Top 55 Medicare agent Jobs in Oldsmar, Fl

Medicare Retention Agent
Agent Boost Marketing —Tampa, FL
- $45,760 - $80,000 a year
- Overtime
- Background check
- Mid-level
- Organizational skills
- Health insurance
- Dental insurance
Quick Apply
3d
Licensed Health Insurance Agent (Remote) with a focus on Medicare Advantage, ACA and Final Expense
Dominion Outsourcing —Florida
- $18 - $21 an hour
- Remote
- Mid-level
- US work authorization
- Health insurance
- Dental insurance
Quick Apply
2d
Medicare Prescription Drug Consultant - Licensed L&H - Contract
Gallagher —Tampa, FL
- $25 an hour
- 8 hour shift
- Remote
- Customer service
- Mid-level
- High school diploma or GED
- Paid parental leave
- Health savings account
Medicare Sales Agent - Independent Contractor (1099) Opportunity
MyPlanAdvocate —Tampa, FL
- $65,000 - $85,000 a year
- Contract
- Remote
- Mid-level
Medicare Sales Agent - Independent Contractor (1099) Opportunity
MyPlanAdvocate —Florida
- $65,000 - $85,000 a year
- Contract
- Remote
- Mid-level
Remote Independent Medicare Sales Agent (1099)
MyPlanAdvocate —Florida
- $65,000 - $85,000 a year
- Contract
- Remote
- Mid-level
11d
Hybrid Licensed Insurance Agent
Amerilife Group, LLC —Oldsmar, FL
- $61,000 - $74,000 a year
- Full-time
- Background check
- In-person
- Communication skills
- Paid training
- Disability insurance
Licensed Medicare Agent
InsureItAll —Tampa, FL
- $60,000 - $120,000 a year
- Full-time
- Office
- In-person
- Communication skills
- Paid training
Quick Apply
Medicare Sales Agent
Amerilife Group, LLC —Tampa, FL
- Full-time
- Background check
- Entry level
- Disability insurance
- Health insurance
12d
Medicare Team Leader
Pitch Health Solutions —Tampa, FL
- $50,000 - $55,000 a year
- Full-time
- Remote
- Management
- Mid-level
- Leadership
- Opportunities for advancement
Quick Apply
Medicare Sales Field Agent - Hillsborough/East Pasco County
Humana —Tampa, FL
- $80,000 - $125,000 a year
- Weekends as needed
- Microsoft Excel
- Local
- Public speaking
- Paid holidays
- Health insurance
11d
Medicare Sales Field Agent - South Pinellas County
Humana —Saint Petersburg, FL
- $80,000 - $125,000 a year
- Weekends as needed
- Microsoft Excel
- Local
- Public speaking
- Paid holidays
- Health insurance
Full Time Call Center Representative - work hybrid
TRANZACT —Dunedin, FL
- $18 - $20 an hour
- Full-time
- Hybrid work
- Spanish
- In-person
- Entry level
- Paid training
- Paid holidays
Quick Apply
14d
Licensed Medicare Insurance Agent (Remote)
HEALTHPLANONE, LLC —Clearwater, FL
- Weekends as needed
- 18 years or older
- Mid-level
- High school diploma or GED
- Health insurance
Quick Apply
Medicare Sales Field Agent - Southern Hillsborough County
Humana —Brandon, FL
- $80,000 - $125,000 a year
- Weekends as needed
- Microsoft Excel
- Local
- Public speaking
- Paid holidays
- Health insurance
Private Insurance - Licensed Telephonic Sales Agent - In office near Tampa/WFH Out of State
Harmony Advisors Agency LLC —Temple Terrace, FL
- $70,964.44 - $94,731.37 a year
- Part-time
- Bilingual
- HIPAA
- Mid-level
- Paid time off
Quick Apply
Licensed Health Insurance Agent
Capital Staffing Solutions —Florida
- $21 an hour
- Weekends as needed
- Remote
- Background check
- Spanish
- English
- Health insurance
- Dental insurance
Quick Apply
3d
Licensed Health Insurance Sales Agent - WORK FROM HOME
TRANZACT —Tampa, FL
- From $18 an hour
- Full-time
- Remote
- Spanish
- English
- Communication skills
- Paid training
- Paid holidays
Quick Apply
Medicare Sales Supervisor
HEALTHPLANONE, LLC —Tampa, FL
- Weekends as needed
- Writing skills
- Mid-level
- High school diploma or GED
- Health insurance
Quick Apply
Internal Sales Associate - Remote (Field)
Solis Health Plans —Tampa, FL
- $40,000 - $45,000 a year
- Full-time
- Remote
- Spanish
- OSHA
- Computer literacy
- Health insurance
Quick Apply

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Medicare Retention Agent

Agent Boost Marketing -
Tampa, FL

Quick Apply

Job Details

Full-time
$45,760 - $80,000 a year
3 days ago

Benefits

Health insurance
Dental insurance
401(k)
Paid time off
Vision insurance
401(k) matching
Flexible schedule

Qualifications

Objection handling (sales technique)
Record keeping
Customer communication
Insurance products customer support
Medicare
Health insurance
Large insurance company experience
Organizational skills
Insurance sales
Life & Health Insurance License
Health Insurance License

Full Job Description

Company Overview
Agent Boost Marketing is a leading national insurance marketing organization licensed across all 50 states. We partner with numerous insurers and support thousands of agents and agencies in selling health, Medicare, and life insurance products. Our organization is committed to leveraging innovative technology, comprehensive training, and exceptional support to empower our team members and serve beneficiaries effectively.

Position Summary

The Medicare Sales Retention Representative is responsible for protecting and growing the company's existing Medicare book of business. This role focuses on policy effectuation and persistency by proactively engaging current clients, answering their questions, resolving concerns, and ensuring they remain confidently enrolled in the right plan. The Retention Representative will conduct regular check-in calls, save plans at risk of cancellation, reassess and change plans when a client's needs have shifted, and cross-sell ancillary products including dental, accident, and hospital indemnity plans to deepen client relationships and increase policy retention.

Key Responsibilities

Make consistent outbound calls to current Medicare clients to support policy effectuation and ensure successful enrollment completion.
Monitor and improve persistency by identifying at-risk policies and proactively reaching out before lapses or cancellations occur.
Answer incoming questions from existing clients regarding benefits, claims, billing, plan details, and general account needs.
Conduct scheduled follow-up and check-in calls with clients to maintain strong relationships and confirm satisfaction with their current plan.
Identify clients whose needs have changed and recommend or process plan changes during applicable election periods.
Execute save strategies for clients considering cancellation, addressing objections and reinforcing plan value.
Cross-sell and upsell ancillary insurance products, including dental, accident, and final expense plans, based on client needs.
Document all client interactions, outcomes, and plan changes accurately in the CRM system.
Meet or exceed assigned outbound dialing metrics, sales KPIs, and retention/persistency requirements.
Stay current on Medicare regulations, plan changes, and compliance requirements (CMS guidelines).
Collaborate with sales, service, and compliance teams to resolve escalated client issues.

Qualifications

Active health and life insurance license required (or ability to obtain prior to start).
Prior experience in Medicare sales, retention, or customer service strongly preferred.
Proven ability to meet outbound call volume, sales, and retention KPIs in a metrics-driven environment.
Strong communication, active listening, and objection-handling skills.
Comfortable with high-volume outbound dialing and a fast-paced call center environment.
Excellent organizational skills and attention to detail for documentation and compliance.
Proficiency with CRM systems and basic computer applications.

Compensation

22$ per hour (overtime when needed)
Commission structure based on retention and new business

Why Join Us

This role offers the opportunity to make a meaningful impact on clients' lives by helping them stay confidently covered, while building a rewarding career with growth potential, competitive base pay plus commission, and ongoing training and support.

Pay: $45,760.00 - $80,000.00 per year

Benefits:

401(k)
401(k) matching
Dental insurance
Flexible schedule
Health insurance
Paid time off
Vision insurance

Experience:

Medicare Sales: 1 year (Preferred)

License/Certification:

Health Insurance License (Required)

Ability to Commute:

Tampa, FL 33618 (Required)

Work Location: In person

Quick Apply

Refine Your Search

medicare agent jobs in oldsmar, fl

Medicare Retention Agent

Licensed Health Insurance Agent (Remote) with a focus on Medicare Advantage, ACA and Final Expense

Medicare Prescription Drug Consultant - Licensed L&H - Contract

Medicare Sales Agent - Independent Contractor (1099) Opportunity

Medicare Sales Agent - Independent Contractor (1099) Opportunity

Remote Independent Medicare Sales Agent (1099)

Hybrid Licensed Insurance Agent

Licensed Medicare Agent

Medicare Sales Agent

Medicare Team Leader

Medicare Sales Field Agent - Hillsborough/East Pasco County

Medicare Sales Field Agent - South Pinellas County

Full Time Call Center Representative - work hybrid

Licensed Medicare Insurance Agent (Remote)

Medicare Sales Field Agent - Southern Hillsborough County

Private Insurance - Licensed Telephonic Sales Agent - In office near Tampa/WFH Out of State

Licensed Health Insurance Agent

Licensed Health Insurance Sales Agent - WORK FROM HOME

Medicare Sales Supervisor

Internal Sales Associate - Remote (Field)

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