in a way that fits your clients' availability - while being backed by a proven system and a supportive team.

Your job isn't just about making sales - it's about making connections. You'll build trust, provide guidance, and become a valuable resource to the business owners and employees you serve.

• A people-person who enjoys conversation and building relationships
• Someone who's motivated, self-driven, and ready to learn
• Great communicator - both one-on-one and in front of a group
• Strong organizational habits and attention to follow-up
• A genuine desire to help others and make a positive impact
• Willingness to obtain a Health & Life general lines license within 90 days (we'll help cover the cost later and provide study support)

• Visit businesses and introduce our supplemental insurance offerings
• Meet with business owners and present to groups of employees (often 10-50+ at a time)
• Respond to client questions via phone and email
• Set appointments, conduct follow-ups, and support clients through claims
• Use our Salesforce CRM to track your activities, contacts, and progress
• Work closely with your manager to set and meet sales goals
• Build your own client base and develop long-term relationships
• Share your weekly schedule and results with your manager

• Thorough Training:
  Get up to speed with both online and in-the-field coaching
• Weekly Draw Pay:
  Steady income as you build your book of business, with bonuses and commissions available from day one
• Exciting
  
  Incentives:
  
  Quarterly trips, cash bonuses, stock share awards, and lifetime-vested renewal commissions
• Career Advancement:
  Clear pathways to grow into leadership, training, or higher-level sales roles based on your performance
• Continued Development:
  Ongoing support to help you grow your skills and your confidence
• Flexible
  
  Hours:
  
  You'll have the freedom to design your workday around your business clients' availability

• High school diploma required; a bachelor's degree or customer service experience is a plus
• Strong work ethic and willingness to learn new skills
• Comfortable using basic digital tools (email, calendar, CRM systems)
• Already licensed in Health & Life, or ready to get licensed within 90 days

If you're ready to start a career that's flexible, meaningful, and full of opportunity, we'd love to meet you. At True North Group, we'll help you build something you can be proud of- one client and one conversation at a time.