Sales Representative Entry-Level

True North Group; Issaquah (WA); On-site; USD 35,000 - 60,000; Full time

Benefits offered by this job

Thorough Training

Weekly Draw Pay

Bonuses

Career Growth

Renewal Commissions

Flexible Hours

Job summary

True North Group in Issaquah, WA is seeking an Entry-Level Sales Representative for an outside role. You will build a local client base, meet business owners, and present supplemental insurance options with the backing of a proven system and supportive team.

You can design a flexible schedule, respond to inquiries by phone and email, and use Salesforce to track progress. Training provided; licensing help available, with potential for bonuses and renewal commissions.

Qualifications

• People-person who enjoys conversation and building relationships
• Motivated, self-driven, and eager to learn
• Great communicator—one-on-one and in groups
• Strong organizational habits and follow-up
• Genuine desire to help others and make a positive impact
• Willingness to obtain Health & Life license within 90 days (training support)

Responsibilities

• Visit local businesses and introduce supplemental insurance offerings
• Meet with business owners and present to groups of employees
• Respond to client questions via phone and email
• Set appointments, follow-ups, and support clients through claims
• Use Salesforce CRM to track activities, contacts, and progress
• Build your client base and develop long-term relationships

Skills

People skills

Self-motivation

Communication

Organization

Customer focus

Licensing readiness

Education

High school diploma

Bachelor's degree a plus

Tools

CRM systems

Email/calendar tools

Salesforce CRM

Job description

Join Our Team at True North Group

Position: Sales Representative, Entry-Level

Number of Openings: 1 Territory Sales Position Available

About Us

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.

The Role

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.

What We're Looking For

• 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)

Position Overview

• This is an outside sales role, where you'll work locally in your own territory. You'll be trained to:
• 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

We Offer

• 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

Additional Qualifications

• 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

Start Your Career with Purpose

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.

https://www.thetruenorthgroupllc.com