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Taxes

Keep more of what you earn with smart tax strategies.

Schoolchildren with backpacks running up a set of outdoor steps toward their school
Taxes

New $1,700 School Scholarship Tax Credit: Give in January

Starting Jan. 1, 2027, gifts to K-12 scholarship groups earn a dollar-for-dollar federal credit up to $1,700 a person. Why your December gift should wait.

The Health Money Editorial Team·October 23, 2026·9 min read
Couple reviewing financial documents together at a kitchen table with a laptop and calculator
Taxes

Is Your PMI Tax-Deductible in 2026? Check This Income Line

Mortgage insurance is deductible again for 2026, but only if you itemize and your AGI stays under $109,000. Here's how to check, and how to keep the break.

The Health Money Editorial Team·October 3, 2026·9 min read
Bitcoin, Ethereum, Litecoin, and Ripple coins on a dark surface representing digital currency
Taxes

Crypto Wash-Sale Loophole: How to Harvest Losses in 2026

Crypto skips the wash-sale rule for now, so you can sell at a loss and rebuy the same day. Here's how to harvest losses in 2026 before Congress closes it.

The Health Money Editorial Team·September 26, 2026·9 min read
Freelancer working at a desk with a laptop and calculator reviewing business finances
Taxes

The QBI Deduction Is Now Permanent: Your 2026 Guide

The 20% qualified business income deduction is here to stay. Here's how freelancers and small business owners can claim it in 2026.

The Health Money Editorial Team·September 24, 2026·7 min read
Person organizing tax documents and forms on a desk
Taxes

IRS Direct File Is Gone: How to File Taxes for Free

The IRS killed Direct File for 2026. Here are the best free tax filing alternatives that still work, from IRS Free File to VITA.

The Health Money Editorial Team·September 15, 2026·6 min read
Grandmother handing a money envelope to her smiling granddaughter at home
Taxes

The Gift Tax in 2026: How Much You Can Give Without Owing

The 2026 annual gift tax exclusion is $19,000 per person, and the lifetime exemption jumped to $15 million. Here's what you can give family without owing tax.

The Health Money Editorial Team·September 12, 2026·9 min read
A calculator, cash, and a notepad with a pen on a table, representing HSA contribution planning and tax calculations
Taxes

The HSA Timing Traps That Can Trigger a Surprise Tax Bill

Your HSA is a triple tax break until three timing rules claw it back: the last-month rule, part-year proration, and the Medicare six-month lookback trap.

The Health Money Editorial Team·September 6, 2026·9 min read
A smiling college graduate sitting outdoors in a cap and gown
Taxes

Your Student Loan Forgiveness Just Became Taxable in 2026

The federal tax exemption on forgiven student loans expired in 2026. Here's who owes, how the insolvency rule can erase the bill, and what to do about it.

The Health Money Editorial Team·September 3, 2026·9 min read
An older couple at a kitchen table reviewing account statements with a notebook and calculator
Taxes

RMD Deadline 2026: The December 31 Trap That Costs You 25%

The RMD deadline is December 31, 2026, and missing it triggers a 25% penalty on the shortfall. Here are the SECURE 2.0 rules and traps that catch retirees.

The Health Money Editorial Team·August 28, 2026·10 min read
Real estate agent placing a sold sticker on a for sale sign outside a house
Taxes

Capital Gains Tax When Selling Your Home in 2026

How the $250K/$500K home sale exclusion works, what counts as cost basis, and how to keep more of your profit when you sell.

The Health Money Editorial Team·August 22, 2026·8 min read
A desk planner with a yellow sticky note reading tax deadline next to a pen and paperwork
Taxes

Your October 15 Tax Extension Deadline: What You Owe Now

Filed a tax extension back in April? October 15 is a hard wall, and two penalty clocks have run since spring. Here's what you owe and how to limit the cost.

The Health Money Editorial Team·August 15, 2026·8 min read
Person reviewing financial documents and a calculator on a desk
Taxes

Your HYSA Interest Is Taxable: What You Owe in 2026

High-yield savings interest is taxed as ordinary income. Here's how much you'll owe, when the IRS finds out, and how to keep more.

The Health Money Editorial Team·August 12, 2026·7 min read
Person reviewing financial documents and investment reports at a desk
Taxes

Roth Conversion Strategy for 2026: A Bracket-Filling Guide

Learn how to use Roth conversions to fill low tax brackets in 2026 and build a tax-free retirement income stream.

The Health Money Editorial Team·August 3, 2026·9 min read
Cardboard moving boxes labeled by room stacked in an empty apartment before a relocation
Taxes

You Moved Out of Your High-Tax State. It Can Still Tax You

Changed your license and address after leaving a high-tax state? It can still tax you as a full-year resident. Here's the 183-day trap and how to cut ties.

The Health Money Editorial Team·August 3, 2026·9 min read
Close-up of a tax return form 1040 on a desk
Taxes

IRS Now Waives Penalties Automatically: What AEP Means for You

The IRS's new Automatic Exemption from Penalty program could save you hundreds. Here's who qualifies and how it works.

The Health Money Editorial Team·July 29, 2026·7 min read
Person driving a car on a highway with dashboard and odometer visible
Taxes

IRS Mileage Rate Just Jumped to 76 Cents: Your Next Move

The IRS raised the business mileage rate to 76 cents per mile on July 1, 2026. Here's what changed and how to maximize your deduction.

The Health Money Editorial Team·July 20, 2026·7 min read
Playing cards and stacks of poker chips on a green felt casino table
Taxes

The 2026 Gambling Tax Trap: Taxed Even When You Break Even

A new 2026 rule lets you deduct only 90% of gambling losses, so you can owe federal tax in a break-even year. Here's who it hits and how to prepare now.

The Health Money Editorial Team·July 9, 2026·8 min read
A hand placing cash into a glass jar, representing a charitable cash donation
Taxes

The New 2026 Charity Deduction You Get Without Itemizing

New in 2026, you can deduct up to $1,000 ($2,000 married filing jointly) in charitable cash gifts without itemizing. Here's who qualifies and what counts.

The Health Money Editorial Team·July 8, 2026·8 min read
Tax documents and coins on a desk representing new tax deduction opportunities
Taxes

4 Brand-New Tax Deductions You Can Claim in 2026

The One Big Beautiful Bill created new deductions for tips, overtime, car loans, and seniors. Here's how to claim them.

The Health Money Editorial Team·July 7, 2026·8 min read
Magnifying glass resting on financial documents with statistical data
Taxes

IRS Audit Red Flags: What AI Is Flagging in 2026

The IRS now uses 126 AI models to pick audit targets. Here are the red flags that trigger them and how to protect yourself.

The Health Money Editorial Team·June 24, 2026·8 min read
A group of young children doing a supervised group activity outdoors at a summer day camp
Taxes

Dependent Care FSA Jumps to $7,500: A 2026 Parent's Guide

The 2026 dependent care FSA cap rose to $7,500, its first hike since 1986, and the child care tax credit got richer. Here's which one saves you the most.

The Health Money Editorial Team·June 15, 2026·8 min read
Senior couple relaxing together at home reviewing financial documents
Taxes

The New $6,000 Senior Tax Deduction: Do You Qualify?

A new tax deduction gives adults 65+ up to $6,000 off their taxable income. Here's who qualifies, how the phaseout works, and how to claim it.

The Health Money Editorial Team·June 11, 2026·7 min read
A couple reviewing financial paperwork and receipts at a kitchen table with a calculator and laptop
Taxes

The HSA Shoebox Strategy: Pay Now, Reimburse Decades Later

The HSA shoebox rule lets you pay medical bills now, invest the account, and reimburse yourself tax-free years later. Here's why the 2027 limits matter.

The Health Money Editorial Team·June 5, 2026·8 min read
Tax forms next to a calculator and a small pile of coins on a wooden desk
Taxes

Estimated Tax Safe Harbor 2026: The 110% Rule, Explained

The Q2 estimated tax deadline is June 15. If your 2025 AGI topped $150,000, the safe-harbor math changes. About 3 million filers got penalized last year.

The Health Money Editorial Team·May 26, 2026·9 min read
Person reviewing investment portfolio on laptop with financial charts on screen
Taxes

How to Pay 0% Capital Gains Tax in 2026

The 0% capital gains bracket lets you sell investments tax-free. Learn the income thresholds, strategies, and mistakes to avoid.

The Health Money Editorial Team·May 24, 2026·7 min read
Person signing car purchase paperwork at a dealership desk
Taxes

The New Car Loan Interest Deduction: What Buyers Need to Know

A brand-new tax break lets you deduct up to $10,000 in auto loan interest. Here's who qualifies and how to claim it.

The Health Money Editorial Team·May 15, 2026·8 min read
Modern home office workspace with laptop and warm lighting for remote work
Taxes

Remote Work Taxes: A State-by-State Survival Guide

Working remotely across state lines? Learn the tax rules that could cost you thousands, from convenience rules to reciprocity agreements.

The Health Money Editorial Team·May 12, 2026·8 min read
Person reviewing financial documents and pay stubs at a desk
Taxes

Mid-Year Paycheck Checkup: Is Your W-4 Costing You?

The new tax law changed your withholding. Here's how to do a mid-year paycheck checkup and update your W-4 so you keep more money now.

The Health Money Editorial Team·May 9, 2026·8 min read
Calculator on top of financial documents with charts and graphs
Taxes

Tax-Loss Harvesting: Turn Investment Losses Into Tax Savings

Learn how tax-loss harvesting works, the wash sale rule, and how to use portfolio losses to lower your tax bill in 2026.

The Health Money Editorial Team·April 28, 2026·8 min read
A person filling out a 1040 tax return form at a desk with a pen
Taxes

Missed the Tax Deadline? Your Step-by-Step Recovery Plan

Missed April 15? You're not alone—25 million Americans filed late last year. Here's how to limit IRS penalties, set up a payment plan, and get back on track.

The Health Money Editorial Team·April 16, 2026·9 min read
Tax documents organized with colorful tabs on a desk
Taxes

7 Last-Minute Tax Moves to Make Before April 15

The tax deadline is days away. Here are smart moves you can still make to lower your bill, boost your refund, or buy yourself more time.

The Health Money Editorial Team·April 8, 2026·7 min read
Person putting a coin into a piggy bank, symbolizing saving for a child's future
Taxes

Trump Accounts Explained: New Retirement Savings for Kids

Trump Accounts let parents open tax-advantaged retirement accounts for children, with a $1,000 government seed. Here's how they work.

The Health Money Editorial Team·March 30, 2026·7 min read
Tax forms with a calculator on a wooden surface
Taxes

The SALT Deduction Just Quadrupled: What It Means for You

The SALT cap jumped from $10K to $40K. Here's who benefits, how much you could save, and whether it changes your tax strategy.

The Health Money Editorial Team·March 24, 2026·8 min read
Tax documents and a calculator spread out on a table
Taxes

4 New Tax Breaks for 2026 You Don't Want to Miss

The One Big Beautiful Bill created new deductions for tips, overtime, car loan interest, and seniors. Here's how to claim them.

The Health Money Editorial Team·March 13, 2026·7 min read
Person placing donation in charity box
Taxes

Smart Charitable Giving: Tax Benefits You're Probably Missing

Maximize tax deductions on charitable donations with donor-advised funds, bunching strategy, appreciated stock, and QCDs. Give more, pay less tax.

The Health Money Editorial Team·February 22, 2026·7 min read
Doctor and patient discussing health insurance paperwork
Taxes

The HSA Triple Tax Advantage: Why It's the Best-Kept Secret

Discover how Health Savings Accounts offer triple tax benefits, 2026 contribution limits, investment strategies, and why it's a retirement superweapon.

The Health Money Editorial Team·January 10, 2026·6 min read
Person signing important retirement financial documents
Taxes

Minimize Taxes in Retirement: Smart Withdrawal Strategies

Tax-efficient retirement withdrawal strategies including Roth conversions, required minimum distributions, and Social Security taxation.

The Health Money Editorial Team·November 15, 2025·6 min read
Tax forms and financial documents with calculator
Taxes

Tax Deductions You're Probably Missing (2025)

Commonly overlooked tax deductions and credits. Home office, student loans, HSA, charitable donations, education credits, and more.

The Health Money Editorial Team·July 26, 2025·6 min read
Freelancer working on laptop with tax documents and calculator
Taxes

Freelancer's Tax Survival Guide: Quarterly Payments, Deductions & Common Mistakes

Master self-employment taxes. Learn about quarterly payments, self-employment tax (15.3%), deductions, and how to avoid April surprises.

The Health Money Editorial Team·June 18, 2025·11 min read
Property tax assessment document with house keys and calculator
Taxes

How to Appeal Your Property Tax Assessment (And Win 40-50% of the Time)

Step-by-step guide to appealing property taxes. Learn when to appeal, how to gather comps, and realistic savings you can expect.

The Health Money Editorial Team·May 14, 2025·7 min read
Tax forms and receipts organized on a desk
Taxes

How to File Your Own Taxes: A Step-by-Step Guide for 2025

File your taxes yourself with free options. Compare TurboTax vs FreeTaxUSA, standard deduction vs itemizing, and IRS Direct File for 2025.

The Health Money Editorial Team·February 22, 2025·6 min read