Empower People. Build a Career. Leave a Legacy.
At Alpine Legacy Group, we help families protect what matters most — and we help our team members grow into the best version of themselves. As we expand into new markets, we’re looking for driven, community-minded individuals who want to take charge of their income, enjoy flexibility, and make a lasting impact.
As an Outside Sales Representative, you’ll start with hands-on training that combines online learning, field mentorship, and real-world experience in your local area. You’ll partner with a field trainer who will walk you through everything from sales basics to client relationships. No prior sales experience is required — we provide all the training you’ll need, as long as you bring the right attitude and strong work ethic.
You’ll manage your own local territory, meet with business owners and their employees, and introduce them to our supplemental insurance programs that protect against life’s unexpected events.
Build relationships with local businesses through in-person visits, networking, and referrals.
Conduct group and individual meetings to identify client needs.
Use our CRM to manage leads, track progress, and grow your book of business.
Stay in close contact with your team through regular calls and meetings.
Set and achieve personal sales goals while maintaining an organized schedule.
A people person with strong communication and interpersonal skills.
Positive, coachable, and goal-oriented.
Self-motivated with great time-management skills.
Competitive or leadership background a plus (athletics, coaching, or team environments).
Background check, valid driver’s license, and reliable transportation.
Active Health & Life Insurance License — or willingness to obtain (we’ll cover study materials and state fees).
Bachelor’s degree or equivalent work experience (athletic or sales backgrounds considered).
Weekly draw + uncapped commissions.
Monthly cash bonuses, quarterly stock shares, and vested renewal income.
Paid incentive trips to top destinations.
Health, dental, and vision benefits after 60 days.
Promotions based on results — not tenure.
Flexible schedule and continuous professional development.
Join us and start building your legacy with Alpine Legacy Group.
Outside Sales Representative • Bend, OR, US
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