Outside Sales Representative

Rise Financial Group; Medford (OR); Hybrid; USD 75,000 - 100,000; Full time

Benefits offered by this job

Bonuses & incentives

Training & development

Flexibility

Leadership opportunities

Job summary

Rise Financial Group is seeking an Outside Sales Representative to join our team in Medford, OR. You will build a personal book of business, present to groups of 50–100+ people, and drive monthly and quarterly sales goals in a fast-paced, leadership‑driven environment.

You’ll receive in-field and virtual training, mentorship, and a clear path to leadership, with weekly draw pay, commissions, and bonuses that support a six-figure annually potential.

Qualifications

• Licensed in Health & Life general lines or willing to obtain the license (we'll help cover licensing fees)
• Bachelor's degree or 4+ years of professional sales experience
• Strong communication and relationship-building skills

Responsibilities

• Work in assigned territory, meeting face-to-face with business owners and employees to offer supplemental insurance products
• Build and maintain your own book of business, balancing cold calling with follow-up appointments
• Lead engaging product presentations, one-on-one and in groups of 50–100+ people
• Set your own schedule, track activities, and achieve monthly and quarterly sales goals
• Receive leads, attend sales meetings, and report daily metrics
• Grow professionally with ongoing training in advanced sales and leadership

Skills

Relationship building

Self-motivated

Goal-oriented

Communication skills

Education

Bachelor's degree

4+ years sales experience

Job description

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 that provide financial security and peace of mind.

• Independence with Support: Set your own schedule and work independently, while still being part of a supportive, high-energy team.

• Unlimited Earning Potential: With weekly draw pay plus bonuses and commissions, you'll have the chance to earn $75,000 to $100,000 per year, with additional incentives such as quarterly and annual bonuses, stock options, and all-expenses-paid trips.

• Career Growth: We offer a fast-track path to leadership roles like Market Director, with ongoing training and development to support your success.

• Training & Mentorship: Receive hands‑on, in-field training with top performers, plus virtual and classroom sessions. You'll be guided by one‑on‑one mentoring and receive self‑study courses to enhance your skills.

What We're Looking For:

• Driven and Self-Motivated: We want someone who is results‑driven, disciplined, and excited to take ownership of their success.

• Relationship Builder: You're someone who enjoys connecting with others, building relationships with clients, and making a lasting impact on their lives.

• Competitive & Resilient: You are comfortable facing challenges, overcoming objections, and seeing rejection as a stepping stone to success.

• Goal-Oriented: You're accustomed to setting clear goals and taking the necessary steps to achieve them.

• Passionate: You genuinely care about helping others, whether you're helping businesses provide benefits to their employees or guiding individuals toward securing their financial future.

Key Responsibilities:

• Work in your assigned territory, meeting face‑to‑face with business owners, decision‑makers, and employees to offer supplemental insurance products.

• Build and maintain your own book of business, balancing cold calling with follow‑up appointments with current clients.

• Lead engaging product presentations, both one‑on‑one and in groups of 50-100+ people.

• Set your own schedule, track your activities, and achieve monthly and quarterly sales goals.

• Receive and follow up on leads, attend sales meetings, and report your daily metrics.

• Grow professionally with continuous training in advanced sales and leadership.

What We Offer:

• Bonuses & Incentives: Weekly draw pay with commissions, quarterly and annual bonuses, stock share bonuses, plus all-expenses‑paid incentive trips.

• Training & Development: Virtual and hands‑on training, one‑on‑one mentoring, and career development through weekly calls, bi‑annual retreats, and self‑study courses from top 1% performers.

• Flexibility: Set your own hours and achieve your goals at your own pace, with increased schedule flexibility once you've built your book of business.

• Leadership Opportunities: Fast‑track growth into leadership roles based on performance metrics and ongoing development.

Qualifications:

• Already licensed in Health & Life general lines (or willing to obtain the license—we'll help cover licensing fees!).

• Bachelor's degree or at least 4 years of professional (post‑high school) work experience. Relevant or specialized outside sales experience will be considered.

Job Details:

• Compensation: $75,000 - $100,000 per year with draw pay, commissions, and bonuses

• Schedule: Monday to Friday, weekends as needed

• Location: In‑person, business‑to‑business sales

To learn more about us, visit https://rise-financial-group.com/homepage. We look forward to seeing how you can contribute to our success!