Insurance & Annuities Questions

i retired i need to sign up for medicare what plans should i apply

Hi Terry, Happy New Year Terry, I’m sure that I’m in this boat with a number of other people. My..

Happy 2026 Terry!! I’m turning 65 in January 2026 and want to delay starting all Parts of Medicare since I..

When do I enroll in Medicare A, B, D if I’m covered under my spouse’s group health? Thank you.

Why am I charged $37.50 every year for prescription Part D when prescriptions are covered by my supplemental insurance?

Hi Terry, I’m 72 my wife is 70 and we have 200 K in Allianz matured Annuities. We don’t want..

Hi Terry- My husband and I (71 & 67) have Original Medicare and a UHC Supplement. Our total cost per..

Hi Terry Talk to Tim from Stan the Annuity Man I know you talk and mention a lot about annuities..

Your numbers for the Medicare groups for the IRMAA for 2026 are not correct. When I read the article I..

Hi Terry So glad to see you addressed this in your recent Tribune column. In short, I have health insurance..

Saw your article about small business insurance opportunities. Question: If the owner is a greater than 2% S Corporation shareholder..

Will our daughter be able to deposit our annuities into her established annuity account when we pass on?

What insurance companies are involved with small business special enrollment ending december 15th. My insurance agent was not aware of..

Hi Terry, I am looking for information on if the State of Illinois retirement option for health insurance, the TRAIL..

What is the downside? Of Advantage care

I turn 65 in June 2026. Do I have to take care of signing up for Medicare now or do..

I have a family member that the adult kids got $50,000 inheritance and the parents had them put it into..

Am I better off with a plan G. Or plan G high deductible? Or a plan N Thank you for..

I was listening to you on the Lisa Dent show yesterday discussing Medicare supplements. In response to a text, you..

Terry First time writer but avid reader. I was a board certified bankruptcy attorney. Also taught financial education to high..