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Jill Mark
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PODCASTS

Is the Annuity Too Good to Be True?

6/27/25: A financial planner is suggesting an annuity to provide guaranteed income to bridge the gap between retirement and Social Security. Is it the right product for us?

PodcastsMark TalercioJune 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?
Hubby Hates Job, Can He Quit?

6/26/25: My husband hates his job, and has hated it for years. Can he get a lower paying job earning about half of what he does now, but still keep us on track for retirement at age 55.

PodcastsMark TalercioJune 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?
Convincing Hubby We're Okay

6/25/25: I've been on the show before, but I'm still struggling to convince my hubby that we have enough money to retire. Can you help again?

PodcastsMark TalercioJune 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?
Should I Collect Social Security Early?

6/24/25: I'm 68 and was planning on waiting until 70 for Social Security, but I am concerned about the shortfall and the potential for means testing. Should I take it now?

PodcastsMark TalercioJune 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?
Saving for Retirement vs College Funding

6/23/25: We're looking to increase our retirement contributions and wondering what is the best choice(s) as we would also like to help our children pay for college. 

PodcastsMark TalercioJune 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 Take a Less Stressful Job?

6/22/25: While my current salary is great, it is stressful and takes me away from my wife and two young kids. The goal would be to find another job with a comparable salary, but how far down could I go if needed?

PodcastsMark TalercioJune 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?
Navigating the Summer Job Market

6/21/25: If your child is looking for a summer job, it could be more challenging as job growth trends downward. Mark and I discuss some tips on how to navigate the market.

PodcastsMark TalercioJune 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?
Am I in Good Shape to Retire Next Year?

6/20/25: I'm 64 and hoping to retire next fall at the age of 65. Am I on track to do it?

PodcastsMark TalercioJune 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?
When Can I Safely Retire?

6/19/25: I just turned 60 and now I'm wondering if I can retire next year?

PodcastsMark TalercioJune 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?
On Track for Retirement in 12 Years?

6/18/25: With two teacher pensions on the horizon, are we on track to retire in 12 years or so?

PodcastsMark TalercioJune 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?
What Is a Safe Withdrawal Rate?

6/17/25: What do you consider a safe withdrawal rate for a couple retiring at the age of 65?

PodcastsMark TalercioJune 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?
Back to the Office After 26 Years Remote

6/16/25: My job of 30 years, with 26 of them being remote, is now requiring in office four days a week. How long, if at all, I will need to suck it up?

PodcastsMark TalercioJune 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?
Helping Newly Widowed Father-In-Law

6/15/24: My mother-in-law passed away unexpectedly a few months ago at age 72, just days after retiring. She managed all the finances and I want to make sure we're steering my father-in-law in the right direction.

PodcastsMark TalercioJune 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?
Finding the Right Advisor

6/14/25: What are some of the factors to consider when you're hiring a financial advisor? Mark and I discuss.

PodcastsMark TalercioJune 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?
Medical Condition Has Me Pondering Retirement

6/13/25: I am about to turn 54 and over the past few years a medical condition has slowly made it harder to work and live an active lifestyle. Can I retire?

PodcastsMark TalercioJune 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?
New Job, New Retirement Plan Options

6/12/25: I'm 50, changing jobs, and have to choose between a pension or a 401(k). Which should I go with?

PodcastsMark TalercioJune 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?
Can I Buy That Dream Retirement Home?

6/11/25: I am looking to buy my dream retirement home and I think I'm in a strong enough position overall to take the leap. Should I do it?

PodcastsMark TalercioJune 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?
Retired With Various Streams of Income

6/10/25: We are a retired couple and own three rental properties that cover all our financial needs. Should we convert our IRAs and pay the taxes now, staying in the 24% tax bracket.

PodcastsMark TalercioJune 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?
Life Insurance With Long-Term Care Rider

6/9/25: Our advisor is suggesting we look into life insurance with a long-term care rider. We are concerned about the cost/benefit of such a policy and are not huge fans of life insurance. What do you think?

PodcastsMark TalercioJune 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?
Tired of My Industry, Can I Retire by Age 50?

6/8/25: I have a complete distaste for the industry in which I work, and my soul needs a break. Do you think I can retire by 50?

PodcastsMark TalercioJune 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?
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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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