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Jill on Money with Jill Schlesinger

Latest episodes

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Dec 29, 2024 • 17min

Stacking Benjamins Part Two

Joe Saul-Sehy, the host of the popular "Stacking Benjamins" podcast, dives into personal finance strategies that resonate with many. He discusses the common challenges of seeking financial advice, emphasizing the importance of personalized service. The conversation shifts to the intersection of AI and finance, unpacking how AI can aid podcast production while warning against its pitfalls in providing financial guidance. Joe also highlights creative methods to align financial goals with life milestones, stressing the value of strong advisor-client relationships.
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Dec 28, 2024 • 20min

Stacking Benjamins Part One

Join Joe Saul-Sehy, host of the popular 'Stacking Benjamins' podcast and former financial planner, as he dives into the shifting dynamics of personal finance. He shares his inspiring journey from financial planner to educator and podcaster, emphasizing the importance of following one's passions. The discussion also highlights the evolution of the financial advisory landscape, the challenges aspiring advisors face, and the pitfalls of annuities. Get ready for insights on navigating investments and the necessity of mentorship in finance!
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Dec 27, 2024 • 17min

Should I Switch to Roth 401(k)?

Is it time to shift from a pre-tax 401(k) to a Roth? Explore the pros and cons of this transition. Delve into essential wealth management strategies for business owners. Listen to real-life listener questions about retirement and the complexities of financial infidelity. Understand the importance of financial separation and gain insights on comparing Roth and traditional accounts. Get ready to make informed financial decisions!
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Dec 26, 2024 • 20min

Nervous About Retirement

Feeling anxious about retirement? The conversation dives into how to navigate finances during this pivotal transition. It covers strategic income planning, pension details, and healthcare options to ensure steady cash flow. Listeners gain insights into retirement savings strategies, including the pros and cons of different account types. The impact of health and family dynamics on financial security is also discussed, highlighting the importance of contingency plans and understanding pension benefits for a secure future.
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Dec 25, 2024 • 6min

Merry Christmas!

Join in the festive spirit as the hosts delve into the tricky waters of investment strategies during the holiday season. They highlight the current economic challenges, including rising interest rates and real estate trends, while offering tips for business owners. Switching gears, they celebrate heartwarming Christmas classics and cherished family traditions. Expect joyful reflections on nostalgic films and the importance of sharing these timeless tales with the next generation, all while wishing listeners a merry and memorable holiday season.
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Dec 24, 2024 • 24min

Combining Finances With My Partner

Explore strategies to combine finances after a big move and job change. A couple discusses their aspirations for homeownership while weighing the benefits of a VA loan. The conversation dives into critical personal finance topics, including retirement savings and managing student debt. Patience and strategic decision-making are emphasized as they navigate financial goals together. The fun twist? Seasonal holiday cheer makes an appearance, reminding listeners of the importance of planning for both now and the future.
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Dec 23, 2024 • 22min

Looming Tax Issues?

Discover the challenges business owners face in managing finances and the benefits of flexible financial solutions. Explore strategic approaches to retirement withdrawals from 401(k) accounts and the tax implications of required minimum distributions. Dive into the complexities of pension and social security decisions, emphasizing the importance of savings and spending strategies. Learn how proactive planning can enhance financial stability and understand the nuances of managing assets and taxes—all crucial for a secure retirement.
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Dec 22, 2024 • 12min

I'm 57, Can I Retire?

At 57, navigating retirement can be daunting. The conversation dives into essential financial strategies and account management tailored for those nearing retirement. Listeners learn about managing low living expenses and optimizing Social Security benefits. Effective transition strategies like phased withdrawals and part-time work are discussed to ease emotional shifts. Plus, tips on managing a 401k and improving financial transparency with spouses provide valuable insights for achieving financial independence.
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Dec 21, 2024 • 14min

Can I Retire in Three Years?

Listen in as the hosts tackle the complexities of retirement planning, particularly for those nearing the finish line. They delve into strategies for managing personal assets, like Roth IRAs and brokerage accounts, while weighing the benefits of self-management versus hiring a financial advisor. The conversation shifts to financial dynamics after a big move, including lower living costs and budgeting for renovations. Expect insightful discussions about Social Security, pensions, and critical calculations for achieving sustainable financial health.
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Dec 20, 2024 • 16min

Can We Renovate Our Kitchen?

A homeowner grapples with the $75,000 question of whether to renovate their kitchen, weighing the financial implications. Experts emphasize aligning the renovation with long-term goals and judicious spending. They also discuss retirement planning challenges, investment fees, and the importance of sound financial decisions. The conversation wraps up with insights on balancing investments, highlighting the benefits of funds like the Vanguard Wellington. Listeners are encouraged to engage and explore more financial strategies.

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