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Lead Sales Representative

Alpine Legacy Group

Brooksville, FL • $96,000 to $108,000 / yr • 9/6/2026

Job Description

Job Description

At Alpine Legacy Group, we don’t wait for momentumwe create it. This is a team for people who take ownership, compete at a high level, and hold themselves to a standard that drives results. Experience is appreciated, but it’s not what sets you apart here. What matters is your characteryour resilience, your drive, and your ability to elevate the people around you. We support families and small to medium-sized businesses with supplemental health insurance, providing real protection when it matters most. Now, we’re looking for leaders ready to step in, train others, and strengthen a team that’s built to win.

We’re scaling fast and looking for trainers who want more than a titlethey want impact. This role is built for someone who thrives on developing people, sharpening performance, and building a winning culture. Advancement here isn’t tied to timeit’s tied to results. You’ll have the autonomy to lead, coach, and shape the future of our organization, supported by proven systems and a high-accountability environment.

What You’ll Do
  • Train and mentor new agents, giving them the skills, confidence, and direction they need to perform.

  • Work with families, business owners, and employees while demonstratingand teachingthe value of supplemental health insurance.

  • Lead from the front by mastering proven systems and passing them on with clarity and conviction.

  • Set aggressive goals for yourself and your team, raise expectations, and drive consistent, high-level performance.

What You Need to Bring
  • A strong work ethic and the desire to lead from the frontnot the sidelines.

  • Confident communication and the ability to guide others with purpose and impact.

  • A coachable, team-first mindsetyou model the same discipline and growth you expect from others.

  • Prior experience is appreciated but not requiredour training equips you to lead effectively.

What You’ll Earn
  • Weekly pay + uncapped commissions tied to both your production and your team’s success.

  • Performance bonuses, vested renewals, and share-based incentives.

  • Company-paid incentive trips reserved for top-performing leaders.

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

  • A clear, merit-based path to higher leadership roles for those who consistently develop winning teams.

Why Alpine Legacy Group

We’re a competitive, high-performing team that believes in raising the barnot meeting the minimum. We train hard, support each other, and celebrate big wins. Many of our strongest leaders started with little more than grit and ambition. They grew because they were willing to show up, learn aggressively, and lead with consistency.

If you’re ready to coach, challenge, and develop people at a high level, this is your opportunity to create a careerand a legacythat makes an impact.

www.alpinelbg.com