Financial Planning / Retirement Questions

Social Security calculator

What is the website that will help maximize your SS benefits? I believe it costs $35? Thanks

Investment strategy for 81+ yr old

I’m 81, own my own small home in Waukegan..no debt. My $550K with Morgan Stanley continually loses money (they say..

IRA versus brokerage account

Hi Terry, I have 3 traditional IRAs, with Fidelity, Edward Jones, and Vanguard – total portfolio value is about $275,000...

balanced and appropriate portfolio?

What is your opinion of the following: (I am 80 and do not need the funds as pension and SS..

Capital gains

My husband and I purchased a home (primary) in 1994. My husband passed in 2022. When I sell my house..

Illinois Estate Transfer Tax

My 94 year old father is considering moving back to Illinois to be closer to family. HIs estate is worth..

Breaking a bank IRA CD without penalty

I was listening to you today on WGN radio talking about bank IRA CD’s. I am 74 years old and..

Financial planner

Can you recommend a good financial planner in the zip code area of il. 60108.

Life Insurance to Cover Mortgage Balance after my death

I trust and appreciate you and your advice over the years. I’m 61 yrs. old, receive $65K in state pension..

I-Bond or Roth

Hi Terry, Love you so much and your advice. I listen on WGN, you are awesome. I’m 56, going to..

Real Estate Investment Property Lease to Sell for Parents

My parents are ages 90 and 91 and need to move to assisted living soon. We would like to sell..

Savings vs debt repayment vs retirement

I’m a 54 year old single woman. My gross salary is $85K/year. I have a Vangaurd IRA that was a..

64 and Laid off

I am a single women and was hoping to semi retire in 2 years but I just got laid off..

Stock gifting

Is there a limit on how much you can gift? The stock was purchased approximately 25 years ago and has..

Advice on taking money out of retirement fund

Terry, my mother died a few years back and left me and my siblings a stock and cash portfolio around..

Federal taxes on RMD’s

Our retirement assets have grown significantly over the years. Our traditional IRA RMD’s must start in 2024. Has there ever..

When to take Social Security given problems

Hi Terry, I am 68. My wife is 64. We are both retired teachers presently living off our 401K from..

SS review

On WGN you often reference a service available for $35 to review a person’s SS profile. I can’t find the..

My pension & 401 k

I signed up for my company’s 401 K… I was alond to sign up online. I also have a union..

Social Security Quality Review Letter

Good Morning, I received a letter form SSA Office of Quality Review stating that I have been chosen by random..

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