Turning 65, Now what
Natalina DeMeis • September 4, 2025
What People Approaching 65 Need to Know.
If you are one of the 10,000 people per day that are Medicare eligible there are decisions you must make. Take a look to see where you should start.

Which bucket do you fall in?
Not working or covered under Spouse's plan
If you are not working, it usually makes sense to sign up for Medicare right away to avoid penalties.
Working for a company with more than 20 Employees
If your company has more than 20 employees, and you do NOT contribute
to a HSA, you may want to enroll in Part A only.
Working for a company with less than 20 employees
If you work for a company with less than 20 employees, Medicare would be primary to your company’s group plan. It may be more cost effective to go onto a Medicare secondary insurance.
Have questions about your specific situation, call us, we can help 203.513.6263