Woodburn, OR • (37.4 miles) • Full Time • $80,000 to $130,000 / yr • 10/30/2026

Position: - Sales Representative and Field Trainer About Us: We are looking for current or former athletes with a competitive mindset. Summit Insurance is on the lookout for driven individuals to join our dynamic sales team as Trainers. This isn't just about selling our top-notch supplemental insurance products; it's about mastering our sales process and stepping into a role where you'll both grow your own business and mentor others in the field. At Summit, we believe in rewarding your "leave it all on the field" mentality. Your hard work and dedication will be directly reflected in your paycheck, making every sale feel like a win. Forget the typical office grindour days are spent out in the field, meeting clients, building relationships, and always feeling the camaraderie of a supportive

Corvallis, OR • (38.7 miles) • Full Time • $90,000 to $110,000 / yr • 11/3/2026

Join Our Team at True North Group! Position Title: Field Sales Agent and Trainer Number of Openings: 1 Territory Leadership Position Available At True North Group, we believe leadership isn't about a title.It's about action, integrity, and raising others up. We're expanding fast, and we're looking for leaders who want to make an impact, not just earn a paycheck. As a Field Sales Agent and Trainer, you'll do more than just sell. You'll coach, mentor, and scale success. You'll be on the front lines helping new representatives hit goals, build confidence, and deliver critical protection to families and workers in your community. This is an ideal role for someone with sales experience who's ready to move into mentorship and team development. What You'll Be Doing Your mission is twofold. Drive

Albany, OR • (40.1 miles) • Full Time • $70,000 to $90,000 / yr • 10/30/2026

Outside Sales Representative Devine Business Group is looking for high-performing, ambitious individuals to join our team as Outside Sales Representatives. This role is built for the person who approaches work like athletes: driven, focused, competitive, and always looking for the next win. If you want to take full control of your career, thrive in a performance-based environment, and earn what you're truly worth, this is your arena. Why This Role is a Game-Changer Business-to-Business Sales: This is a direct sales role where you go face-to-face with business owners, managers, and employees in your territory, offering supplemental insurance products that deliver real value and peace of mind. Autonomy with Impact: Own your schedule, territory, and results as an independent contractor while

Albany, OR • (40.1 miles) • Full Time • $65,000 to $85,000 / yr • 10/24/2026

B2B Insurance Sales Representative Company: Canyon Creek Financial Secure a Purpose-Driven Career with Long-Term Support – At Canyon Creek Financial If you value meaningful work and the chance to grow with a company you can trust, you'll feel right at home here. At Canyon Creek Financial, we don't just build strong client relationshipswe build strong teams rooted in integrity, preparation, and mutual respect. This entry-level B2B Insurance Sales Representative role is designed for someone who wants to make a real difference, with the training, systems, and mentorship needed to succeed confidently. You'll help business owners and their employees access important financial protectionwhile building a career with structure, long-term potential, and purpose. Why This Role Structured Start, Stro

McMinnville, OR • (23 miles) • Full Time • $75,000 to $100,000 / yr • 11/10/2026

Field Sales Professional About Us: At RISE Financial , we are a team of driven, relentless individuals committed to becoming the best versions of ourselves, both personally and professionally. We are a rapidly growing leader in the supplemental insurance industry, focused on providing solutions that help organizations secure the financial future of their employees. Our core values of persistence , integrity , service , and continuous growth guide everything we do. Success comes from challenging the current condition, pushing boundaries, and striving to reach new levels of greatness. If you are someone who thrives on overcoming challenges, is ready to break through limitations, and is committed to achieving new heights in your career, RISE Financial is the place for you. Join us in making a

Corvallis, OR • (38.7 miles) • Full Time • $65,000 to $110,000 / yr • 11/2/2026

Position: Direct Insurance Sales Representative Number of Openings: 1 Territory Sales Position Available About Us: At Summit Business Group, we're not just another insurance agency. We're a powerhouse, committed to delivering top-notch supplemental benefits plans to small and medium-sized businesses. We thrive on strength, resilience, and the drive to succeed. If you're a natural leader who thrives on challenges and wants to be part of a winning team, we want you as our Direct InsuranceSales Representative. The Role: As a Direct Insurance Sales Representative, you will be in control, managing your schedule and driving your success. You'll connect with business owners and key decision-makers, showcasing your ability to understand their needs and offer superior insurance solutions that stand

Newport, OR • (37.5 miles) • Full Time • $75,000 to $100,000 / yr • 11/2/2026

Outside Sales Representative – Join Our Team and Build Your Future! We are looking for motivated, high-achieving individuals to join our growing team as Sales Representatives. Whether you're someone who thrives in a dynamic, fast-paced environment or you're looking for a career where you can make a real impact, this is the opportunity for you! With 7 consecutive years of double-digit growth, we are fast-tracking individuals into leadership roles. If you're passionate about helping others, building meaningful relationships, and earning a rewarding income, we want you on our team! Why This Role Rocks: Business-to-Business Sales : Work directly with small and medium-sized business owners, managers, and employees in your designated territory, offering top-tier supplemental insurance products t