Financial Planning / Retirement Questions
Rental Property
Hi Terry, I love listening to your guidance on WGN radio during the week. I am 46yo and owe about..
401K or Payoff Mortgage
Hi Terry, My daughter and I saw you this afternoon at the Cornerstone shop in Lake Geneva. Thank you for..
403B vs ROTH
If I can only afford to invest $18,000/year, should I put it all in my 403B or should I divide..
401K and tax refund
Hi Terry, I received $6,500 for my refund. I recently bought a condo in Chicago that needs renovations. Would you..
Heading toward retirement question re 401K
Hi Terry, I hope to retire in the next year or two. I am 66 1/2. I only have about..
Retirement
Terry, I plan on Retiring at the end of June or early July 2025. I am concerned about taking the..
Pour Over Will
Is it important to have a pour over will when you set up a revocable trust?
Retirement and IRAs
Hi Terry, I am retiring in early June and will be getting an IMRF pension, that will pay me a..
Retirement funds
Hello Terry, I read you column on the Orlando Sentinel. Should I start taking money from my retirement savings plan..
Finacial company to manage old work 403B.
Hi, I was wondering if it would be wise to transfer my old work 403B that’s about 30000.00 to a..
traditional IRA
i HAVE $52000.00 IN A TRADITIONAL IRA THAT MATURES ON JULY 5TH… I’M 72 YEARS OLD… WHAT SHOULD I DO..
Financial Planning
I could not find the link to the personal financial planner on your website. I would really like to use..
401K Rollover to IRA – Now what ?
Hi Terry , Long time big fan of yours. Thank you for calmness during times of uncertainty. I rolled over..
Roth IRA
I’m 65 not retired yet still working should I take my 401(k) from work and transfer and open a Roth..
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..