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The Great Money Reset The Dumb Things Smart People Do with Their Money
Jill Mark
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PODCASTS

I’m 56, Can I Retire in Three Years?

2/5/25: I just turned 56 years old and am trying to determine if I can retire in three years.

PodcastsMark TalercioFebruary 5, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Stock Price Movements

2/4/25: I have a lot of money tied up in a single stock. If it goes up, yes, I am happy, but when it goes down, I think I should have sold. I check the account multiple times each day. Is this behavior typical?

PodcastsMark TalercioFebruary 4, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Tax Season Is Open

2/4/25: The 2024 tax season is officially open. I joined CBS Mornings with the key details taxpayers should be aware of this season.

PodcastsMark TalercioFebruary 4, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Am I on Target for Retirement?

2/3/25: I'm 62 and looking to retire at 65, if not sooner. Can I do it?

PodcastsMark TalercioFebruary 3, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
On Track for Retirement at 55?

1/31/25: We're currently in our 40s, but I am trying to figure out if my wife and I are on track to be able to retire at 55?

PodcastsMark TalercioJanuary 31, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Spouse Worried About My Retirement

1/30/25: I would like to retire in June, however, my spouse is very concerned about finances and lacks confidence in the numbers.

PodcastsMark TalercioJanuary 30, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Rental Property Dilemma

1/30/24: With some rental properties as part of my portfolio, I'm wondering if it's time to sell one of them?

PodcastsMark TalercioJanuary 30, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Are We Saving Enough?

1/29/25: I want to know if you think we are saving enough right now or do I need to be putting more away even though I will have substantial pension income?

PodcastsMark TalercioJanuary 29, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Cash Out My Vested Pension?

1/28/25: I have a vested pension from a previous career path that I can cash out now, or I can take the monthly payment once I reach retirement age. Which is the better option?

PodcastsMark TalercioJanuary 28, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Navigating the Insurance Claim Process

1/28/25: On this episode Mark and I are discussing how to financially recover and navigate your insurance claim if you lose your home in a natural disaster.

PodcastsMark TalercioJanuary 28, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Where to Stash Home Sale Proceeds?

1/27/25: I have one-million-dollars in proceeds from my condo sale and I’m renting for now. If I find a good deal, I could buy a new home or should we keep renting?

PodcastsMark TalercioJanuary 27, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
How Much to Spend on New House?

1/24/25: A new house is definitely part of the plan, but just how much to spend is still up in the air.

PodcastsMark TalercioJanuary 24, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Managing Massive Dividend Income

1/23/25: My dividend income is now more than the salary I made during my working years. How can I manage the tax situation?

PodcastsMark TalercioJanuary 23, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Are We Taking the Right Steps?

1/23/25: We're in our mid 30s with two young children and would like to know if we are taking the right steps to set us up for financial success?

PodcastsMark TalercioJanuary 23, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Can I Pause Retirement Contributions?

1/22/25: Am I okay to skip maxing out my workplace retirement contributions this year and use the same amount to rebuild my cash savings instead?

PodcastsMark TalercioJanuary 22, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
My Parents DO Need My Support!

1/21/25: I just found out my parents have about 2-3 years of funds before they will run out of money. Their backup plan is me, and I'm trying to figure out how best to handle this scenario.

PodcastsMark TalercioJanuary 21, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Tips for Paying Down Debt

1/21/25: With nearly half of Americans carrying credit card balances month-to-month, here's some tips on how to pay down debt.

PodcastsMark TalercioJanuary 21, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Should I Buy Into the Family Farm?

1/20/25: We have the opportunity to buy into our family farm. Currently it is owned by my father/uncle/aunt and my uncle wants to sell his share. Should I buy him out?

PodcastsMark TalercioJanuary 20, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Investment Anxiety Entering 2025

1/17/25: Given the unprecedented and potentially volatile environment we're entering in 2025, should I leave my money where it is? Should I pull some out of the market to build up my emergency fund just in case?

PodcastsMark TalercioJanuary 17, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
Roth Conversions, How Much and How Fast?

1/16/25: With over two million in tax-deferred accounts, and now that we're both retired, we feel now is the time for Roth conversions. How much should we do and how fast should we do it?

PodcastsMark TalercioJanuary 16, 2025Jill Schlesinger, Jill on Money, MoneyWatch, retire, retirement, retirement planning, retirement checkup, Roth IRA, early retirement, can I quit?, can I quit my job?, can we retire?, can I retire?
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All opinions expressed by Jill Schlesinger on this website and on the “Jill On Money” radio show are solely Jill Schlesinger’s opinions and do not reflect the opinions of CBS News, its parent and affiliated companies or radio station affiliates. You should not treat any opinion expressed on this website or on the radio show as a specific inducement to make a particular investment or follow a particular strategy, but only as an expression of an opinion. Jill Schlesinger, CBS News, its parent and affiliated companies and radio station affiliates make no warranty as to the completeness or accuracy of any opinion expressed on this website or on the radio show, and any opinion expressed on this website or on the radio show should not be relied upon as complete or accurate. Before acting on any information on this website or on the radio show, you should consider whether it is suitable for your particular circumstances and seek advice from your own financial or investment adviser

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