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Misunderstanding These Real Estate Tax Strategies Could Cost You Thousands

Misunderstanding These Real Estate Tax Strategies Could Cost You Thousands

REPS and short-term rental exceptions are among the most powerful—and misunderstood—tools in a real estate investor’s tax strategy. Misapplying them …

House Tax Bill Adds MAGA Accounts And Expands 529 Plans

House Tax Bill Adds MAGA Accounts And Expands 529 Plans

Breaking down the House Ways and Means Committee Budget Reconciliation Bill, as it relates to higher education, student loans, and education tax bene…

How Real Estate Investors Will Be Affected If the Tax Cuts & Jobs Act Expires

How Real Estate Investors Will Be Affected If the Tax Cuts & Jobs Act Expires

While everyone is focused on President Trump’s tariffs, the clock is ticking on one of the most significant tax reforms in recent history. Many provi…

13 Ways to Screw Up Tax-Loss Harvesting

13 Ways to Screw Up Tax-Loss Harvesting

It's amazing all of the different ways people can screw up tax-loss harvesting. Let's outline a few mistakes to help others avoid them. The post 13 W…

Congress Moves To Extend Key Tax Benefits For Disabled Americans

Congress Moves To Extend Key Tax Benefits For Disabled Americans

House tax bill would extend 529 ABLE account perks for savers with disabilities, allowing more flexibility. The post Congress Moves To Extend Key Tax…

Tax Plan Extends Some Tax-Free Student Loan Forgiveness

Tax Plan Extends Some Tax-Free Student Loan Forgiveness

Proposed GOP House tax bill extends tax-free loan forgiveness only for death and disability, leaving out other student loan forgiveness programs. The…

The Ultimate Military Tax Strategy Guide

The Ultimate Military Tax Strategy Guide

The Ultimate Military Tax Strategy Guide From Military To Millionaire The Ultimate Military Tax Strategy Guide: Save Thousands and Maximize Your Retu…

How to Create Huge Tax Savings Funding Your Kid’s College (& FIRE on Time!)

How to Create Huge Tax Savings Funding Your Kid’s College (& FIRE on Time!)

Paying for college is one of the biggest financial hurdles families face—even as you’re chasing or approaching FIRE. What’s the smartest way to save …

Get Your Tax Bill Down

Get Your Tax Bill Down

Answering reader questions about tax-loss harvesting, tax implications for changing your 529 beneficiary, gift tax rules, tax withholdings, and the h…

Congress Moves To Make All Pell Grants Tax-Free

Congress Moves To Make All Pell Grants Tax-Free

Lawmakers propose expanding Pell Grant use and tax credit eligibility. The post Congress Moves To Make All Pell Grants Tax-Free appeared first on The…

Federal Income Tax Brackets And IRS Tax Tables For 2025

Federal Income Tax Brackets And IRS Tax Tables For 2025

Are you wondering what the 2025 Federal Tax Income Brackets are, and where you land on the IRS tax table? Here's a chart and other things to keep in …

FIRE in San Francisco: Updated Projections After Taxes, Social Security, and Housing Scenarios

FIRE in San Francisco: Updated Projections After Taxes, Social Security, and Housing Scenarios

I received many questions after concluding in my post “How Much is Enough to FIRE in San Francisco” that $5,654,000 was enough to cover m…

How to Tax-Loss Harvest with Vanguard

How to Tax-Loss Harvest with Vanguard

Tax-loss harvesting is a strategy where you sell losing positions to get a tax deduction. Here's how to tax-loss harvest with Vanguard. The post How …

Can Trump Revoke Harvard’s Tax-Exempt Status?

Can Trump Revoke Harvard’s Tax-Exempt Status?

Trump says Harvard should lose tax-exempt status. Can he? Federal law limits executive power over the IRS. The post Can Trump Revoke Harvard’s Tax-Ex…

Average Tax Refund Rises To $3,116 In 2025

Average Tax Refund Rises To $3,116 In 2025

Average tax refund climbs to $3,116 as IRS processes over 101 million returns. Here's what the latest IRS statistics tell us about taxes in 2025. The…

High State Income Taxes: The Ugly, the Bad, and the Good

High State Income Taxes: The Ugly, the Bad, and the Good

Last year, I paid six figures worth of state taxes. How can I justify continuing to live in this state when it costs so much money to do so? The post…

Understanding Section 121 Capital Gains Tax Exclusions

Understanding Section 121 Capital Gains Tax Exclusions

Understanding Section 121 Capital Gains Tax Exclusions From Military To Millionaire Thanks for uploading the subtitle file for the presentation on Se…

7 Ways to Retire on Tax-Free Real Estate Investments

7 Ways to Retire on Tax-Free Real Estate Investments

The average American loses over half a million dollars ($524,625, to be exact) to taxes over their lifetime. And let’s be honest: The average BiggerP…

Which States Tax Student Loan Forgiveness?

Which States Tax Student Loan Forgiveness?

The guide to state taxes and student loan forgiveness: learn which states exclude forgiveness from your income and which states may levy taxes on for…

Friday Flight: Tax Tips, Wage Deflation, & Liberated From Low Prices- Episode 966

Friday Flight: Tax Tips, Wage Deflation, & Liberated From Low Prices- Episode 966

Time for a Friday Flight- our little sampling of the week’s financial news and what it means for your personal finances. There are a lot of headlines…