Financial Planning / Retirement Questions

Bills after death

Mom passed away after a brief hospital stay in February. We have not gotten a bill from the hospital. How..

Convertion of tradional IRA to Roth IRA

HI Terry, How does a person calculate the most tax efficient schedule of how much to convert per year from..

Important documents

If I were to purchase that program from you is there a need to have them reviewed by an attorney.

Senior needs financial advice

Can you recommend a trustworthy financial advisor in the phoenix/scottsdale area? Thank you and love listening to you on wgn..

RMD

Is there a tax advantage to moving money to a Roth IRA before needing to take RMDs at 73?

Lady Bird Deeds in Florida

We aren’t residents in Florida. Would it be beneficial to change our deed to a Lady Bird Deed with our..

Roth conversions

Dear Terry, I am a very fortunate 72 years old, retired with a pension, waited until 70 to collect social..

Roth rescue

I am a 77 year old widow with $1.75 million in IRA and 401K’s. What can you tell me about..

Inherited IRA

Hi Terry. I was just listening to you on John’s show today (4/1/26) and missed most of what you said..

Roth at tax time

Is there a benefit for one close to retirement (-1 year) to max out a Roth contribution after years of..

Roth conversion

Is 70 too old to do conversions? I have almost half in roth half in ira now, about a million..

Wisconsin deferred compensation program required minimun distribution

Dear Terry, I enjoy and listen to your Wednesday show on WGN on a regular basis. I appreciate and agree..

Naming Primary Beneficiary

My husband and I established a trust in 2017. Should it be named as our primary beneficiary on all our..

Roth IRA

If my accountant and I decide it is in my best interest to change my regular IRA to a Roth..

403 b Fixed to Market?

Hi Terry, I retired in June after 36 years as a Public School teacher. I have a little over 500,000..

Retirement

Good morning Terry, my dad is getting ready to retire and honestly i have no idea how this works. He..

Executor of a will if you don’t have close friend

None of my relatives are dependable. I’m in my 80s and able to take care of myself and finances, thanks..

Should I have a trust or will

I am 71. I am in moderate health. Collect social security and have a small part-time job. I have about..

How to avoid IRMAA & Income Ta x avoidance (legally).

Hi Terry, i have been reading your column in Sunday Tribune. We have our assets with Fidelity Inv Pvt Wealth..

What to do with the tanking market when you become disabled

I am currently dusabled yet not officially declared so yet. SSDI takes forever and my traditinal IRA is tanking! I..

money

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