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Drew Wood
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Everything by Drew.

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Personal Finance

Here’s How Much You’d Need in Dividends to Quit a $70,000 Job You Hate

May 29, 2026 Personal Finance

Arizona’s Retirement Advantage Comes With a Sales Tax Trap

May 29, 2026 Personal Finance

Retiring at 65 With $2.4 Million Means Funding a $58,000 Caregiver Bridge for an Aging Parent

May 29, 2026 Personal Finance

It’s Possible to Retire on Social Security Alone in Knoxville. Here’s How.

May 29, 2026 Personal Finance

Can Dividends Replace a $110,000 Salary? Sure, But Here’s What You Need Invested

May 29, 2026 Personal Finance

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

May 28, 2026 Personal Finance

The Dividend Portfolio That Could Make Your Car Payment Disappear

May 28, 2026 Personal Finance

Retiring to Mexico on Social Security Only: Where the Math Works and Where It Breaks

May 28, 2026 Personal Finance

What It Takes to Retire in a Colorado Mountain Town Where No One Bothers You

May 28, 2026 Personal Finance

The $850,000 Portfolio That Lets You Visit Your Grandkids

May 28, 2026 Personal Finance

Charleston’s 4% vs. 6% Tax Gap Could Change Your Retirement by Six Figures

May 28, 2026 Personal Finance

How To Generate $7,500 a Month in Dividend Income for a Beyond-Comfortable Retirement

May 28, 2026 Personal Finance

A $625,000 Portfolio That Quietly Pays You $35,000 a Year

May 27, 2026 Personal Finance

How a 60-Year-Old Widow Could Generate $1,800 a Month From a $400,000 Portfolio

May 27, 2026 Personal Finance

How To Generate $4,000 a Month in Dividend Income and Push Retirement From “Getting By” to “Borderline Luxurious”

May 27, 2026 Personal Finance

The Tax Free Muni Bond Portfolio That Replaces a $75,000 Salary at $1.6 Million Invested

May 27, 2026 Personal Finance

A $275,000 Portfolio That Pays More Than the Average Social Security Check

May 26, 2026 Personal Finance

Inflation Adjusted Dividend Income: How to Replace $80,000 in Today’s Dollars 20 Years From Now

May 26, 2026 Personal Finance

How $450,000 Can Deliver a $27,000 Paycheck Without Working a Day

May 26, 2026 Personal Finance

A 61-Year-Old With $1.6 Million Can Walk Away by January 2027 If Two Specific Numbers Stay in Line

May 26, 2026