Financial Planning / Retirement Questions
annuities
Dear Terry, First off, I have always appreciated your insight and love reading your advice columns. I was wondering what..
Primary Residence and Taxes
We are retired and have a home in Wisconsin as well as a home in Illinois which satisitifes our need..
Mom’s retirement money
Hello ! My mom is 87 years old and has Alzheimer’s. She lives in her own condo with full-time caregiving...
Gifting money to adult son
How much money per year can I gift to my son? I wanted to deposit/transfer the max amount of money..
Getting ahead of future inherited annuity tax consequences
My mom-in-law (MIL), 81 is in poor health & will probably pass in 1-5 years. I am 55, husband, 56..
Finding a New Financial Advisor
What questions are most important when looking for a new advisor? (in addition to his/her signing off as a fiduciary..
Ira conversion
Hi Terry. I retired as a federal government employee with $1000000 in my thrift savings account. I moved all to..
457 plan advice
I work for will county we’ve used nationwide for years to run our 457 plan we are now switching to..
457 account
Hi Terry, I am retired from the public sector & have 457 accounts, along with my pension, etc. I am..
Rollover from 401K to IRA (?) that you discussed this week.
Hi Terry, I watch you on WGN weekly and have asked a question or two to you in the past...
Selling condo
Hi Terry, I am single and will be turning 65 in September. I am in the processing of selling my..
Roth Ira
I have about 30,000 in a Roth with only 2 different stocks. I am 72 years old and wondering should..
end of life plan
Hello Terry I just watched your video on Wills vs RLTs and found it very informative. thank you for doing..
401k advice
67yr old still working. Hoping to retire this year. My 401 at work is with fidelity’s. I also have retirement..
Estate Documents
Terry, thank you for your time. What does it mean to “fund” a trust? Can a 401(k) beneficiary be my..
Trusts
If my husband and I have all our assets (property, bank, annuities)set up with Beneficiaries- TOD)do we still need to..
how much is the illinois probate tax?
how much is the illinois probate Tax
revocable trust
should we establish a revocable trust if we have only 2 amd a half million dollars?
Home Loan Question
I love your news segment, as you always offer great advice and now I find myself needing some advice. My..
RMD used as catch up contribution
I am 72 and began SS at 65. Hubby began SS at 70. April 2025 he turned 73 and continues..