Sales Trainer

WiseChoice Senior Advisor; United States; Remote; USD 50,000 - 80,000; Full time

Job summary

An innovative startup is seeking a dynamic Sales Trainer to lead the development of a high-performing training program for Medicare and Final Expense agents. This fully remote role offers the chance to create engaging onboarding experiences and support agents in their professional growth. Join a forward-thinking team that values collaboration and ambition, where your contributions will directly impact the success of agents and the organization. With competitive compensation and opportunities for advancement, this is an exciting opportunity to make a real difference in the insurance industry.

Benefits

Competitive Compensation

Performance Bonus

Career Advancement Opportunities

Dynamic Work Environment

Qualifications

• 3+ years of experience training Medicare and/or Final Expense agents.
• Strong understanding of Medicare Advantage and life insurance products.

Responsibilities

• Design and deliver onboarding programs for sales agents.
• Facilitate training sessions on sales techniques and industry updates.

Skills

Sales Training

Medicare Knowledge

Communication Skills

Coaching and Mentoring

CRM Systems

Education

Life & Health Insurance License

AHIP Certification

Tools

LMS Platforms

Virtual Training Tools

Job description

Top Talent. Right Plan. Healthier You

Are you an entrepreneur at heart? Do you thrive on building your own success, taking ownership of your work, and making a real impact? At WiseChoice, we're looking for visionary self-starters to join our remote-first team—where you're in control of your growth, your income, and your future.

At WiseChoice, our mission is to expertly guide consumers through their health insurance and related options when, where, and how they prefer. We're creating a better way – one that's transparent and trustworthy for both our consumers externally and our employees internally.

We're seeking an experienced and energetic Sales Trainer to lead product education and sales skill development for new and tenured agents. This role is critical to our growth strategy and will play a hands-on role in building a scalable, high-performing sales training program from the ground up.

This position is fully remote

Quick Facts About WiseChoice Senior Solutions

• Founded: April 2024
• Mission: Redefining Medicare by putting people first (Talent & Senior), one WiseChoice at a time.
• Vision: Earn More. Work Less. No Micromanagement.
• Traction: One of the fastest-growing insure-tech start-up teams.
• Key investors: Innovative Financial Group (IFG), FYM Financial, Humana
• Team size: 45+ agents & full-time equivalents (April 2025) and targeting 300+ by end of 2026
• Location: 100% remote (US required, preferably Midwest/Eastern Time Zone)

What you'll do:

• Design and deliver engaging onboarding programs for Medicare and Final Expense sales agents (licensed and pre-licensed)
• Develop training content for products, sales scripts, objection handling, compliance, and CRM/enrollment tools
• Facilitate live virtual and/or in-person training sessions on sales techniques, industry updates, and carrier guidelines
• Support agents through licensing preparation, AHIP training, and carrier certifications
• Partner with Sales Leadership to assess training effectiveness and track agent performance metrics
• Create and maintain a centralized knowledge base and learning library
• Provide one-on-one coaching and skill refreshers to underperforming or new agents
• Stay current on CMS guidelines, state insurance regulations, and carrier updates
• Collaborate cross-functionally with Marketing, Compliance, and Tech teams to ensure alignment across the agent experience

Who are you:

• 3+ years of experience training licensed Medicare and/or Final Expense agents
• Strong understanding of Medicare Advantage, Medicare Supplement, and life insurance products
• Proven ability to teach complex topics in a clear, engaging, and compliant manner
• Experience with remote learning tools, LMS platforms, and CRM/enrollment systems
• Passion for coaching, mentoring, and developing others
• Excellent communication and facilitation skills
• Life & Health Insurance License required
• AHIP certification preferred

Why WiseChoice?

• Join an organization that values boldness, ambition, collaboration, and a customer-centric approach
• Work in a dynamic, entrepreneurial environment with a strong team spirit
• Career advancement opportunities in a high-growth startup
• Enjoy competitive compensation + performance bonus

About Us:

WiseChoice was founded in 2024, and we're more than just a company—we're a team dedicated to simplifying Medicare for seniors nationwide. Built by Agents for Agents. With a focus on integrity, innovation, and exceptional service, we empower our agents to succeed while making a real impact. Join us and be part of a supportive culture that puts you first. Ready to Get Started? If you're driven to succeed and passionate about helping others, we want to hear from you!