Sicuro Health
Join Our Team

Build a career in health insurance.

Sicuro Health is a fast-growing independent agency licensed in all 50 states. We're hiring at every level — from first-call pre-qualifiers to experienced team leads.

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Sicuro Health team working remotely
Why Work Here

13+ Carrier Access

More plans to sell means more options to find the right fit — and more commissions.

Fully Remote

Work from anywhere in the US. All you need is a phone, internet, and drive.

Clear Growth Path

Pre-Qualifier → Licensed Agent → Senior Advisor → Team Lead. Every step is mapped.

Strong Commissions

Competitive comp structure built for agents who show up and perform.

Open Positions

All roles · All experience levels.

Pre-Qualifier

Entry Level · No License RequiredFull-time·Remote
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The starting point for a career in health insurance. Pre-Qualifiers contact leads, verify interest, confirm basic eligibility details, and book qualified appointments for licensed agents. No prior insurance experience needed — we train you from day one.

What We're Looking For

  • Strong phone communication skills
  • Reliable internet connection and quiet workspace
  • Self-motivated — you manage your own schedule
  • Comfortable with CRM tools (training provided)
  • No insurance license required to start

What You Get

  • Paid training from day one
  • Clear path to licensed agent role
  • Performance bonuses
  • Fully remote

Licensed Health Insurance Agent

Active License RequiredFull-time·Remote
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Work directly with clients to compare plans from our 13+ carrier network and guide them to the right coverage. You own your book of business with full agency support behind you.

What We're Looking For

  • Active health insurance license in at least one state
  • 1+ year of sales or insurance experience preferred
  • Excellent communication and consultative sales approach
  • Ability to work independently and hit monthly targets

What You Get

  • High commission structure
  • 13+ carrier access — more options = more closes
  • Leads provided for top performers
  • Fully remote
  • Ongoing product and carrier training

Senior Insurance Advisor

3+ Years ExperienceFull-time·Remote
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For experienced agents ready to step into a higher-volume, higher-commission role. Senior Advisors handle complex cases, mentor newer agents, and serve as the agency's top closers.

What We're Looking For

  • Active multi-state health insurance license
  • 3+ years of health insurance sales experience
  • Proven track record of monthly enrollment targets
  • Strong knowledge of ACA, bridge, and supplemental plan types
  • Leadership mindset — willing to mentor junior agents

What You Get

  • Top-tier commission + performance bonuses
  • Priority access to warm leads
  • Career path to Team Lead
  • Fully remote with flexible hours

Enrollment Specialist

Detail-Oriented RoleFull-time·Remote / Boca Raton, FL
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The backbone of the client experience. Enrollment Specialists process applications, verify documentation, coordinate with carriers, and ensure every client is enrolled cleanly and on time.

What We're Looking For

  • Strong organizational and data-entry accuracy
  • Experience with insurance portals or healthcare admin preferred
  • Comfortable managing multiple cases simultaneously
  • Excellent written communication for carrier correspondence
  • Health insurance license a plus but not required

What You Get

  • Competitive base salary
  • Clear performance metrics
  • Remote-friendly with optional Boca Raton office access
  • Full benefits package

Medicare Sales Agent

AHIP Certified · Medicare ExperienceFull-time·Remote
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Specialize in guiding Medicare-eligible clients through Part A, Part B, Medicare Advantage, and Medicare Supplement options. This is a high-demand, relationship-driven role with a growing senior client base and strong recurring commissions.

What We're Looking For

  • Active health insurance license with Medicare certification (AHIP or equivalent)
  • Experience selling Medicare Advantage and/or Medicare Supplement plans
  • Strong consultative approach — clients range from newly eligible to plan switchers
  • Comfortable navigating CMS compliance guidelines
  • Ability to manage seasonal volume (AEP/OEP) alongside year-round SEP business

What You Get

  • Recurring commissions — get paid every year clients stay enrolled
  • Access to top Medicare carriers across all 50 states
  • Warm leads during AEP/OEP seasons
  • Fully remote with flexible scheduling
  • Dedicated Medicare compliance support

Office Manager / Operations Lead

Operations & AdminFull-time·Boca Raton, FL (Hybrid)
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Keep the agency running at full speed. The Office Manager owns day-to-day operations — from agent onboarding and scheduling to carrier correspondence, compliance tracking, and internal reporting. The right person makes everything easier for everyone else.

What We're Looking For

  • 3+ years of office management, operations, or administrative leadership experience
  • Strong organizational skills with the ability to manage multiple priorities
  • Experience in insurance, healthcare, or financial services preferred
  • Proficient with CRM systems, Google Workspace, and project tracking tools
  • Excellent written and verbal communication skills

What You Get

  • Competitive base salary + performance bonus
  • Full benefits package
  • Hybrid schedule — Boca Raton office + remote days
  • Direct impact on agency growth and culture
  • Room to grow into a Director of Operations role

Team Lead / Sales Manager

Leadership RoleFull-time·Remote / Boca Raton, FL
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Lead a team of agents and pre-qualifiers, own office-level enrollment targets, and drive culture and accountability. This role is for proven producers ready to grow beyond their own book.

What We're Looking For

  • Active health insurance license required
  • 3–5 years of insurance sales experience
  • Prior team leadership or management experience
  • Deep understanding of health plan types and carrier relationships
  • Strong coaching and performance management skills

What You Get

  • Base + override commissions on team production
  • Recruiting bonus for agents you bring in
  • Equity in agency growth metrics
  • Hybrid remote / in-office flexibility
Apply Now

Ready to join us?

Fill out the form and a member of our recruiting team will reach out within 1–2 business days. No resume required to start.

1

Submit your application (2 minutes)

2

Recruiting call to learn more about you

3

Interview with the hiring manager

4

Offer and onboarding

Questions? (888) 317-0195

Step 1 of 3

Tell us about yourself.