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..

money

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