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David Beren | May 28, 2026 at 8:14 PM EDT

The Single Year of Roth Conversion That Saved a 64-Year-Old $312,000 Over a 20-Year Retirement

The setup: one quiet tax year before Social Security and Medicare lock in A 64-year-old single retiree wrapped up her…

Carl Sullivan | May 28, 2026 at 5:23 PM EDT

58-Year-Old Just Inherited $1.2M IRA. One Wrong Move Could Cost Her $310K in Taxes

A 58-year-old marketing director earning $245,000 just inherited a $1.2 million traditional IRA from her father, who died in 2026…

David Beren | May 28, 2026 at 4:19 PM EDT

The $920,000 Roth IRA Trap: Why Buying Real Estate Inside Your Retirement Account Usually Backfires

A 64-year-old couple sitting on a $920,000 Roth IRA was pitched a strategy that sounds almost too good to be…

David Beren | May 28, 2026 at 2:14 PM EDT

The Roth Conversion Mistake That Cost an Early Retiree Couple $86,400 in ACA Premium Tax Credits Before They Realized They Lost the Subsidy

Roth conversions look like free money on a spreadsheet: pay tax now at a lower bracket, never pay tax on…

Carl Sullivan | May 28, 2026 at 2:13 PM EDT

Tax Bomb: Employer Stock Inside $4.2M 401(k) Could Cost Dearly

A senior director at a public mega-cap company is wrapping up her career at age 61. Her 401(k) sits at…

Carl Sullivan | May 28, 2026 at 1:12 PM EDT

$750,000 Annuity Locks In $4,200 a Month for Life, but Gives Up $610,000 Inheritance

The pitch sounds clean. Hand an insurance company $750,000 and receive $4,200 a month for life, regardless of what the…

Danielle Liverance | May 28, 2026 at 12:31 PM EDT

I’m 40, just divorced with $85,000 income and nothing saved. Can I really become a multimillionaire by 65?

A recently divorced caller phoned Ramsey Everyday Millionaires with a familiar mid-life math problem: 21 years of marriage gone, $85,000…

Ian Cooper | May 28, 2026 at 12:07 PM EDT

Want $9,000 in Annual Passive Income? Invest $100,000 Into These 3 Monthly Paying Funds

A $100,000 portfolio throwing off $750 a month answers the retirement income question. The math is unforgiving: $9,000 a year…

Ian Cooper | May 28, 2026 at 11:35 AM EDT

Florida Retirees Face $10,000 Annual Insurance Shock: The New Hidden Cost of Coastal Retirement

The retiree who paid off the house to lock in low costs in retirement is now watching property insurance behave…

Drew Wood | May 28, 2026 at 11:32 AM EDT

How Much Does This Dentist Need Invested to Replace $150,000 a Year With Dividends?

Replacing a dentist’s $150,000 salary entirely with dividend income is a goal that lands squarely in high-earner territory, anchoring a…

Danielle Liverance | May 28, 2026 at 11:31 AM EDT

I Spent $100K Fighting My Ex and Now My Boyfriend Wants to Support Me: Should I Let Him?

A single mother who already burned $100,000 on legal and travel expenses fighting her daughter’s father called into The Ramsey…

Ian Cooper | May 28, 2026 at 11:14 AM EDT

A 64-Year-Old Selling a Family Business for $3.2 Million Faces a $740,000 Capital Gains Tax Bill Without Planning

Selling a business you spent 30 years building should feel like a finish line. For a 64-year-old California owner cashing…

Ian Cooper | May 28, 2026 at 11:13 AM EDT

The Hidden $20,000 IRMAA Cliff a Retired Couple Walked Into After One Roth Conversion in the Wrong Year

Linda and Mark retired at 64 with a clean plan: convert a chunk of their traditional IRA to a Roth…

Maurie Backman | May 28, 2026 at 11:01 AM EDT

Trump Promised Not to Cut Social Security and Then Quietly Did It Anyway

In the course of his presidential campaign, Donald Trump had a lot to say about Social Security. And that makes…

David Beren | May 28, 2026 at 10:59 AM EDT

The 0% Capital Gains Bracket: How Retirees Can Realize $94,000 in Tax-Free Gains

A retired couple in their mid-60s, sitting on a large brokerage account with decades of embedded gains, has one of…

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Personal Finance Articles

All Personal Finance Articles

The Single Year of Roth Conversion That Saved a 64-Year-Old $312,000 Over a 20-Year Retirement

58-Year-Old Just Inherited $1.2M IRA. One Wrong Move Could Cost Her $310K in Taxes

The $920,000 Roth IRA Trap: Why Buying Real Estate Inside Your Retirement Account Usually Backfires

The Roth Conversion Mistake That Cost an Early Retiree Couple $86,400 in ACA Premium Tax Credits Before They Realized They Lost the Subsidy

Tax Bomb: Employer Stock Inside $4.2M 401(k) Could Cost Dearly

$750,000 Annuity Locks In $4,200 a Month for Life, but Gives Up $610,000 Inheritance

I’m 40, just divorced with $85,000 income and nothing saved. Can I really become a multimillionaire by 65?

Want $9,000 in Annual Passive Income? Invest $100,000 Into These 3 Monthly Paying Funds

Florida Retirees Face $10,000 Annual Insurance Shock: The New Hidden Cost of Coastal Retirement

How Much Does This Dentist Need Invested to Replace $150,000 a Year With Dividends?

I Spent $100K Fighting My Ex and Now My Boyfriend Wants to Support Me: Should I Let Him?

A 64-Year-Old Selling a Family Business for $3.2 Million Faces a $740,000 Capital Gains Tax Bill Without Planning

The Hidden $20,000 IRMAA Cliff a Retired Couple Walked Into After One Roth Conversion in the Wrong Year

Trump Promised Not to Cut Social Security and Then Quietly Did It Anyway

The 0% Capital Gains Bracket: How Retirees Can Realize $94,000 in Tax-Free Gains

Live: Will Casey’s Crush Q4 Earnings Tonight After The Bell?

Veteran Hedge Fund Manager: Anthropic Targets $500 Billion Market Opportunity as ‘Just Coding Alone Has Completely Taken Off’

New Inflation Data Confirms the end of Kevin Warsh’s Honeymoon

Fidelity’s 2026 Study: 76% of Boomers Are Counting on Social Security While Younger Generations Lean on Workplace Plans

Fidelity's 2026 Study: 76% of Boomers Are Counting on Social Security While Younger Generations Lean on Workplace Plans

74-Year-Old With $2.6M Discovers Late Husband's IRA RMD Doubled Her Tax Bill

Veteran Hedge Fund Manager: Anthropic Targets $500 Billion Market Opportunity as ‘Just Coding Alone Has Completely Taken Off’

New Inflation Data Confirms the end of Kevin Warsh’s Honeymoon

Personal Finance Articles

All Personal Finance Articles

The Single Year of Roth Conversion That Saved a 64-Year-Old $312,000 Over a 20-Year Retirement

58-Year-Old Just Inherited $1.2M IRA. One Wrong Move Could Cost Her $310K in Taxes

The $920,000 Roth IRA Trap: Why Buying Real Estate Inside Your Retirement Account Usually Backfires

The Roth Conversion Mistake That Cost an Early Retiree Couple $86,400 in ACA Premium Tax Credits Before They Realized They Lost the Subsidy

Tax Bomb: Employer Stock Inside $4.2M 401(k) Could Cost Dearly

$750,000 Annuity Locks In $4,200 a Month for Life, but Gives Up $610,000 Inheritance

I’m 40, just divorced with $85,000 income and nothing saved. Can I really become a multimillionaire by 65?

Want $9,000 in Annual Passive Income? Invest $100,000 Into These 3 Monthly Paying Funds

Florida Retirees Face $10,000 Annual Insurance Shock: The New Hidden Cost of Coastal Retirement

How Much Does This Dentist Need Invested to Replace $150,000 a Year With Dividends?

I Spent $100K Fighting My Ex and Now My Boyfriend Wants to Support Me: Should I Let Him?

A 64-Year-Old Selling a Family Business for $3.2 Million Faces a $740,000 Capital Gains Tax Bill Without Planning

The Hidden $20,000 IRMAA Cliff a Retired Couple Walked Into After One Roth Conversion in the Wrong Year

Trump Promised Not to Cut Social Security and Then Quietly Did It Anyway

The 0% Capital Gains Bracket: How Retirees Can Realize $94,000 in Tax-Free Gains

Live: Will Casey’s Crush Q4 Earnings Tonight After The Bell?

Veteran Hedge Fund Manager: Anthropic Targets $500 Billion Market Opportunity as ‘Just Coding Alone Has Completely Taken Off’

New Inflation Data Confirms the end of Kevin Warsh’s Honeymoon

Fidelity’s 2026 Study: 76% of Boomers Are Counting on Social Security While Younger Generations Lean on Workplace Plans

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Fidelity's 2026 Study: 76% of Boomers Are Counting on Social Security While Younger Generations Lean on Workplace Plans

74-Year-Old With $2.6M Discovers Late Husband's IRA RMD Doubled Her Tax Bill