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The Five Questions for Peace of Mind in Retirement

Like many pre-retirees, it was the single most important question on my mind. "Do I have enough money?" Actually, being married, it was, "Do WE have enough money?" My wife and I were retiring at the s...

reddit.com Jan 05 2026

How to Retire in 2026: 5 Steps to Reach the Finish Line

Jeremy Keil explains the 5 steps you can take if you are planning to retire in 2026 or 2027. If you’ve been planning to retire in 2026 or 2027, it might feel like you still have plenty of time. But in...

keilfp.com Jan 04 2026

Should You Give Away Your Money in Retirement?

Jeremy Keil weighs the opportunities and risks associated with giving your money away to your kids and charity. Most retirees I talk with don’t worry about whether they can give money away. They worry...

keilfp.com Jan 04 2026

Stay unmanaged or change to managed retirement account?

My retirement account has always been unmanaged, but I rebalanced regularly. I'm considering changing it to a managed account now. I kinda like the idea of it having eyes on it and making changes. Of ...

reddit.com Jan 03 2026

The Top 3 Tax-Smart Ways to Give to Charity in 2025

Jeremy Keil explains the top 3 tax efficient strategies for charitable giving in 2025. Most people give to charity because it’s meaningful to them — not because of the tax break. And that’s the right ...

keilfp.com Dec 19 2025

7 Year-End Money Moves Before December 31

Jeremy Keil explores 7 money moves you can consider before the new year to lower your taxes and keep more of your money in retirement. Every December, people scramble to finish holiday shopping, trave...

keilfp.com Dec 10 2025

Year-End Planning: Annual Gifting Rules

In this episode, Roger Whitney, a retirement planner with 30 years of experience, breaks down annual gifting limits and year-end planning. He shares practical strategies for giving that make a real im...

share.transistor.fm Dec 10 2025

My Advisor Recommended an Annuity. Should I Buy It?

? Show Notes In this episode, Roger Whitney dives into the essentials of required minimum distributions, explaining the age thresholds, how the amounts are calculated using IRS life expectancy tables,...

share.transistor.fm Nov 19 2025

Inbox Question | Roth Conversion Strategy for High Earners

Meera and her husband have $4.5 million in retirement accounts and a $430K income. They want guidance on when to start Roth conversions, how much to convert each year, and whether to continue 401(k) c...

bigpictureretirement.libsyn.com Nov 13 2025

Inbox Question | Typical Costs of Estate Planning

David asks for a general idea of what estate planning services typically cost, following up on the six-part podcast series. Although this show does not provide specific tax, legal, or financial advice...

bigpictureretirement.libsyn.com Nov 08 2025

The Hidden Cost of Delaying Social Security

You've heard it a thousand times: "Wait until 70 to file for Social Security." But if that's such obvious advice, why do most retirees file earlier? In this episode, we uncover the hidden cost of wait...

bigpictureretirement.libsyn.com Nov 03 2025

Overview of the One, Big, Beautiful Bill

In this episode, we break down the newly signed One Big Beautiful Bill Act (OBBBA) and what it means for retirees. From the extension of the 2017 tax cuts to new rules around Roth conversions, Social ...

bigpictureretirement.libsyn.com Oct 31 2025

Inbox Question | How Filing Early Impacts the Spousal Benefit

Today we answer a question from Ken, a recent retiree at 63, about how his Social Security claiming decision impacts his wife's future spousal benefit. We break down how spousal benefits are calculate...

bigpictureretirement.libsyn.com Oct 31 2025

Why Taxes In Retirement Get More Complicated

Most retirees think tax planning ends with knowing their tax bracket, but that's just the beginning. In this episode, we unpack how different income sources interact in retirement, and how seemingly s...

bigpictureretirement.libsyn.com Oct 31 2025

Inbox Question | The Good Life Abroad: Would We Go?

Today we answer a question from Chris about The Good Life Abroad and whether we plan to take a trip with the company. We share our thoughts on the concept, what interests us about their offerings, and...

bigpictureretirement.libsyn.com Oct 31 2025

Inbox Question | How Much Umbrella Insurance Do You Need?

Today we answer a question from Sandi about how much umbrella insurance coverage you really need — especially as you approach retirement. We discuss why someone might choose a $2 million policy,...

bigpictureretirement.libsyn.com Oct 31 2025