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Wild Card Questions

IRS overdue tax refund

Hi Terry, Enjoy listening to you on WGN. I am contacting you on behalf of my 87 yr old mother..

Chaos in DC

Hello Terry, I’ve watched you on WGN for years. Hoping you can give me the best advice to weather the..

Turbo Tax RMD Error

I’m wondering if you have been getting questions about TURBOTAX’s treatment of RMDs. It has always been that if one..

Treasury Direct accounts safety from Musk?

In light of what is going on with Elon Musk poking around the US Treasury, do you think Treasury Direct..

DOGE and the federal government’s payment system

Terry, I’ve followed you for years and often catch you on WGN radio. I’ve referred you to friends, as I..

tax deduction

I am considered a self employed contractor where I work part time. I work for an LLC, an Amish owned..

Gold

Hi Terry, Do you have any recommendations on any good local gold jewelry appraisers/buyers? Thanks

Work comp permanent restrictions and as disability

Good morning Terry I will keep this as brief as I can I fell on a job. I had rotator..

IRS Responses

I sent in (by check) my Jan 15, 2025 estimated tax payment the first week in January. As of yet..

Stimulus money

Are widows getting a stimulus check

Quicken life hub security from ID theft and hacking

Dear Terry, I find your articles about tech, finance etc. very interesting and am especially intrigued by the recent Quicken..

Scheduled award

I am receiving social sec disability, and will be getting a scheduled award from the Department of Labor. Is there..

free e-file website

you gave out a website for seniors to file taxes free can you give that website me

Retirement

Terry, I just turned 67. I also just signed up for my social security benefits. I work full time doing..

Bonds in estate

My parents estate includes some long term bonds that are no longer openly traded in the market. Some of these..

social security

I am turning 62, my husband died in 2007. Am I able to collect his social security now and still..

Crypto Investment

Hi Terry , what do you think about investment in digital assets(Crypto Assets)? Who Should avoid this asset class? Thank..

Spouse benefits from social security

I retired about 3 years ago and receive about $22,000 yearly in county pension. My husband , who started taking..

IRA & Real Estate Taxes

Someone told me if I have my IRA account holder write a check for my real estate taxes, it will..

SS Windfall

I am a widow. My husband’s ss was reduced because he had a pension from the Post Office. I collect..

money

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