Personal Finance Articles

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4615 Articles

Danielle Liverance | Jun 2, 2026 at 9:56 AM EDT

Business Owners: The One Tax Move Financial Advisors Say You Can’t Skip Before Year-End

On the Retire SMART Podcast episode “Year-Round Tax Planning,” the guest drew a line most business owners never think about:…

Danielle Liverance | Jun 2, 2026 at 9:53 AM EDT

Don McDonald Explains Why Higher Earners Should Skip Roth 401(k) Matches Before Retirement

On a recent episode of the Talking Real Money podcast titled “You’re Right, Of Course.”, co-host Don McDonald addressed a…

Drew Wood | Jun 2, 2026 at 9:48 AM EDT

The State Residency Move a Couple With $4 Million Made One Year Before Selling Their Business to Save $340,000 in Tax

A California couple in their late 50s with $4 million in retirement accounts and a closely held LLC interest worth…

Christy Bieber | Jun 2, 2026 at 9:24 AM EDT

This Social Security Filing Mistake Can Be Really Hard to Fix

Retirees can choose from a number of different Social Security filing ages. And there are a few significant ones to…

Drew Wood | Jun 2, 2026 at 9:22 AM EDT

A $720,000 Income Portfolio That Pays Like a Part-Time Consulting Practice Without the Client Acquisition Grind

A $720,000 annual income is the kind of figure most people associate with a senior consultant’s billing target rather than…

Carl Sullivan | Jun 2, 2026 at 9:20 AM EDT

$400,000 Annuity Guarantees $2,500 a Month for Life. Is It Worth It?

A 65-year-old retiree with $400,000 in a rollover IRA and no pension faces a pitch. Hand over the money today…

Carl Sullivan | Jun 2, 2026 at 8:38 AM EDT

How Far Does $12,000 a Month in Retirement at Age 65 Go?

Congratulations! You retired last month at age 65 with a paid-off house and a steady $12,000 a month coming in.…

Danielle Liverance | Jun 2, 2026 at 8:38 AM EDT

The Medicare Surcharge Suze Orman Says Most Home Sellers Don’t Find Out About Until It’s Too Late

On a recent highlights replay of Ask KT & Suze Anything, Suze Orman pulled Pat’s question back into the spotlight…

Gerelyn Terzo | Jun 2, 2026 at 8:30 AM EDT

Divorced Spouse Benefit Worth $1,840 a Month: The Social Security Rule Most Americans Miss

A woman turns 64, starts mapping out when to claim Social Security, and discovers a rule she had never heard…

Drew Wood | Jun 2, 2026 at 7:38 AM EDT

The Special Needs Trust a 64-Year-Old Mother Set Up Before Her Adult Son’s Disability Disqualified Him From the Family Inheritance

A 64-year-old widow with $2.4 million in assets has a 35-year-old son with a developmental disability who depends on SSI…

Drew Wood | Jun 2, 2026 at 7:08 AM EDT

How a $530,000 Covered Call Portfolio Can Generate $66,000 a Year

A $66,000 annual income is roughly in line with the median U.S. household income and represents a common retirement target…

Drew Wood | Jun 2, 2026 at 6:39 AM EDT

What Would It Be Like to Retire to a Fishing Town in Montana With $3.2 Million Invested?

You’re 61 with a portfolio in the low seven figures, eyeing retirement in a small Western town with a good…

Drew Wood | Jun 2, 2026 at 6:34 AM EDT

This $2.5 Million Portfolio Delivers $14,500 a Month With Three Income Buckets

A 68-year-old couple with $2.5 million in savings and a monthly spending goal of $14,500 faces a straightforward income challenge.…

Drew Wood | Jun 2, 2026 at 5:45 AM EDT

Want to Retire In a Tropical Caribbean Paradise on Social Security Only? Here’s How.

A surprising number of Americans reach retirement with a simple question: can Social Security alone support a comfortable life overseas?…

Drew Wood | Jun 2, 2026 at 5:15 AM EDT

The Roth IRA Five-Year Clock a 60-Year-Old Retiree Discovered After Converting $400,000 and Trying to Withdraw

A 60-year-old retiree converted $400,000 from a traditional IRA to a Roth IRA in 2025, paid the tax bill, and…

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Personal Finance Articles

All Personal Finance Articles

Business Owners: The One Tax Move Financial Advisors Say You Can’t Skip Before Year-End

Don McDonald Explains Why Higher Earners Should Skip Roth 401(k) Matches Before Retirement

The State Residency Move a Couple With $4 Million Made One Year Before Selling Their Business to Save $340,000 in Tax

This Social Security Filing Mistake Can Be Really Hard to Fix

A $720,000 Income Portfolio That Pays Like a Part-Time Consulting Practice Without the Client Acquisition Grind

$400,000 Annuity Guarantees $2,500 a Month for Life. Is It Worth It?

How Far Does $12,000 a Month in Retirement at Age 65 Go?

The Medicare Surcharge Suze Orman Says Most Home Sellers Don’t Find Out About Until It’s Too Late

Divorced Spouse Benefit Worth $1,840 a Month: The Social Security Rule Most Americans Miss

The Special Needs Trust a 64-Year-Old Mother Set Up Before Her Adult Son’s Disability Disqualified Him From the Family Inheritance

How a $530,000 Covered Call Portfolio Can Generate $66,000 a Year

What Would It Be Like to Retire to a Fishing Town in Montana With $3.2 Million Invested?

This $2.5 Million Portfolio Delivers $14,500 a Month With Three Income Buckets

Want to Retire In a Tropical Caribbean Paradise on Social Security Only? Here’s How.

The Roth IRA Five-Year Clock a 60-Year-Old Retiree Discovered After Converting $400,000 and Trying to Withdraw

The No. 1 Reason to Buy and Hold Walmart Forever Has Virtually Nothing to Do With Its Brick-and-Mortar Stores

Social Security’s $68 Billion Giveaway Just Ran into a Brick Wall

Redwire is a Contract Success Story You’ll Regret Not Buying on the Next Dip

Half of Thirtysomethings Prioritize Retirement Planning, but Only 29% Have an Actual Written Plan

How Closed-End Funds at a 12% Discount Can Turn $300,000 Into $30,000 a Year

The No. 1 Reason to Buy and Hold Walmart Forever Has Virtually Nothing to Do With Its Brick-and-Mortar Stores

Social Security’s $68 Billion Giveaway Just Ran into a Brick Wall

Personal Finance Articles

All Personal Finance Articles

Business Owners: The One Tax Move Financial Advisors Say You Can’t Skip Before Year-End

Don McDonald Explains Why Higher Earners Should Skip Roth 401(k) Matches Before Retirement

The State Residency Move a Couple With $4 Million Made One Year Before Selling Their Business to Save $340,000 in Tax

This Social Security Filing Mistake Can Be Really Hard to Fix

A $720,000 Income Portfolio That Pays Like a Part-Time Consulting Practice Without the Client Acquisition Grind

$400,000 Annuity Guarantees $2,500 a Month for Life. Is It Worth It?

How Far Does $12,000 a Month in Retirement at Age 65 Go?

The Medicare Surcharge Suze Orman Says Most Home Sellers Don’t Find Out About Until It’s Too Late

Divorced Spouse Benefit Worth $1,840 a Month: The Social Security Rule Most Americans Miss

The Special Needs Trust a 64-Year-Old Mother Set Up Before Her Adult Son’s Disability Disqualified Him From the Family Inheritance

How a $530,000 Covered Call Portfolio Can Generate $66,000 a Year

What Would It Be Like to Retire to a Fishing Town in Montana With $3.2 Million Invested?

This $2.5 Million Portfolio Delivers $14,500 a Month With Three Income Buckets

Want to Retire In a Tropical Caribbean Paradise on Social Security Only? Here’s How.

The Roth IRA Five-Year Clock a 60-Year-Old Retiree Discovered After Converting $400,000 and Trying to Withdraw

The No. 1 Reason to Buy and Hold Walmart Forever Has Virtually Nothing to Do With Its Brick-and-Mortar Stores

Social Security’s $68 Billion Giveaway Just Ran into a Brick Wall

Redwire is a Contract Success Story You’ll Regret Not Buying on the Next Dip

Featured Reads

Half of Thirtysomethings Prioritize Retirement Planning, but Only 29% Have an Actual Written Plan

How Closed-End Funds at a 12% Discount Can Turn $300,000 Into $30,000 a Year