Outside Sales Representative, Supplemental Insurance
Overview
You will own B2B sales in your assigned Seattle territory, selling supplemental insurance to small and medium businesses, building your book of business from cold calls and follow-ups. You will work independently with support from a high-energy team, presenting to groups of 50-100 and managing your own schedule. This role fast-tracks top performers into leadership, with 5+ years of double-digit growth and a path to Market Director. You will earn $75,000-$100,000 yearly through draw pay, commissions, and bonuses, plus stock options and paid trips. What sets this role apart is the hands-on training from top 1% performers and a clear leadership trajectory from day one.
What You'll Do7
- 1Build your book of business by cold calling and following up with clients in your territory, balancing new outreach with existing relationships.
- 2Present Health & Life supplemental insurance products to business owners and groups of 50-100, tailoring pitches to their financial needs.
- 3Set your own weekly schedule and track activities to hit monthly and quarterly sales goals, reporting metrics daily.
- 4Execute product demonstrations that convert leads into policyholders, using CRM tools to manage pipeline and follow-ups.
- 5Attend sales meetings and training sessions, applying feedback from mentors to sharpen your pitch and objection handling.
- 6Pursue leadership fast-track by meeting performance metrics, leading team huddles, and mentoring new reps as you grow.
- 7Manage your territory efficiently, scheduling appointments with decision-makers and maintaining a consistent presence.
Requirements8
- 1Health & Life insurance license (or willingness to obtain; fees covered)
- 2Bachelor's degree or 4+ years of professional work experience
- 31+ year of outside sales experience preferred, or relevant specialized sales
- 4Proven track record of meeting sales goals and surviving rejection
- 5Strong relationship-building skills with business owners and executives
- 6Self-motivated with disciplined time management and reporting habits
- 7Ability to present to groups of 50+ people confidently
- 8Comfort with cold calling and prospecting, using Microsoft Office and CRM tools
Salary Insight
$75 - $100k per year
Location
Required Skills
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