Field representative Jobs in Gresham, OR

Join the Alpine Legacy Group Team

Empower People. Grow Professionally. Build a Legacy.

At Alpine Legacy Group, we’re passionate about helping our clients protect what matters most — and equally committed to helping our team members reach their full potential. As we continue expanding into new markets, we’re looking for motivated individuals who want to take control of their income, enjoy a healthy work-life balance, and grow both personally and professionally.

Our ideal candidate is someone who shares our core values of Empowerment, Momentum, and Impact — someone who takes pride in their work, loves helping others, and thrives in a positive, goal-driven environment.

Position Overview

As a new Sales Professional with Alpine Legacy Group, you’ll begin with our comprehensive training program — a blend of online learning, field mentorship, and hands-on experience in your local territory. You’ll work side-by-side with a dedicated field trainer who will guide you through everything from foundational sales strategies to advanced client relationship skills.

No prior sales experience? That’s okay — we’ll train the right person who brings the right attitude and drive to succeed.

You’ll be responsible for managing your own local territory, meeting with small to mid-sized business owners to introduce them to our supplemental insurance programs. You’ll host group presentations, meet with employees one-on-one, and become a trusted advisor within your community.

Core Responsibilities

• Develop relationships with local businesses and professionals through in-person visits, networking, and referrals.
  

• Use our custom Salesforce CRM to manage leads, track activity, and build your client portfolio.
  

• Schedule and conduct meetings with new and existing clients to understand their insurance needs.
  

• Maintain consistent communication with your team and sales manager through scheduled calls and meetings.
  

• Follow up on referral leads, reservice existing accounts, and continually grow your book of business.
  

• Set and achieve personal sales goals with the guidance of your manager.
  

• Maintain an organized weekly schedule and submit activity reports at the end of each workday.
  

Qualifications & Desired Skills

• Strong interpersonal and communication skills — you genuinely enjoy connecting with people.
  

• A positive attitude, clear personal goals, and a drive to exceed expectations.
  

• Resilient, coachable, and resourceful — able to think quickly and adapt in any situation.
  

• Self-motivated with excellent time management skills and a passion for personal growth.
  

• Background in competitive sports, coaching, or leadership roles is a strong plus — many of our top performers share this experience!
  

Additional Requirements

• Must pass a standard pre-employment background check.
  

• Valid driver’s license and reliable transportation.
  

• Active Health & Life Insurance Producer license (or willingness to obtain — we provide study materials and reimburse state licensing fees).
  

• Bachelor’s degree or at least 4 years of post-high-school work experience.
  

  • Candidates nearing degree completion or with athletic/sales experience will also be considered.
    

Compensation & Benefits

• Comprehensive classroom and field training program designed for long-term success.
  

• Weekly draw + uncapped commissions, plus monthly cash bonuses, quarterly stock share bonuses, vested renewal commissions, and paid incentive trips.
  

• Health, dental, and vision benefits available after 60 days.
  

• Performance-based promotions — your results determine your growth.
  

• Flexible scheduling based on results, not hours clocked.
  

• Ongoing professional development, advanced sales workshops, and leadership training.
  

• A supportive, high-energy culture built on camaraderie, friendly competition, and shared success.
  

Apply now to join the Alpine Legacy Group team and start building your legacy today.

www.alpinelbg.com