Entry Level Sales Representative
Listed on 2026-06-03
-
Sales
Sales Representative, Sales Development Rep/SDR
Join Our Team at True North Group
Position Title:
Entry-Level Sales Representative
Open Role: 1 Territory, Outside Sales Opportunity
About UsTrue 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.
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.
- 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.
- 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.
- 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:
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.
Join True North Group, where you'll receive unwavering support, top-tier training, and the chance to build a career you can be proud of. If you're ready to roll up your sleeves, learn the ropes, and make a tangible difference in your community, this is your opportunity.
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