Join more than 195,000 readers
Get our newest pieces delivered once a week, plus exclusive content we donโt share anywhere else.
Newest Articles
Learn about Money
Most Popular
Learn about Money
Spending Habits
Learn about Money
Investing
Learn about Money
Debt Paydown
Learn about Money
Financial Psychology
Learn about Money
All posts โ๐ผ

Our Tax Systemโs Unproductive Love Affair with Capital Gains

3 Ways to Lower Your Tax Bill in 2025 (and How to Navigate Those Weird Rollover IRA Forms)
![How to Contribute Thousands of Extra Roth Dollars Each Year [2025]](https://images.squarespace-cdn.com/content/v1/5e94adbc25a0ae61d843b475/1699041529137-WAGHUG2REFLSPCONVT1C/How+to+Contribute+Thousands+of+Extra+Roth+Dollars+Each+Year.png)
How to Contribute Thousands of Extra Roth Dollars Each Year [2025]
![In These Tax Brackets? The HSA + High-Deductible Plan Might be Cheaper for You [2025]](https://images.squarespace-cdn.com/content/v1/5e94adbc25a0ae61d843b475/1691878297679-2XN2UMZ0KYX2UOEV7ZOO/HSA+HDHP.png)
HSAs,
healthcare,
investing,
taxes
Katie Gatti Tassin
HSAs,
healthcare,
investing,
taxes
Katie Gatti Tassin
In These Tax Brackets? The HSA + High-Deductible Plan Might be Cheaper for You [2025]

How Being a Parent Changes the Traditional vs. Roth Calculus

taxes,
side hustles,
investing
Katie Gatti Tassin
taxes,
side hustles,
investing
Katie Gatti Tassin
The Simplest Optimal Accounts for Earners with W-2 and Self-Employment Income

How I Organize My Life for #TaxSZN

Is FICA Tax the Key to Solving the Traditional vs. Roth 401(k) Debate Once and for All?

Over-Contribute to a 401(k)? Hereโs What I Did

Will You be in a Higher Tax Bracket in Retirement? Maybe, But Itโs Unlikely

Accidentally Contributed to a Roth IRA? Donโt Make My Mistake

I Met with a CPA About My Tax Strategy to Save $30,000 in Taxes in 2022: Hereโs What I Learned

investing,
taxes,
early retirement
Katie Gatti Tassin
investing,
taxes,
early retirement
Katie Gatti Tassin
Should You Convert Your Rollover IRA to Roth?

side hustles,
taxes
Katie Gatti Tassin
side hustles,
taxes
Katie Gatti Tassin
Side Hustle Taxes: The (Free) Way Iโm Keeping Track of my 1099 and W2 Income Tax

When a Taxable Brokerage Account (Almost) Beats a Roth IRA

4 Tax Implications of Being Partially Self-Employed that You Need to Know for 2021โs Tax Season

UPDATED! The Ultimate Traditional 401(k) vs. Roth 401(k) Debate (Traditional Still Wins)

Why the Traditional 401(k) is Almost Definitely the Better Option if Youโre Single

Focus on What You Can Control: Preparing for When Markets Go Down
![How Rich People Legally Avoid Taxes, and You Can, Too [2025]](https://images.squarespace-cdn.com/content/v1/5e94adbc25a0ae61d843b475/1609616600219-VWHRHPPRU841KNK26KOW/image-asset.jpeg)