About Sileo Insurance Group
We’re here to raise the standard for what “help” should feel like.
Sileo Insurance Group (SIG) exists for people who want more than a quick quote and a rushed decision. We believe insurance should create clarity, confidence, and freedom—not confusion.
Our clients aren’t policies. They’re people. And our goal is simple: serve at a level that makes you feel genuinely taken care of.
Our Story
SIG began with a straightforward mission: help people make smarter, more confident decisions with Medicare. But along the way, we kept hearing the same thing—again and again:
“I picked a plan… and then I was on my own.”
That moment is where SIG was born.
We built our agency around the belief that the real value isn’t just helping someone choose coverage—it’s helping them feel supported, protected, and understood in the process.
Over time, as relationships grew, so did the needs of our clients. Families asked for help beyond Medicare: coverage for under-65 health insurance, protection for income and loved ones, and practical add-ons to close gaps.
Today, SIG is proud to be a full-service, relationship-driven agency—built on service, trust, and a commitment to doing things the right way.
Rocco Sileo
Founder & CEO
Our Vision
To become the most trusted, client-first insurance agency in our communities—known for clarity, leadership, and a higher standard of care.
We’re not chasing volume. We’re building something deeper: a reputation that spreads because people say,
“Call SIG. They’ll take care of you.”
Our Purpose
Insurance is a tool. The real outcome is peace of mind.
Our purpose is to protect the people we serve—so they can worry less and live more.
That means:
giving honest guidance (even when it’s not the “easy sale”)
simplifying complex decisions
helping clients protect their health, families, and finances through every season of life
One of our guiding mantras says it best:
“We are changing the world one day and one client at a time.”
Our Promise
If you’re looking for an agency that takes service personally and guidance seriously, you’re in the right place.
When you work with SIG, you’ll always get:
clear explanations (no jargon, no pressure)
recommendations you can trust
a relationship—not a transaction
Connect with Us
Sileo Insurance Group represents Medicare Advantage HMO, PPO, PFFS, and Prescription Drug Plan organizations that have a Medicare contract and/or a Medicare-approved Part D sponsor. Enrollment depends on the plan’s contract renewal. Enrollment in a plan may be limited to certain times of the year unless you qualify for a Special Enrollment Period or you are in your Medicare Initial Enrollment Period. Not all plans offer all of these benefits. Benefits may vary by carrier and location. Limitations and exclusions may apply. Every year, Medicare evaluates plans based on a 5-star rating system.
Sileo Insurance Group is used by its affiliated licensed insurance agencies that are certified to sell Medicare products. Sileo Insurance Group is a non-government website and is not endorsed by the Centers for Medicare and Medicaid Services (CMS), the Department of Health and Human Services (DHHS), or any other government agency.
We do not offer every plan available in your area. Any information we provide is limited to those plans we do offer in your area. Please contact Medicare.gov, 1-800-MEDICARE, or your local State Health Insurance Program (SHIP) to get information on all of your options.
The exact carrier and plan counts are determined by your zip code and county.
To send a complaint to Medicare, call 1-800-MEDICARE (TTY users should call 1-877-486-2048), 24 hours a day/7 days a week. If your complaint involves a broker or agent, be sure to include the name of the person when filing your grievance. If you are already a member, please contact your health plan to file a complaint.
Final expense life insurance
Final expense life insurance may not cover the entire cost of your funeral and may be used by the designated beneficiary for any purpose rather than being limited to specific funeral services and providers. Final expense life policies will have a lower face value than most traditional term or whole life policies as they are intended for a specific purpose of covering those final costs rather than providing comprehensive support for surviving family members. This type of policy generally doesn’t require a medical exam, but premiums will be higher the older you are, and some benefit payouts may be limited during the first few years of coverage for those with significant health issues. Reducing or skipping premium payments will impact the amount of interest paid and may impact how long the policy lasts. Accessing the cash value of a policy will reduce the available cash surrender value and the death benefit. A policy owner does not have the ability to make unlimited payments into the policy. If too much is paid into the policy, it will become a Modified Endowment Contract (MEC) and withdrawals and loans will be taxable. Coverage may not be available in all states and may vary by state. Policy guarantees are based upon the claims-paying ability of the issuing life insurance company.