Financial Planning / Retirement Questions
bookkeeping software
I used QuickBooks for 25+ years when my husband & I had rentals and a small business. Now, we are..
financial advisor
My daughter is 24 years old and working her first professional job. She opened up a 401 K. I’d like..
Roth IRA eligibility
Hello Ms. Savage, My wife and I file our tax returns jointly. Our AGI exceeds the Roth IRA limit of..
Social Security Tax on our benefits?
Hi…love your columns and I listen to you all on wgn…..I read in the big beautiful bill that SS recipients..
HSA Contributions & Medicare Part A
My husband turned 65 this year. He is still employed and covered by his employer’s health insurance plan. He signed..
Medicare
My Medicare enrollment in Part B and D and a United Health Care supplemental began April 1, 2025. Do I..
Roth IRA
I was thinking of getting a Roth IRA for my Daughter and Son in Law for a Christmas present. Do..
Taxable Roth and non-Roth IRA Accounts
I want to pay off my mortgage in one lump sum and to do so I need to use a..
Do I need a will to give my house to relative
I only have a house? Do I need a will? Is a will all that I need to give my..
Fiduciary Advisor
Thank you for coming to Arlington Heights Library a few months ago, you have inspired me to think differently about..
Should we trust one company to manage all our retirement money?
Hello Terry, My wife and I are 65 years old and are planning to retire. My wife works for USPS..
Roth IRA’s
Hello Terry, Long long time follower via your books, newsletters, WGN radio and TV broadcasts. Between you and our tax..
Need info on whether my wife and I should convert our IRA’s to a Joint SPIA (single premium annuity).
Hi Terry, I need to get educated quickly on this. Sales woman is trying to sell us on converting our..
Pension spousal benefits when there is no spouse
Is it best to leave the lump sum in IMRF since they’re rock solid fund and will give me $131..
inheritance funds in IRA
Both of my parents are deceased and my sister; as executor, is working through the accounts that my parents had..
Roth IRA Question re Conversion
I am 64 years old with $1m in my 401k. I plan to work until at least 72 and take..
Retirement
Dear Terry, I have about $100k in savings. I’m 50 and going to retire at 60. I have a union..
medicaid support for nursing home care
My sister’s husband had a stroke and is in a nursing home. They are both retired but do not have..
Where to put your money when you are old
My husband is 80 years old. We are heavily invested in stocks. He heard at his age he should only..
social security and pension i
i am 61 and receive social security i want to no can i f foul for my pension. Where are..