Sales Representative & Field Trainer -- Educators Welcome
$85,000–$105,000 per year
Apply (opens in a new tab)Sales Representative & Field Trainer -- Educators Welcome
Posted yesterday
SENIORITY
Senior
SALARY
$85,000–$105,000 per year
About the role
- Lead face-to-face meetings with business owners and leadership teams to introduce supplemental insurance programs
- Educate employees with clear, consultative presentations
- Guide clients in making informed benefit decisions with a service-first approach
- Mentor and coach new representatives, providing field training and professional guidance
- Maintain client records, schedule appointments, and plan your territory strategically
- Participate in weekly development meetings, training sessions, and leadership discussions
- Training & Support
- Structured onboarding designed for educators and coaches transitioning into sales and leadership
- Health & Life licensing assistance and reimbursement
- Hands-on mentorship and leadership coaching
- Ongoing professional development focused on communication, compliance, and client service
- Collaborative team culture built on encouragement, growth, and shared success
- Compensation & GrowthTarget earnings: $85,000–$105,000 annually (draw pay, commissions, and bonuses)
- Weekly draw available while building your book of business
- Performance-based incentives and advancement opportunities
- Remote/Hybrid flexibility with local in-person client meetings
- Clear pathways into senior sales, training, or leadership roles
- Have experience as a teacher, coach, or educational leader with mentoring or leadership experience
- Communicate confidently and build trust with diverse audiences
- Enjoy guiding others through complex decisions and supporting team growth
- Are seeking a professional role that balances independence, leadership, and purpose
- Are organized, self-directed, and comfortable managing relationships
- Are willing to obtain a Health & Life Insurance license (support provided)
Before you apply
Applying takes about a minute. These four things decide how fast it moves after that.
Your profile is current
It's what we read first. Occupations, seniority and locations matter more than a long history.
Two examples you can talk through
Not a portfolio — just two pieces of work where you can explain the decisions and what you'd change.
A number in mind
What you're on now and what would make you move. We negotiate better when we know both.
Your notice period
Employers plan around it, and it's the question that stalls offers most often.
Once you apply, someone reads it and calls you before anything reaches the employer — usually within two working days.
