Jim Herro, Medicare Insurance Broker
About Me
I am a local, independent Medicare Advisor helping people turning 65, those 65 and older leaving employer-provided coverage and folks on Medicare looking for a better value.
I operate from an "I educate, you decide" perspective. I gather information and prepare a personalized packet to review with you at your home. I guide you through every step of the process.
If you're already on Medicare and I find your current coverage is the most suitable option for you I tell you it is. There is no fee for my service. I am paid by the insurance company if you enroll in their plan through me. If you do decide to work with me I follow up on a regular basis and am easy to contact when you need me.
Google James G Herro Agency to see reviews others have left for me.
For my Medicare customers and prospects: “I do not offer every plan available in your area. Currently, I choose to represent two Medicare Advantage Plan insurers and they offer 20 plans 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.”
*Provided per Federal Law*

My Google Reviews
92 Total Reviews (5.0)
July 2, 2025
Jim was extremely helpful navigating us through changing our Medicare advantage plan insurance when we moved to Wisconsin. He has a pleasant personality, easy to reach with questions and thorough.
June 28, 2025
Jim is very professional, knowledgeable and thorough in his explanations of options. Jim always responds timely to any questions I have. It really was a painless experience! I highly recommend Jim to anyone trying to navigate the Medicare plans.
June 24, 2025
A huge thank you Jim! You made the process so easy to understand. I can't tell you how much I appreciate your professionalism and expertise with all things relevant to insurance coverage! YOU ARE THE BEST!!
June 6, 2025
Jim is great to work with, he'll go above and beyond to meet your needs! Overall, a 10 plus experience!
June 5, 2025
After working for 50 years, and always having insurance through my employer, Jim made navigating the medicare unknown so incredibly easy! He's professional and really knows the ins and outs of the application process. Highly recommend.
Q&A with Jim Herro
What is the biggest mistake seniors make when enrolling in Medicare?
Answer: Trying to educate themselves without the assistance of a local Medicare Advisor. Too important of a decision to go it alone.
How do you educate clients who are completely new to Medicare?
Answer: I gather information to complete an Introduction to Medicare packet that is streamlined to their needs. The information is reviewed with them at their home; I educate, you decide.
What's the trade-off between a Medicare Advantage PPO and HMO when it comes to flexibility?
Answer: On the surface the PPO provides broader access to care. It may or may not and usually with higher out of pocket exposure to the customer.
How does getting married late in life affect my Medicare coverage or costs?
Answer: In Wisconsin it may affect your Part B monthly premium depending on how you file your taxes. I don't believe it will effect anything else as coverage applies to each individual (not a family).
What benefits are there to working with a Medicare Agent near me vs remote/virtual?
Answer: If by remote/virtual you mean that the agent is out of state or out of the community that you live in the benefit of working with an agent near you is that they have a presence in the community and more incentive to perform at a higher level.
My suggestion is to work with an agent near you that focuses on educating you so that you can make informed decisions and controls the size of their agency so that they are available with a more attentive, Hands-On approach.