Financial Planning / Retirement Questions

Social Security Underpayments

I filed for S.S. Benefits on my 69th birthday (3-yr. delay) I have been collecting monthly S.S. benefits for 10..

Work after retiring from the railroad,

Hi Terry , I’ve been retired for almost 8 years. I spent 38 years working in the railroad industry and..

401 withdrawals

4% has been an adopted 401 withdrawal forever. I am 75. I have been withdrawing $4000 a month from my..

Social Security

Can you use maximize my social security one time or do you have to use it annually?

Retirement – What to do with my 401K

I’m 64 years old and plan to retire just after I turn 65 (in 11 months). My huband an I..

What % of available wealth should be invested?

This is multiple choice question! I am sure answer will be different depending on my age and circumstances. We are..

Deferred Income distribution – can I invest the distribution into a 401k plan or Roth IRA?

I am retiring in Jan 2025 and will receive a sizeable amount of deferred income in June 2025; can I..

Roth IRA

Hi Terry, I listen to you every Wednesday with John Williams on wgn… you’re amazing. Question: I have an IRA..

MaxFi product

Incredibly disappointed in your article in my Tucson newspaper concerning MaxFi. There was no data comparison provided between MaxFi and..

SS / taking mine at 63 vs survivors benefits at 67

My spouse died in Jan. 2024. My financial planner is suggesting I take my SS benefits now at 63 and..

401K money sitting in money market only

Shortly after the Pandemic I sold my shares and put all my money in my money market which is now..

spousal benefits

I was divorced in 2009 after 37 years. I have tried to apply for part of my ex’s benefits, but..

Family trust

My husband and I have a trust. He has since passed away. I am the trustee and it outlines our..

Trust

We recently met with the gentleman from one Chicago financial who wanted to set us up with a trust fund..

401K

I am 62 and was let go from a job I worked at for 30 years in 2022. Left 401K..

Suggestions for people who can help with will and end of life documents

Where do we find someone we trust to prepare our will and advise us.

Retired Nurse’s 401k

Hi Terry, I just read Sundays Trib article regarding Target retirement funds which I have. I retired in June, own..

Do we need a financial advisor

I will be retiring within the year. I have approximately $1,100,000.00 in a 401(K). My wife has another $75,000.00. We..

Investments

Hi Terry, I listen to you on WGN. I heard you tell someone to take his money back from his..

Retirement

Hi, i am saving around 50% of my salary into savings and investments, bonds and etc to save some perks..

money

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