Demo

Licensed Medicare Agent

InsureItAll
Tampa, FL Full Time | Contractor
POSTED ON 7/22/2026
AVAILABLE BEFORE 11/19/2026

InsureItAll | Tampa, FL

Pay: $60,000 - $120,000 per year

Job Description

InsureItAll is looking for motivated, competitive, and coachable Licensed Medicare Sales Agents to join our growing team in Tampa, Florida.

This is a full-time, in-office position where you'll work alongside experienced professionals, receive paid training, and build a career with long-term earning potential—not just another sales job.

Whether you're an experienced Medicare agent or someone newer to the industry who's hungry to learn, we're looking for people who show up every day ready to improve, work hard, and succeed.

Location: Tampa, FL

Candidates must be able to reliably commute to our Tampa office.

Compensation

  • $100 per Medicare application submitted
  • Paid bi-weekly
  • Additional $50 per application once the policy effectuates
  • Earn $1.50 per member per month beginning after the policy has remained active for 6 months (if you have 200 clients on the books, that's an extra $300/month on top of your other pay)

Paid Training

Receive a $750 training bonus upon successful completion of training requirements

Chargeback Policy

Chargebacks apply only during the first 90 days

After 90 days, you are no longer responsible for chargebacks if the policy cancels

Why Join InsureItAll?

We believe agents should be rewarded for their hard work—not constantly worried about losing commissions months later.

Our compensation structure is designed to:

Reward production immediately, Provide additional bonuses for quality business, Build recurring renewal income, Limit chargeback exposure, and give agents a long-term path to financial success

If you're looking for a company that values its agents and wants to help you build a lasting career, you've found it.

Responsibilities

  • Assist Medicare beneficiaries in selecting the right plan for their needs
  • Educate clients on Medicare Advantage, Medicare Supplement, and Prescription Drug Plans
  • Maintain compliance with all CMS and carrier regulations
  • Accurately complete and submit applications
  • Follow up with prospective clients as needed
  • Maintain a professional and positive attitude in a team environment

Qualifications

  • Active Life & Health Insurance License
  • Medicare sales experience preferred but not required
  • Strong communication and interpersonal skills
  • Comfortable speaking with clients over the phone
  • Coachable with a positive attitude
  • Self-motivated and goal-oriented
  • Ability to work in a fast-paced office environment
  • Must be able to commute to our Tampa, FL office

What We're Looking For

We're building a team of professionals—not just salespeople.

  • The ideal candidate is:
  • Competitive but team-oriented
  • Reliable and accountable
  • Hungry to earn more every month
  • Comfortable taking coaching and improving
  • Someone who shows up ready to work every day

If you bring the effort, we'll provide the training, support, and opportunity.

Benefits

  • $750 Paid Training
  • Bi-weekly commission payouts
  • Additional effectuation bonuses
  • Monthly renewal income
  • Limited 90-day chargeback period
  • Ongoing coaching and development
  • Professional office environment
  • Growth opportunities within the company

Active Life & Health Insurance License (Required)

Schedule:

  • Monday–Friday
  • Full-Time
  • Day Shift
  • Work Location
  • In Person
  • Tampa, Florida

Apply Today!

If you're looking for a Medicare sales opportunity with strong upfront commissions, recurring renewal income, paid training, and one of the most agent-friendly chargeback policies in the industry, we'd love to meet you.

Apply today and start building a career with InsureItAll.

Pay: $60,000.00 - $120,000.00 per year

License/Certification:

  • Life & Health Insurance License (Required)

Work Location: In person

Salary : $60,000 - $120,000

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