Financial Planning / Retirement Questions
Pensions/Social Security as Fixed Assets
Does it make sense to treat vested pensions and social security as fixed assets, allowing retirees to invest largely in..
Managing IRA and Investments When Retired Abroad
Hi Terry. If someone wants to retire full or part-time in the EU, are there banks or firms suited to..
Mint Website/App
Curious what your thoughts are on Mint since it has now been taken over by Credit Karma. I’m finding the..
Social Security
I have filed for social security and have been approved. I would like to at least have federal taxes taken..
When do I put retirement $ out of stock market and into something w/less risk? Want to retire in about 12 years
Hi Terry. I hope you are doing well. Im 53 and have about $400k with Vanguard. $50k in META and..
Successor Trustee
I am an 80 year old widow. I do have a will and a trust that I am comfortable with...
Financial advisers — the choice
Hi Terry, I listen to you on WGN often and love your straightforward advice. My question is about choosing a..
Transfer on Death Deed
Hi Terry, what are your thoughts on choosing between a Transfer on Death Deed vs. a living trust, especially for..
mortgage and credit score
Terry: My husband passed 8 years ago and I have never missed a bill, I have a Mortgage just now..
RMD Withdrawls from 40lk
When it comes to RMD’s of your 401k accounts, if you have two accounts with different companies, do you have..
RMD
Can you please print an article about the subject of RMD’s in a future chicago tribune article or send me..
Retirement / Mortgage
I Retired after 42 years at UPS end of June 2025 (I Retired even before I heard anything about buyouts)...
Roth conversion?
the one big beautiful bill act, i am already in the rmd phase, is this a good time to rollover..
Temporary cash advancement
Hi Terry my daughter is selling their home and buying another home. Looking to sell around $200K and she owes..
Mortgage and 401k
Hi Terry, I’m just recently divorced and am waiting on a $200,000 check from my ex-husband’s 401k. My brother wants..
Marital assets after death.
Hi Terry. Do marital assets automatically pass to the surviving spouse after a death or do some have to be..
Will vs RLT
I am a healthy independent 78, single, no husband/partner, no children. My estate includes a paid-for condo, car, IRA’s, cd’s,..
Early Retirement after severance ends
Hi Terry, Love your walkup on Lisa’s show. I was laid off and my last day was 1/31/25. My last..
Receiving social security and still working at FRA
Hi Terry, My husband and I are currently working full time and collecting SS. Is anything changing in 2026 for..
Pay off Mortgage or Invest Funds
I am selling a rental property and should net about $200,000. Should I pay off my personal mortgage of about..