Seeking Retirement

Taxes

Retirement income can be subject to taxes depending on the specific type of retirement account or benefit you receive and your tax bracket. Here are a few examples of common types of retirement income and how they may be taxed:

1. Social Security benefits: Social Security benefits are generally taxable if you have other substantial income in addition to your benefits. The amount of tax you pay on your benefits depends on your taxable income and tax filing status.

2. Traditional Individual Retirement Account (IRA) and 401(k) withdrawals: Withdrawals from traditional IRAs and 401(k)s are generally taxed as ordinary income at your current tax rate.

3. Roth IRA withdrawals: Withdrawals from Roth IRAs are generally tax-free if you are over the age of 59 1/2 and you have held the account for at least five years.

Showing 50 results of 1432

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

Do You Need a ‘Tax Strategist?’

Should your tax preparer also be giving you advice about how to live your tax life? In other words, do you actually need a tax strategist? The post Do You Need a ‘Tax Strategist?’ appeared...

whitecoatinvestor.com Nov 01 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

Tariffs: Balancing the Pros and Cons

From President Trump's upcoming tariffs on Canada, Mexico, and China to the historical legacy of the "Chicken Tax," tariffs have shaped economies and industries in ways both expected and unforeseen. I...

bigpictureretirement.libsyn.com Oct 31 2025

Inbox Questions | When Should You Stop Using TurboTax?

Today, we tackle a question many retirees face: Can you manage your taxes with DIY software like TurboTax, or is it time to bring in a professional? We'll explore the challenges of navigating tax comp...

bigpictureretirement.libsyn.com Oct 31 2025

Inbox Question | What's the Big Deal with HSAs

Daryl wants a simple explanation of why Health Savings Accounts matter and what makes them such a powerful retirement planning tool. Although this show does not provide specific tax, legal, or financi...

bigpictureretirement.libsyn.com Oct 31 2025

Inbox Question | Using IRA Withdrawals to Fund Daughter's Roth

John asks if taking larger IRA withdrawals beyond his RMD to fund his daughter's Roth IRA makes sense as a strategy to reduce future RMDs, lower estate taxes, and pass on tax-free assets. Although thi...

bigpictureretirement.libsyn.com Oct 31 2025

What Millionaire Retirees Fear Most (But Rarely Talk About)

For many affluent retirees, the biggest financial fear isn't market volatility or rising taxes. It's this simple question: What happens if I'm not the one here to manage the plan? In this episode, we ...

bigpictureretirement.libsyn.com Oct 31 2025

Bought a house for cash, no mortgage

I’m 63, setting up for retirement soon. Last year we sold the big suburban house and rented in a cheaper city. Lowered our COL by half. Not just saving the mortgage and taxes, but also on the we...

reddit.com Oct 19 2025

The 3 Worst Retirement Mistakes I See All the Time

Think your tax bill disappears in retirement? Think again. It may drop for a few quiet years, until RMDs, Social Security taxation, and Medicare IRMAA kick in. That “low-tax retirement” dr...

buzzsprout.com Oct 07 2025

How Many 401k Rollovers Per Year: Rules and Strategy

How many 401k rollovers per year can you do? Understand the one-per-year rule, direct rollovers, taxes, and smart timing with Boldin’s Savings Playbook. The post How Many 401k Rollovers Per Year...

boldin.com Sep 25 2025

Optimizing 401ks When You Change Jobs Mid-Year

Most people think the annual 401k limit is $70k. They're wrong. If you switch jobs or have a side hustle, you can open up a second 401k limit. Learn the strategy to contribute up to $140,000 into tax-...

faangfire.com Sep 19 2025

Roth Conversions: When to Make 'Em, When to Take 'Em - 547

A YMYW listener from Missouri and his wife are retired at 69 and 67, with less than $2 million dollars. Should they continue converting retirement savings to Roth for the tax-free growth? What should ...

purefinancial.com Sep 16 2025

What Charitable Contributions Are Deductible?

Do you know how to tell if a charitable contribution is deductible on your tax return? The IRS offers some tips to help you out. The post What Charitable Contributions Are Deductible? appeared first o...

financialducksinarow.com Sep 15 2025

Retiring in 2 years. How would RMDs hurt me?

I'm planning to retire in 2 years with about $3 million in savings. The vast majority of this total is currently in tax deferred IRAs. Using the 4% rule, I expect to be withdrawing $120k annually, adj...

reddit.com Sep 14 2025