Financial Planning / Retirement

Financial Planning / Retirement Questions

living trust

My husband and I have separate Living Trusts.Is one Living Family Trust better and why?

Stepped up Valuation on spouse’s death

My wife died last year, our home was in her living trust with me as benificiary. will the new value..

Getting Ready to Retire who do we need in our corner for assistance

Hi Terry we have a financial planner who has been doing our investments for the past 37 years. We are..

401K

Hello Terry, I enjoy your segments on WGN, My question is, I have a 401K Plan with Vanguard, when I..

Retirement –is it possible?!

I am 62, my wife is 58, I have two kids (twins)at first year University and one going in in..

RMD

Hi, Terry, I’m retired and 78 years old, can I rollover my RMD to my Roth IRA if I don’t..

Social security

My husband(69 yo) has never paid into SS as he worked for Cook County. His Monthly pension is $6300. I..

403 Withdraw or Transfer

I am 63 and have been retired for 5 years now. I want to transfer/or 403 savings into something’s else...

trust vs poa/mpoa

If I have a Trust for the family, do I still need a POA and/or MPOA?

bookkeeping software

I used QuickBooks for 25+ years when my husband & I had rentals and a small business. Now, we are..

financial advisor

My daughter is 24 years old and working her first professional job. She opened up a 401 K. I’d like..

Roth IRA eligibility

Hello Ms. Savage, My wife and I file our tax returns jointly. Our AGI exceeds the Roth IRA limit of..

Social Security Tax on our benefits?

Hi…love your columns and I listen to you all on wgn…..I read in the big beautiful bill that SS recipients..

HSA Contributions & Medicare Part A

My husband turned 65 this year. He is still employed and covered by his employer’s health insurance plan. He signed..

Medicare

My Medicare enrollment in Part B and D and a United Health Care supplemental began April 1, 2025. Do I..

Roth IRA

I was thinking of getting a Roth IRA for my Daughter and Son in Law for a Christmas present. Do..

Taxable Roth and non-Roth IRA Accounts

I want to pay off my mortgage in one lump sum and to do so I need to use a..

Do I need a will to give my house to relative

I only have a house? Do I need a will? Is a will all that I need to give my..

Fiduciary Advisor

Thank you for coming to Arlington Heights Library a few months ago, you have inspired me to think differently about..

Should we trust one company to manage all our retirement money?

Hello Terry, My wife and I are 65 years old and are planning to retire. My wife works for USPS..

money

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