Florida Commercial Insurance Brokers You Can Count On
Welcome to Michaels Insurance Group, your independent Florida insurance broker specializing in commercial trucking and commercial auto insurance. We help owner-operators, fleets, and commercial vehicle operators secure reliable coverage at competitive rates, with no broker fees, no pressure, and no hidden costs.
Why Choose Michaels Insurance Group?
We are an independent Florida insurance brokerage specializing in commercial trucking and commercial auto insurance. Because we are not tied to any single carrier, we work for you, not the insurance companies. Our brokers compare coverage across 25+ top-rated carriers to find the best options for your trucks, drivers, and business goals.
Whether you’re an owner operator, fleet manager, or business owner, we make commercial insurance clear, cost-effective, and easy to manage.
Access to 25+ Top-Rated Commercial Insurance Carriers
We shop dozens of trusted insurers to secure competitive pricing and coverage designed specifically for commercial trucks and fleets operating in Florida.
Coverage for Owner-Operators, Fleets & Commercial Vehicles
From single truck owner operators to multi-vehicle fleets, we provide protection that scales with your operation. Including big box trucks, dump trucks, cement trucks, and commercial autos.
Awards & Recognition
Save 10–15% on Commercial Insurance Costs
Our independent broker model allows us to compare policies across dozens of carriers helping many of our clients reduce premiums by 10–15%.
For larger fleets, these savings can translate into thousands of dollars per year without sacrificing coverage.
Protection Built for Your Business
At Michaels Insurance Group, we offer more than just policies we provide confidence on the road and protection for your operation. Whether you’re an owner-operator with a single truck or managing a growing commercial fleet, our independent brokers tailor coverage to fit your vehicles, drivers, and business goals. With access to over 25 top-rated commercial insurance carriers, we make it simple to secure the right protection without delays, confusion, or pressure.
Commercial Trucking Insurance
Specialized coverage for Florida owner operators and fleets, including big box, dump, and cement trucks, built to meet compliance needs and control costs.
Commercial Auto Insurance
Customized insurance for business owned vehicles and commercial fleets, designed to protect your operation while reducing premiums through access to 25+ carriers.
Real Stories From Clients
Rafael Veras
I run a dealership, and Jesse has become my go-to for all things auto insurance. Not only do I trust him with my personal vehicle, but I also confidently send my clients his way knowing they’ll be taken care of. He’s knowledgeable, reliable, and always goes the extra mile to find the right coverage. If you’re looking for someone who truly knows the business, Jesse is the one to call.
Lucille DiLorenzo
As a realtor, having reliable professionals to refer my clients to is essential, and Jessie Michaels has become my go-to for insurance. His knowledge, responsiveness, and genuine care for each client truly set him apart.
Jessie takes the time to explain options clearly, ensures every detail is covered, and consistently goes the extra mile. I trust him completely with my clients, and the feedback I receive is always glowing. He’s not just an insurance agent; he’s a true partner in this business.
Jocelyn DJV
Great communication! Jesse was attentive, patient, and friendly. He was a great help in finding the perfect solution for my needs! Highly recommend!
Christine Cosentino
Jesse is a tenant at one of our buildings.
His company provides excellent customer service, great rates, and a pleasant and easy experience. Someone is always there to assist you and answer the phone if you have any questions.
If you’re looking for insurance, I highly recommend the Michaels Group!
Flexible Coverage That Grows With Your Business
Michaels Insurance Group proudly serves Florida businesses with a focus on commercial trucking and commercial auto insurance. Our reputation is built on trust, transparency, and straightforward guidance , not sales pressure. Whether you operate a single truck or manage a growing fleet, our independent brokers are here to help you secure the right coverage and support your business at every stage.
Let Us Find the Right Commercial Coverage for You
Complete the form today and let our brokers compare commercial trucking and commercial auto quotes from 25+ top rated carriers at no cost and with no broker fees.
3 Simple Steps to Your Commercial Insurance Partner
Fill Out the Form
Start by completing our short form to schedule a no obligation commercial insurance consultation.
We Do the Heavy Lifting
We compare policies from 25+ trusted commercial carriers to find the most competitive options for your operation.
You Make the Call
You select the coverage that fits your business goals, risk tolerance, and budget we simply provide expert guidance.