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

Can I Use the Rule of 55 and Retire?

4/14/25: I don’t like my job. So, do I take the leap now, or push through for a few more years? What are the real pros and cons beyond just the numbers?

PodcastsMark TalercioApril 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?
Last-Minute Tax Tips

4/13/25: Most Americans have until April 15 to file their tax returns or request an extension to file and pay any taxes owed. With less than a week left before the deadline, it's time for some last-minute tax tips.

PodcastsMark TalercioApril 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?
Recapping a Wild Week on Wall Street

4/12/25: After a WILD week on Wall Street, it's time to answer some of the most common questions we've been receiving.

PodcastsMark TalercioApril 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?
How Risky Can I Be With a Career Reset?

4/11/25: How comfortable should I be with our financial situation in order to help us determine how much time I can afford not generating income and weigh the options for what the next opportunity could be?

PodcastsMark TalercioApril 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?
Invest or Pay Off Mortgage?

4/10/25: Knowing that money will never be an issue for us, should we pay off the mortgage or invest in the market?

PodcastsMark TalercioApril 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?
Federal Worker Feeling the Heat

4/9/25: I am a federal employee facing uncertainty about whether my job may be eliminated in the next few months, and my husband is a researcher at a university with a position funded by NIH grants. How should we prepare just in case?

PodcastsMark TalercioApril 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 We Self-Manage Our Money?

4/8/25: We are not brilliant money people, but we are starting to think it might be a good idea to get on top of the situation. Can we self-manage?

PodcastsMark TalercioApril 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?
Here to Hold Your Hands

4/7/25: Investors are licking their wounds after a two-day brutal sell-off, triggered by President Trump’s tariffs. We’re here to hold your hands as we start a new week.

PodcastsMark TalercioApril 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?
Are We Doing Enough in Our Mid 40s?

3/29/25: We're in our mid 40s and want to make sure we are doing everything we can to prepare for retirement while living our life to the fullest.

PodcastsMark TalercioApril 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?
Keep Calm and Carry On

4/5/24: Whew, what a week! Here's our latest reminder, especially for all you newbie investors, to keep calm and carry on!

PodcastsMark TalercioApril 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?
Can We Reach Financial Independence?

4/4/25: We're spending a lot but we are also saving a lot now that our income is much higher. Can we still reach our goal of financial independence?

PodcastsMark TalercioApril 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?
Federal Employee Early Retirement Offer

4/3/25: A reduction in force is coming to my agency, but I am eligible for an early retirement offer. Should I take it?

PodcastsMark TalercioApril 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?
Helping Mom Manage Her Finances

4/2/25: I'm helping my mom (about to turn 80) manage her finances and I want to make sure I am helping her maximize her limited resources.

PodcastsMark TalercioApril 2, 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?
Simplifying Inherited Accounts

4/1/25: My father passed away last year and I inherited several accounts from him and now I need to figure out what to do with them.

PodcastsMark TalercioApril 1, 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?
Variable Annuity With Death Benefit

3/31/25: My insurance agent recently suggested a variable annuity with a death benefit. Yay or nay?

PodcastsMark TalercioMarch 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?
Roth 401(k) vs Potential Tax Law Changes

3/30/25: For the last 10 years I've been making Roth contributions to my 401(k) through my employer. With recent discussions of omitting income tax in favor of a consumption/sales tax, is the Roth still the best strategy?

PodcastsMark TalercioMarch 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?
Financial Spring Cleaning

3/29/25: While spring cleaning is usually associated with tasks around the house, it's also a good time to clean up your finances. Mark and I discuss.

PodcastsMark TalercioMarch 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?
Federal Employee Recently DOGE'd

3/28/25: I'm a federal employee who took the fork-in-the-road offer. I think we have enough retirement funds to make it but need some reassurance.

PodcastsMark TalercioMarch 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?
Not Trying to Time the Market, But...

3/27/25: It feels good to have avoided the recent market correction, but this only has value if I correctly time my re-entry. When do I pull the trigger and jump back in?

PodcastsMark TalercioMarch 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?
Funding a Real Estate Opportunity

3/26/25: Can you help me determine the best option to purchase a piece of real estate without experiencing the biggest tax hits and also without having a mortgage on the property?

PodcastsMark TalercioMarch 26, 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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