Wild Card Questions
Social Security Disability
I’m currently on Disability since late 2018 I’m two months from turning 63 my question is am I required to..
Social Security
I was listening to you this morning on WGN. You scared me when you used the word Widow’s Scam. I..
Social security question – Can my spouse collect half of my social security
When I start to collect social security, can my wife start to collect half of my social security since her..
Social Security – “New Account”?
Can’t tell if this is spam or not. I got an email allegedly from SSA: “To access Social Security online..
maximizemysocialsecurity.com
Hi Terry, I signed up for this and I am only on the 2nd question and I am already stumped...
social security back pay
I applied for spousal support from my ex spouses account, met all requirements and submitted all required paperwork in September..
Social security takes money
Social Security sent me a letter, giving no explanation and kept $40,000 they said I owed them.
Buying 3 flat property with daughter and its affect on Medicaid later in life
Good morning, a “what if” question please. What would happen if we get elderly (a good problem) buy a three..
Elderly Law Question
My husband, Oliver was recemtly put into a memory care home he has Alzherimer’s & although I took care of..
Pay off new mortgage Terry’s Bright Idea!~
Recently bought a new home out of state with a 4.25% assumable mortgage on remaining $200k. Our monthly bills will..
monies to be left upon death
if a person has collected state funds for approx. 17 yrs, and now is soon to be 65, can they..
son pays off our mortgage
we are 76 and 79yrs old . Our expenses keep going up so our son has offered to pay off..
Social security fix
Before the next President leaves office, I will be collecting Social Security. Which political party do you believe is best..
Estimated Taxes on windfall
If I come into an unexpected amount of money, how do I account for this with the IRS?
My Deceased Mother’s Citibank IRA
Can you recommend a trustworthy person who can help me deal with Citibank Retirement Services? They have been VERY difficult..
Chicago pensions problem
From radio interview, you are expecting problems with Chicago City pensions in 4 or 5 years. What is the worst..
Bill paying helper for confused senior citizen.
Do you know how to find someone to provide bill paying and financial organization help for a confused and overwhelmed..
I DIDNOT GET MY VETERANS ADMINISTRATION CHECK
I HAVE NO/ PLACE TO LIVE & I HAVE DIABETES & HIGH BLOOD PRESSURE IM 66YRS OLD AND BEEN RECEIVING..
Antiques & Coins
Hi Terry, Do you have any recommendations on a reputable antique dealer? And do you have reputable company/person you’d recommend..
Funding equestrian hobbies (and Terry adds a charitable request)
Hi Terry-Found out yesterday that you have horses. The equestrian life/new for me. I have decent pay working w/ USEPA..