Will You Get a ‘Surprise’ Tax Bill on Your Social Security Benefits in Retirement?
Social Security benefit payments might land you in hot water when filing 2025 taxes — here are three reasons why....
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.
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Social Security benefit payments might land you in hot water when filing 2025 taxes — here are three reasons why....
Your IRA will likely turn into an inherited IRA one day. Without proper planning, the IRS will take a big chunk of it....
You’ve heard Joe and Big Al talk about the benefits of tax diversification in retirement. That is, having money in tax-deferred, tax-free, and taxable accounts. But what should you do if this ta...
If my posts on the mistake of chasing value stocks or the need to invest big money to make life-changing money don’t resonate, consider hiring a financial professional to manage your portfolio. ...
Being a physician means that working long hours, keeping complex details in your head, and making big decisions on the ... Read more...
Could the Social Security 90th anniversary be a good time to revisit outdated tax thresholds?...
Since residents earn in the upper five-figure range, it’s easy for many to assume that tax optimization is a future-them ... Read more...
The new tax legislation offers unique opportunities to make smart financial moves and save on taxes, especially for people nearing or in retirement with significant savings....
I've tried searching for an answer to this and have found bits and pieces but am still confused. If I should be posting this somewhere else, please let me know and apologies in advance! My husband sta...
The portability of the estate tax exemption from one spouse to another has traps and pitfalls that many people don't know....
For Americans in lower- and middle-income tax brackets, the enhanced deduction for older people reduces taxable income, shielding most of their Social Security benefits from being taxed....
What is one thing the OBBBA Tax Changes have in common with the Alps? Today, I’m going to answer that riddle. I’m also going to highlight the key issues from […] The post OBBBA Tax ...
In this week's Ask the Editor Q&A, we answer tax questions from readers on converting a traditional IRA to a Roth IRA....
For years, I gave to charity by donating cash. But I've changed my approach to maximize my tax savings while still giving the same amount. The post Optimizing Charitable Giving for Maximum Tax Savings...
To read this story on KSL.com, click here. “You’ve heard of ‘compounding interest,’ right?” asks Utah financial advisor Ryan Thacker. “It’s your money rolling...
In Spring 2025, I sold one of my properties and successfully excluded $500,000 in capital gains, tax-free, thanks to the IRS Section 121 Exclusion. For those unfamiliar, this powerful rule allows home...
Here are several ways financial professionals can help their clients maximize opportunities in the One Big Beautiful Bill Act, which extends key TCJA provisions, introduces increased deductions for pe...
Time anxiety is the hidden tax on ambition. Discover Chris Guillebeau’s insights on reclaiming time as true wealth, beyond money, urgency, and endless to-dos....
You're cruising along in retirement, and then bam: Your Medicare premiums soar because your income crossed the limit. Take a breath. There could be a solution....
The biggest misunderstanding regarding retirement and taxes is ... that most people believe that their retirement accounts belong to them. Watch it, don't watch it ... I offer this as an educational o...
How do you retire ‘tax-free’? This state doesn’t tax retirement income, has a low median property tax bill, and even offers savings on gas. Are you ready for a move?...
What does the “One Big Beautiful Bill Act” mean for your retirement? Find out how the latest tax legislation—from permanent TCJA extensions to surprising changes in charitable giving...
Use this calculator to see the effect on your total deductions and your taxes from the SALT cap increase in the 2025 Trump tax law. Learn the Nuts and Bolts I put everything I use to manage my money i...
How much you make matters, but how much you keep matters more, especially in cities with high income taxes. For middle-class families, tax burden can quietly drain thousands of dollars each year. This...
A deep dive into “No Tax on Overtime” in the new 2025 Trump tax law, with a calculator to estimate tax savings. It's not what you think. Learn the Nuts and Bolts I put everything I use to ...
A deep dive into "no tax on tips" in the new 2025 Trump tax law, with a calculator to estimate tax savings. What qualifies and what doesn't? Learn the Nuts and Bolts I put everything I use to manage m...
If you have a significant amount in tax-deferred retirement accounts, you could be sitting on a tax time bomb. Luckily, there's a way to defuse the situation....
We've made the OBBBA tax updates in the Planner. Learn more about what's changed and discover opportunities to optimize your tax planning. The post Boldin’s Recent OBBBA Tax Updates: What’...
The One Big Beautiful Bill Act's increase of the state and local tax (SALT) deduction cap creates an opportunity to use multiple non-grantor trusts to maximize deductions and enhance estate planning....
Imagine spending your life building wealth, investing in real estate, stocks, or your business, with the hope of leaving a legacy for your children. Then one day, you find yourself wondering:Will the ...
The 2025 Trump tax law made car loan interest deductible with many strings and only temporarily. See what qualifies and what does not. Learn the Nuts and Bolts I put everything I use to manage my mone...
What is the best type of account for you to allocate your retirement savings? One of the biggest factors in helping you make this decision will be taxes. In this episode, we discuss: Current tax deduc...
Today, I'm joined by one of the country's most renowned tax and retirement distribution experts—Ed Slott. Ed is a CPA, best-selling author, and the founder of Ed Slott and Company. He’s al...
With the 2024 presidential election now behind us, what does that mean for the future of tax policies, tax rates, and their impact on your lifelong savings? In this episode, we discuss: A brief histor...
Learn about the safe harbor rule and how and why to do estimated tax payments while avoiding penalties and interest as a self-employed doctor. The post Estimated Taxes and the Safe Harbor Rule appeare...
You’ve got your tax-free Roth accounts and your tax-deferred retirement accounts. Should you invest the same way in each? Kevin in Denver wants toknow. Jim and Pam in Orange County are eligible ...
Here’s what’s really happening with taxes on Social Security benefits under Trump’s new tax plan....
The new 2025 Trump tax law doesn't eliminate federal income tax on Social Security benefits. Social Security is still taxable just as before. Learn the Nuts and Bolts I put everything I use to manage ...
In this week's Ask the Editor Q&A, we answer tax questions from readers on the rules on inheriting IRAs....
When retiring early, married couples can use this little-known (and legitimate) strategy to take a six-figure income every year — tax-free....
What if you did everything “right” in retirement, but were still left surprised? That’s exactly what happened to Fritz Gilbert, one of our favorite past podcast guests. In this episo...
Municipal bonds can be good insurance against inflation — and interest is tax-free. But as with all investments, understanding risk is key....
In this week's Ask the Editor Q&A, we answer tax questions from readers on paper checks, hurricane losses, IRAs and timeshares....
Tech advancements have made it possible to continuously monitor and rebalance portfolios, allowing for harvesting losses throughout the year rather than just once a year....
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 seemi...
Eliminating taxes on Social Security benefits is missing from President Trump’s proposed tax overhaul. Here’s why and what an alternative offering could mean for retirement taxes....
Republican lawmakers proposed a retaliatory tax on foreign investors that experts warn could lead to job losses in the U.S....
Retirement in the Bahamas may be worth considering for high-net-worth individuals who hate paying taxes on income and capital gains....
In our latest Ask the Editor round-up, Joy Taylor, The Kiplinger Tax Letter Editor, answers four questions on deductions, tax proposals and IRAs....
A financial planner raises some key considerations for navigating retirement with a pension and recommends four strategies....