Entry Level Sales Representative

True North Group; Happy Valley (OR); On-site; USD 39,000 - 52,000; Full time

Benefits offered by this job

Hands-on training

Weekly draw pay

Incentives and bonuses

Career progression paths

Continuous development and coaching

Flexible hours in field work

Job summary

True North Group is hiring an Entry-Level Sales Representative to represent us in the local territory and build a growing book of business. You will set appointments, visit businesses, and present insurance solutions tailored to each client’s needs, becoming a trusted advisor.

The role emphasizes learning, performance, and career growth in a dynamic environment. We offer hands-on training, draw pay, incentives, and opportunities to advance into leadership.

Qualifications

• Company will train candidates from the ground up.
• License in Health & Life general lines required within 90 days with tuition support.
• Experience with Salesforce or similar CRM is a plus.

Responsibilities

• Visit storefronts and offices to meet decision-makers in the local territory.
• Deliver presentations to employee groups (15–75 people) about insurance options.
• Provide ongoing support through questions, claims guidance, and service.
• Log interactions and manage pipeline using Salesforce CRM.
• Prospect new leads via cold calls and referrals to grow the book of business.
• Share weekly activity reports with the manager.

Skills

Willing to learn

People skills

Organized & self-driven

Service-oriented

License-ready

Salesforce familiarity

Tech-savvy

4+ years customer-facing experience

Education

Bachelor’s degree preferred

Tools

Salesforce

Job description

Join Our Team at True North Group

Position Title: Entry-Level Sales Representative

Open Role: 1 Territory, Outside Sales Opportunity

About Us:

True North Group isn't just another insurance agency; We prioritize genuine relationships, outstanding service, and a positive work environment on a mission to protect small and mid-sized businesses and their employees. If you're eager to jumpstart a career where you can learn, grow, and make a difference, read on.

The Role:

As our newest Entry-Level Sales Representative, you'll be the face of True North in your assigned territory. You'll set your own appointments and craft a schedule that fits the rhythms of the local business community. Every day you'll:

• Engage with Business Owners: Visit storefronts, offices, and industrial parks to connect with decision-makers. Your goal is to understand their needs and introduce them to insurance solutions that protect their teams.
• Deliver Informative Presentations: Lead open-forum sessions for employee groups (anywhere from 15 to 75 people), explaining benefit packages in an easy-to-understand way.
• Provide Ongoing Support: From answering questions about coverage details to guiding clients through a claim, you'll become a trusted advisor who businesses rely on.
• Leverage Technology: Use Salesforce CRM to log client interactions, track follow-ups, and manage your pipeline—keeping everything organized and efficient.
• Prospect and Grow: Cold-call new prospects, follow up on leads, and ask satisfied customers for referrals. You'll be proactive, resourceful, and ready to explore every avenue to expand your book of business.
• Report and Collaborate: Share your weekly activity reports—calls made, meetings held, policies quoted—with your manager during team huddles. Your insights help us all improve.

What we look for:

• Hungry to Learn: You might be new to sales, and that's perfectly fine. We'll train you from the ground up, so any drive to learn quickly will serve you well.
• People Person: You genuinely enjoy talking to others, asking questions, and listening carefully. Whether chatting one-on-one or speaking in front of a group, you communicate clearly and confidently.
• Organized & Self-Driven: Managing your own schedule in the field means you need strong organizational skills and a "get-it-done" mindset.
• Service-Oriented: You take pride in making others feel cared for. When a client has a concern or question, you're the one they trust to find answers.
• License-Ready: You either hold a Health & Life general lines license or are willing to get it within 90 days. Licensing reimbursement available.

What We Offer You

• Hands-On Training: We combine virtual classrooms with in-field shadowing to teach you everything—from product knowledge to presentation best practices.
• Weekly Draw Pay: A guaranteed base while you build your territory, plus immediate eligibility for bonuses and commissions.
• Exciting Incentives: Quarterly incentive retreats, annual trips, cash bonuses, stock awards, and lifelong renewal commissions once you qualify.
• Climb the Ladder: Proven career paths await—whether you aspire to become a team leader, a field coach, or advance into agency management.
• Continuous Development: Regular coaching sessions, sales workshops, and leadership training help you stay sharp and elevate your game.
• Flexible Hours: As your client list grows, you'll have more control over your day. Work when local businesses are open and still enjoy evenings or weekends off.

Additional Qualifications

• Education or Experience: A bachelor's degree is a plus, but if you've spent at least four years in a customer-facing environment (retail, hospitality, another sales role), we want to hear from you. Recent graduates are encouraged to apply.
• Tech Comfort: You're comfortable learning new software—Salesforce and other digital tools come naturally to you.
• Motivation & Grit: You're coachable and thrive in a self-directed environment. Building a territory from scratch isn't easy, but the rewards are well worth it.

Licensing Commitment

Licensing Commitment: If you're not already licensed in Health & Life general lines, you commit to obtaining that license within three months. We take care of tuition and exam fees.