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

Husband Is Afraid to Spend

8/6/25: My husband still worries and is afraid to spend money. What can I tell him to help him see that things are fine and we can afford to have a little fun?

PodcastsMark TalercioAugust 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?
Do I Need a Financial Advisor?

8/5/25: I have met with a third financial advisor (a fiduciary) and I'm still not convinced I need a planner. What do you think?

PodcastsMark TalercioAugust 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?
Need to Find Peace and Get Some Time Back

8/4/25: What I’ve earned, I’ve put towards many other expenses and am now wanting to pause and see how I am doing. Am I on track to find peace and get some time back?

PodcastsMark TalercioAugust 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?
Managing My Financial Anxiety

8/3/25: I’m curious about how people quell their anxiety about whether they have enough for retirement. My anxiety about it returns every month or so.

PodcastsMark TalercioAugust 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?
Rethinking Retirement

8/2/25: When it comes to planning for retirement, it's all about having a plan. Without that key ingredient, it's impossible to move forward.

PodcastsMark TalercioAugust 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?
55 With the Itch to Retire

8/1/25: I don't hate my job but I can see the end in sight and would like to know if I'm close to being able to retire and spend $10k per month.

PodcastsMark TalercioAugust 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?
Get Out of Here and Enjoy Your Life

7/31/25: When I look at the numbers with a life expectancy of 90, it seems like I can finally retire with a conservative withdrawal rate. Are the numbers right?

PodcastsMark TalercioJuly 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?
Navigating Single Life in My 50s

7/30/25: As I navigate my single life (no children) as I enter my mid-50s, should I be considering a long-term care policy?

PodcastsMark TalercioJuly 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?
High Earners, Still Do Roth?

7/29/25: Should we switch all of our retirement accounts to traditional from Roth to reduce income and qualify for all the tax deduction we are eligible for?

PodcastsMark TalercioJuly 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?
Is There an Alternative to Annuities?

7/28/25: We've started working with a financial planning firm, and part of the strategy requires the use of annuities, is this the best approach?

PodcastsMark TalercioJuly 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?
Should We Pay Cash for New House?

7/27/25: Are we okay to buy a new house in cash? Doing so would free up additional cash flow and we would still have a sizable brokerage account.

PodcastsMark TalercioJuly 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?
Invest or Pay Down Mortgage?

7/26/25: I joined CBS Mornings to answer viewer questions from life insurance and lowering bills to your mortgage and the impact of canceling credit cards.

PodcastsMark TalercioJuly 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?
60 and Planning for Retirement at 67

7/25/25: I’m 60 years old and plan to work until 67, at which point I would like to call it quits. Am I on track to make this happen?

PodcastsMark TalercioJuly 25, 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?
Job Change With No 401(k)

7/24/25: I just changed jobs and I'm not sure what to do with my 401(k) from my previous employer as the new employer does not offer a retirement plan. 

PodcastsMark TalercioJuly 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?
Federal Service Early Retirement

7/23/25: After 34 years of working for the government I took an early retirement offer, am I good to never work again?

PodcastsMark TalercioJuly 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?
529 Plans vs Trump Accounts

7/22/25: With the new Trump Accounts now in the mix, is a 529 plan still the best account for college expenses?

PodcastsMark TalercioJuly 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?
How Far Behind Am I?

7/21/25: After having a lot of fun in my 20s and 30s, then getting serious in my 40s, how far behind am I for retirement?

PodcastsMark TalercioJuly 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?
Advice on Retaining a CFP

7/20/25: I am wondering if it's worth it just to maintain the relationship with the advisor that my parent's worked with for years, or seek out a lower-cost alternative?

PodcastsMark TalercioJuly 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?
Social Security Funding Crisis

7/19/25: A new projection shows Social Security is on track to deplete its funds for full payments earlier than previously forecasted. Mark and I discuss how it could impact beneficiaries and how the problem can potentially be fixed.

PodcastsMark TalercioJuly 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?
Need a Better Plan to Retire in Three Years

7/18/25: I’ve interviewed CFP providers but have chickened out when it came time to sign the documents and pay a fee, but retirement is closer than ever, and I need a better plan to retire in three years.

PodcastsMark TalercioJuly 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?
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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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