Financial Planning / Retirement Questions

Online Legal Services for Trusts and Wills

What is your opinion on online services such as trustandwill.com or legalzoom.com for basic estate planning documents?

special needs grandchildren in another state

I am sure other families have the same dilemma. Our trust was set up before the newer rules for IRA’s..

Conversion to Roth.

Hello Terry. My Mom who is 94 and I have enjoyed listening to you over the years on WGN radio..

Inheritance

I may have about 35k from a very kind Aunt. My Mortgage is about 59k 5.90% car loan 22k 5.84%...

Life insurance policy

I’m 70 years old. No children. I have a net cash value insurance policy worth $17,000. Is there any downside..

All eggs in one basket?

I have about 1 million dollars in fidelity that they help me invest at .09%. I have inherited more money,..

Your article – Avoid the heartbreak of inheriting a financial mess

I read your article on Richmond.com. Your answer appears to be putting your assets into a trust. Can you address..

Retitling a home in to a revocable living trust.

Terry, How do I go about retitling our home, jointly owned by my wife and myself, into a revocable living..

power of attorney

Is it necessary to consult a lawyer to add Power of ATTORNEY to my existing trust? My bank has a..

Beneficiary of deceased daughter accts

My daughter passed at 38, leaving 3 children. I’m beneficiary of her life insurance &. 401k. This $ will only..

Converting a 401K type plan into an annuity at retirement

I recently took an early retirement from the Federal government which allows me to receive my pension immdiately. As I..

401 k to backdoor Roth

I have a 401k from a small business that I have now closed. I want to avoid RMD and make..

Backdoor ROTH Conversion

For 2025, my wife and I earned over $252k for the first time. We did not make any IRA contributions..

IRA to Roth Transfer

Hello and thank you for any assistance, Is there a formula to determine how much money a senior should transfer..

Disposable CD’s

Hello Terry I plan on retiring next year in april 27 @65yr 8mo yrs old and have both a employer..

Stock Inheritance

You mentioned tax breaks on inherited stocks if I hold them for at least a year. How much of a..

IRA ROTH Conversion Taxes

Hello Terry, I am primarily a full time W-2 employee with a tiny amount of 1099 income. Last October 2025..

SSA IRMAA

Hi Terry I will be 63 in October my wife is 65 and collecting SSA. I have 200,000 in the..

Ira rollover choices.

I am a senior. Need to roll over IRA. Should funds be withdrawn to pay off car or credit car..

Should I pay off my mortgage?

I came into an inheritance from my dad’s passing. Should I pay off my mortgage? Is there anyway that my..

money

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