Skip to main content

Tax strategies for w-2 employees

Most of what a W-2 earner can do happens inside payroll and investment accounts. Fill the 401k and the HSA, use any after-tax 401k room, add a backdoor Roth IRA, then harvest losses and time charitable gifts. Everything larger than that needs a rental, a side business, or a spouse with time.

A paycheck is the hardest income to shelter. There is no entity to route it through, and unreimbursed employee expenses are not deductible on a federal return. So the moves below are grouped by what each one asks of you.

How the moves are grouped

Grouped by what each one asks of you, not by the size of the deduction. Work down from the top of the first group. Some can be put in place during the year. Some need an account opened before money moves. Some only work if the documentation exists before the deduction is claimed.

No business needed

These work with nothing but your own payroll elections and a brokerage account. Start here, because they are the only moves that are fully under your control.

1. Health savings account

A Health Savings Account (HSA) offers a triple tax advantage: contributions are tax-deductible, growth is tax-free, and withdrawals for qualified medical expenses are tax-free. Many investors use HSAs as stealth retirement accounts by paying current medical expenses out-of-pocket and letting the HSA grow.

Potential savings Triple tax benefit with annual contribution limits
Best fit Healthy individuals with high-deductible health plans
Level beginner
Typical cost Free with most providers

2. Mega backdoor Roth

Uses after-tax 401(k) contributions and in-plan conversion to add Roth dollars above the deferral limit.

Level advanced

3. Backdoor Roth IRA

Reaches a Roth IRA through a non-deductible contribution and conversion when income exceeds the Roth limits.

Level intermediate

4. Dependent care FSA

Pays childcare and dependent care costs with pre-tax payroll dollars.

Level beginner

5. Tax loss harvesting

Sells losing positions to offset realized gains while respecting the wash-sale rule.

Level beginner

6. Bunching deductions

Concentrates two years of charitable gifts and other itemized deductions into one year to clear the standard deduction.

Level beginner

7. Donor-advised fund

Takes the charitable deduction in the year the account is funded and grants the money out later.

Level intermediate

Needs a rental

These only exist if you own property. They can be the largest numbers on the page, and they carry the most work, the most records, and depreciation recapture when you sell.

8. Short-term rental loophole

A rental whose average period of customer use is seven days or less is not a rental activity under Reg. 1.469-1T(e)(3)(ii)(A). It is treated as a trade or business, so its loss is not passive when you materially participate. That lets the loss offset W-2 income in the same year, without meeting the 750-hour and more-than-half tests for real estate professional status.

Potential savings $30,000 - $100,000+ in tax deductions
Best fit W-2 earners who run the bookings themselves in a short-stay market
Level intermediate
Typical cost Included in tax preparation with STR experience

9. Cost segregation

Cost segregation is a tax strategy that allows real estate investors to accelerate depreciation deductions by reclassifying components of a building into shorter depreciation periods. Instead of depreciating the entire property over 27.5 or 39 years, certain components like carpeting, appliances, and landscaping can be depreciated over 5, 7, or 15 years.

Potential savings $20,000 - $100,000+ in year one
Best fit Properties worth $500K+ purchased or renovated recently
Level advanced
Typical cost $5,000 - $15,000 for a study

10. Bonus depreciation

Bonus depreciation lets you deduct qualifying property in the year it is placed in service instead of spreading it over the recovery period. For 2026 the rate is 100 percent for qualified property acquired after January 19, 2025, made permanent by the 2025 tax law in Section 168(k). Property under a binding contract on or before January 19, 2025 stays on the old phase-down and gets 20 percent in 2026.

Potential savings 100% of qualifying asset cost as a first-year deduction
Best fit Equipment, vehicles, and the short-life components a cost segregation study finds
Level intermediate
Typical cost Included in standard tax preparation

Needs a spouse or a side business

These need income or hours that a full-time job leaves no room for. On a joint return a spouse can meet tests you cannot.

11. Real estate professional status

Real Estate Professional Status is an IRS designation that allows qualifying taxpayers to deduct rental real estate losses against their ordinary income without passive activity loss limitations. This can result in significant tax savings for high-income earners who materially participate in their real estate activities.

Potential savings Unlimited passive losses against W-2 income
Best fit Those who spend 750+ hours annually in real estate activities
Level advanced
Typical cost Included in tax preparation, but requires detailed time tracking

12. Solo 401(k)

A Solo 401(k), also known as an Individual 401(k), is a retirement plan for self-employed individuals with no full-time employees. It allows significantly higher contribution limits than a traditional IRA, plus the ability to take loans from your account and invest in alternative assets.

Potential savings High annual contribution ceiling with catch-up options
Best fit Self-employed individuals with high income
Level intermediate
Typical cost $0 - $300/year depending on provider

13. S-corp election

An S-Corporation election allows business owners to split their income between a reasonable salary (subject to payroll taxes) and distributions (not subject to self-employment tax). This can result in significant savings on the 15.3% self-employment tax.

Potential savings 10-15% of business income
Best fit Self-employed individuals earning $50K+ in profit
Level intermediate
Typical cost $500 - $2,000/year for payroll and additional tax prep

14. Qualified business income deduction

Deducts up to 20% of qualified pass-through business income.

Level intermediate

Common questions

I max my 401k and HSA. What is left?

After-tax 401k room converted to Roth, a backdoor Roth IRA, a dependent care FSA, tax-loss harvesting in a taxable account, and charitable bunching through a donor-advised fund. Those five need no business, no property, and no spouse. Anything larger than that does.

What tax strategies are available to W-2 employees?

A health savings account, after-tax 401k contributions converted to Roth, a backdoor Roth IRA above the income limits, a dependent care FSA, bunching itemized deductions into alternate years, and the short-term rental loophole if a rental property is part of the plan.

Can I deduct expenses against my wages?

Almost never. Unreimbursed employee business expenses are not deductible on a federal return. Pre-tax payroll items such as the 401k, the HSA, health premiums, and the dependent care FSA are the main way to lower wages before they reach the return.

How can W-2 employees deduct rental property losses?

The short-term rental loophole treats a rental with an average stay of seven days or less as non-passive when you materially participate, which takes it outside the passive activity loss limits that normally block the deduction. Clearing the seven-day test is only the first half. Material participation is a separate test with its own hour requirements and its own record keeping.

Can I qualify for real estate professional status with a full-time job?

No. The test needs more than 750 hours and more than half of your working time in real property trades or businesses, and a full-time job makes the second half impossible. A spouse who is not working full time elsewhere is the realistic route on a joint return.

Does an LLC lower the tax on my salary?

No. An LLC does not change how wages are taxed. Entity choice starts to matter only once you have self-employment or rental income, and even then the S-corp question depends on profit level, payroll cost, and state treatment.

Sources to check

Check primary guidance and your own records before you treat any page as a final answer.

Do this next

  • Read the guide for the first strategy on the list above.
  • Check the qualification test against your own facts before you plan around it.
  • Write down the records you would need, and start keeping them now.
  • Take the one open question to a CPA rather than the whole list.

Other situations

Each page sequences the strategies for one kind of earner.

Every tax strategy Compare two strategies

Educational content only. It is not individual tax, legal, or investment advice.