Now Hiring · Three Open Roles

The next five years of your career may be determined by what you do in the next five minutes.

Most people don't wake up one day and decide to build a career in health insurance. They reach a point where they realize they're capable of more — more income, more growth, more control over their future.

We are actively hiring now and expect to fill these positions quickly.

A Sicuro Health licensed agent at work

This isn't just another job

It's meaningful work — and it can be financially rewarding too.

We're building a team of professionals who help individuals and families make some of the most important healthcare decisions of their lives. With access to more than 20 insurance carriers and clients nationwide, our team has the tools needed to serve clients properly while creating exceptional career opportunities.

What success can look like

Your income, tied to your performance.

$60,000+

Many consistent agents exceed this income level annually.

$100,000+

Top producers frequently build six-figure careers.

Recurring Income

Medicare specialists can earn renewal commissions year after year.

Today we're hiring for three positions

Licensed Health Insurance Agent · Medicare Sales Agent · Customer Service Representative

Apply Today
The Sicuro Health team collaborating

Why people stay

The best companies focus on retention.

Retention over recruiting

People stay at Sicuro because they see a future here — with the tools, support, and opportunity to keep growing.

More carriers. More wins.

Access to 20+ carriers lets agents find the right plan for each client instead of forcing everyone into the same solution.

Performance creates opportunity

Advancement comes from performance — not politics, tenure, or favoritism.

Training beyond day one

We invest heavily in onboarding, coaching, product education, compliance training, and professional development.

Is this opportunity right for you?

This is for people who…

  • Want a professional career, not just another job
  • Enjoy helping people solve problems
  • Are coachable and eager to learn
  • Want your income tied to your performance
  • Communicate well with others
  • Take pride in your work

This is not for people who…

  • Want success without accountability
  • Dislike speaking with people
  • Give up easily when challenges arise
  • Are looking for a temporary stop between jobs

Open positions

Find your role at Sicuro.

Licensed Health Insurance Agent

Full-time Boca Raton, FL On-site

Qualifications

  • Active health insurance license
  • 1+ year of sales or insurance experience preferred
  • Strong communication skills
  • Self-motivated and dependable

Opportunity

  • Uncapped commission structure
  • Access to 20+ carriers
  • Ongoing training
  • Career advancement opportunities

About this role

As a Licensed Health Insurance Agent, you'll help individuals and families navigate their healthcare options across multiple carriers. You'll conduct needs assessments, present tailored solutions, and build lasting client relationships. This role offers true uncapped earning potential — your income grows with your effort and expertise.

Apply for this role

Medicare Sales Agent

Full-time Boca Raton, FL On-site

Qualifications

  • Active health insurance license
  • AHIP certification or ability to obtain
  • Medicare experience preferred
  • Experience selling Medicare Advantage and/or Medicare Supplement plans
  • Strong consultative sales and relationship-building skills

Opportunity

  • Renewal income potential
  • Access to leading carriers
  • Compliance support
  • Long-term growth opportunity

About this role

Specialize in Medicare Advantage, Medicare Supplement, and Prescription Drug plans. You'll guide seniors through one of the most important decisions they make each year. With renewal commissions, the relationships you build today continue to reward you year after year.

Apply for this role

Customer Service Representative

Full-time Boca Raton, FL On-site

Qualifications

  • 1+ year of customer service or call center experience preferred
  • Strong communication skills
  • Positive attitude
  • Attention to detail

Opportunity

  • Competitive compensation
  • Benefits package
  • Structured training
  • Potential pathway toward licensing

About this role

Be the first point of contact for prospective and existing clients. You'll handle inquiries, schedule appointments, assist with documentation, and ensure every caller feels valued. Many of our top agents started right here — this role is a proven pathway to a licensed sales career.

Apply for this role
Apply Today

Or call (888) 331-0086 to speak directly with our recruiting team.

Our hiring process

Most qualified applicants are contacted within one business day.

1

Apply

Submit your details in just a few minutes.

2

Initial Conversation

A quick call to learn about you and your goals.

3

Meet the Hiring Manager

A deeper conversation about the role and fit.

4

Start Your Career

Onboarding, training, and your first wins.

What our team says

Real reviews from the people who work here.

4.5 / 5 from 22 reviews on Indeed
"Working at Sicuro Health has been an amazing experience. The team is supportive, the work environment is positive, and management truly values its employees. Every day brings new opportunities to learn and grow while helping people."
Sales RepresentativeFort Lauderdale, FL
"The work culture created in the office is great. I don't dread coming into work at all. Compensation is solid, management knows what they're doing, and the owners have a great attention to detail. Definitely recommend for people wanting to get into sales."
Sales RepresentativeBoca Raton, FL
"The people that work here at Sicuro are good people. It's like working with your friends at work, which makes the day go by quicker. If you come to work here, you will feel the family culture, especially in the Medicare Department."
Medicare Sales AgentBoca Raton, FL
"Friendly environment, good management, coachable attitudes. All departments get along as one big family. Working here for almost a year, I have grown in my skills as a sales rep and am looking to continue my growth here."
Medicare Sales AgentBoca Raton, FL
"I started here a few years ago as a sales agent and have worked my way to being a sales manager. The culture here is great and as long as you come to work on time and work hard every day it's a fun and rewarding job."
Sales ManagerBoca Raton, FL
"The environment is very welcoming and the compensation is great — it's one of the most family-oriented and supportive jobs I've had thus far. I would highly recommend pursuing a career at Sicuro Health."
Sales RepBoca Raton, FL

Reviews sourced from Sicuro Health on Indeed.

A message to the ambitious

Five years from now, you'll be somewhere.

The question is whether you'll still be wishing for a better opportunity — or whether you'll be glad you took action when it mattered. The people who build successful careers rarely do so because they got lucky. They do it because they recognized an opportunity and acted on it.

"The carrier access, training, and support gave me opportunities I simply didn't have at other agencies."
— Sicuro Health Agent