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PODCASTS

Am I Ready to Retire at 62?

12/22/25: I am 60 and plan to retire at 62. With a pension and a rental part of the equation, can I make it happen?

PodcastsMark TalercioDecember 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?
Married and Combining Finances

12/21/25: I'm getting married next summer and curious how you combine finances with a future spouse?

PodcastsMark TalercioDecember 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?
Paying for Home Repairs

12/20/25: I am expecting to need to spend about $15k on home repairs before the end of the year and I'm trying to figure out the best way to come up with cash.

PodcastsMark TalercioDecember 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?
Roth Conversion Strategy

12/19/25: Should I convert my traditional IRA to a Roth by maxing out our current tax bracket, or the next bracket, prior to required minimum distributions?

PodcastsMark TalercioDecember 19, 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?
If I Retire, Does Our Plan Work?

12/18/25: If I walk away from my job at the end of June 2026, and never earn another dollar, will our long-term retirement plan be impacted?

PodcastsMark TalercioDecember 18, 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?
Is Retirement in 2027 a Possibility?

12/17/25: I'm 60 years old and thinking about retirement in 2027, is it doable given my circumstances?

PodcastsMark TalercioDecember 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?
Too Much in Pre-Tax Retirement?

12/16/25: I've done a decent job of saving for retirement over my career, but most of my savings are in pre-tax accounts. Should I switch it up for the last couple of years?

PodcastsMark TalercioDecember 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?
Can I Retire in Two Years?

12/15/25: I'm a widow at 61 and have twin 17 year olds heading to college next year. I would like to retire in two years, but want to make sure that I have enough saved for retirement and college for the kids.

PodcastsMark TalercioDecember 15, 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?
Feeling Late to the Game

12/14/25: I'm 39 years old and feeling very late to the game in terms of saving for retirement.

PodcastsMark TalercioDecember 14, 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?
In Need of a Financial Gut Check

12/13/25: Knowing that I'm a bit of a worrier and always feeling a little anxious, it seems now would be a good time for a financial gut check.

PodcastsMark TalercioDecember 13, 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?
Restarting After a Divorce

12/12/25: I'm in the middle of a messy divorce, once the dust settles, how do I get my financial life back on track?

PodcastsMark TalercioDecember 12, 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?
Saving in the Wrong Places

12/11/25: After getting burned during the financial crisis, I'm starting to worry that we're saving our money in the wrong places.

PodcastsMark TalercioDecember 11, 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 or Pre-Tax 401(k)?

12/10/25: Is it time for me to make the switch from a pre-tax 401(k) to a Roth 401(k)?

PodcastsMark TalercioDecember 10, 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?
Seeking Financial Flexibility

12/9/25: We're in our 50s and seeking greater financial flexibility as we start to plan for our retirement.

PodcastsMark TalercioDecember 9, 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 Retire in Just Over Two Years?

12/8/25: Am I on track to have a bit more flexibility, or even retire, in just over two years at the age of 62?

PodcastsMark TalercioDecember 8, 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 Accelerate Mortgage Payoff?

12/7/25: I realize it's likely the wrong financial decision, but am I okay to accelerate the mortgage pay down?

PodcastsMark TalercioDecember 7, 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 Direct Extra Cash Flow?

12/6/25: Now that I'm in a better position to save more cash, where should I be directing the surplus?

PodcastsMark TalercioDecember 6, 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 the Numbers Too Good to Be True?

12/5/25: After playing with a bunch of retirement calculators, and seeing really positive results, are the numbers too good to be true?

PodcastsMark TalercioDecember 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?
Keeping All the Balls in the Air

12/4/25: After doing my best to keep our financial house in order, is it time to enlist the help of a financial planner?

PodcastsMark TalercioDecember 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?
Planning Around a Diagnosis

12/3/25: How should we be managing our finances after learning that we'll need to support a family member?

PodcastsMark TalercioDecember 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?
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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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