28 tax cutting strategies for 2025

28 Strategies to reduce W2 taxable income in 2026 Post OBBB: From Simple to Complex

For 2026, if your salary is in the upper federal tax brackets, you may find that many tax deductions and credits no longer apply to you. High W2 income is a good situation overall, but watching your tax bill grow without the common breaks can feel daunting. 

Below is an “almost” comprehensive list of 28 ways to offset W2 income and reduce taxable earnings, arranged from the easiest to the most advanced, gathered through interviews of CPAs, tax attorneys, and my 13 years working as a fiduciary financial advisor in San Francisco with high-income tech professionals. Each section includes references for deeper reading. Always verify with a CPA, Enrolled Agent, or qualified tax professional to ensure compliance.

In this version of this article, I am updating it to reflect the most recent changes based on the One Big Beautiful Tax Bill (OBBB) passed in July. Many provisions in that bill simply extend the benefits that high-income earners have come to enjoy from the original Tax Cut and Jobs Act passed in 2017. 

There are additional provisions for things such as deducting car loan interest, tips, overtime, and various other benefits. However, almost none of that applies to you if you are a high-income earner.

I update this article whenever a new tax bill comes out, I learn new information, or the year changes. So bookmark this and share it with someone who it can help!

If you need a proactive tax planning professional, feel free to schedule a 15-minute complimentary call using THIS link.


1. Max Your Pre-Tax 401(k)

One of the most straightforward W2 tax strategies is to maximize your pre-tax 401(k) contributions. For 2026, you can defer around $24,500. Every dollar you stash away cuts your W-2 taxable income and helps you pay less in taxes. If you suspect your income in retirement might be higher than today, you could consider a Roth 401(k), which doesn’t lower taxes now but can lead to tax-free withdrawals later. 

Check out this article for more on pretax deductions on W2 using a regular 401k vs. Roth.


2. Mega-Backdoor Roth

A mega-backdoor Roth is a tax-saving strategy for W2 employees that involves after-tax 401(k) contributions beyond the standard deferral. While it doesn’t reduce your current W2 wages, it allows high-income earners to place more money into a Roth account, potentially avoiding bigger taxes down the road. 

Some plans let you contribute $73,500 (including employer matches). This strategy can be hard to understand, and not all plans offer this option. Check out THIS article or consult a financial advisor in San Francisco for guidance on maximizing your plan.


3. HSA (Health Savings Account)

If you’re looking for one of the best ways to reduce taxes and keep more of your W2 income, the HSA offers triple tax benefits: 

  • Deductible contributions
  • Tax-free growth,
  • Tax-free qualified withdrawals 

The  2026 HSA limits are $4,450 for an individual or $8,950 for a family.  If you are over 50, an additional $1,000 catch-up contribution is also available.  

If you rarely visit the doctor, consider paying out-of-pocket to let your HSA balance compound, reducing your taxable income over time. Keep in mind that HSAs don’t automatically invest the money for you. First, you need to hit a cash balance of $1,000. Then you must set up an internal transfer to the investment side, which can take a few days. 

Finally, you need to invest the money. 

Important note!  HANG ON TO YOUR RECEIPTS. You can take distributions tax-free, independent of when you recognize your medical bill. This means that you can potentially tap into your HSA years from now, and years before your full retirement age as a way to fund a tax-free early retirement! For more details, read HERE.


4. FSA (Flexible Spending Account)

An FSA is another pre-tax employer benefit, though less flexible or useful than an HSA, which can decrease taxable income from your W2. 

You can use FSA funds to cover child care, prescription glasses, specific medical bills, and various expenses. However, “use it or lose it” typically applies, so plan carefully. 

If you’re seeking W2 tax deductions for routine expenses, FSAs are a great starting point. Typically, you can not have an FSA and an HSA. So if you have an HSA, choose that instead. However, in rare cases, employers offer limited FSAs that can be paired with HSAs. THIS article explains the details of an FSA.


5. 529 Plans for Kids

529 plans are often compared to Roth IRAs, but they’re reserved explicitly for education expenses and typically allow much higher contribution limits. Once you fund a 529, it grows tax-free, and you don’t pay taxes on the gains as long as you use the money for qualified educational costs. 

You may also get a state tax deduction in many states, though the rules vary by location.

In recent years, 529s have been federally approved for K–12 expenses and college costs. The OBBB has extended this provision, doubling the benefit to $20k. 

However, not all states recognize this expansion; you could avoid federal taxes but still owe state taxes and penalties if you tap 529 funds for K–12. Furthermore, if you withdraw the money for non-educational purposes, you’ll generally face ordinary income tax on any gains plus a 10% IRS penalty. 

A new benefit allows certain unused 529 funds to be rolled into a Roth IRA for your child, provided you meet specific requirements and limits. This means that even if you don’t intend to use all of the 529 funds to pay for your child’s education, it can create a feeder fund for their Roth IRA. For more information on optimizing 529 plans and Roth conversions, see THIS overview or work with a financial advisor who specializes in working with tech employees.


6. ABLE Account

If you or a loved one meets specific disability criteria, an ABLE (Achieving a Better Life Experience) account lets you grow and withdraw funds tax-free for qualifying disability expenses. 

Think of it as a 529-like account for disability-related costs. This can be a significant tax shelter for high-income earners supporting a disabled family member, though annual contribution limits apply. Check out THIS site for eligibility rules.


7. Learn How to Manage Your Equity Compensation

For many high-W2 income tech professionals, equity, like ISOs, NQSOs, RSUs, or ESPPs, is a significant piece of total compensation. Understanding how they work is crucial, especially if you’re managing taxable income with a strategic exercise schedule. 

ISOs might trigger AMT, while RSUs typically appear on your W-2 when they vest. Your equity compensation might be to blame if you’re searching for why my W-2 is higher than my salary. For more insights, see articles on ISOs, NQSOs, RSUs, and ESPPs.


8. Tap Into Deferred Compensation

If you hold a senior role, for example, a Director-level role, you may qualify for a deferred compensation plan. This option enables you to designate a portion of your salary or bonus to be received later, either after a certain number of years or once you depart from the company. 

You can also determine whether that payout arrives in a single lump sum or installments over several years. In the meantime, you can invest the deferred funds and allow them to grow without incurring taxes until distribution. 

As a result, deferred compensation can effectively shift income away from periods when you might be in a high tax bracket.

However, it’s important to note that a deferred compensation plan isn’t as secure as a 401(k). If your employer files for bankruptcy, creditors could claim these assets. Also, if you decide to change jobs, the deferred amount could be paid immediately, potentially pushing you into a higher tax bracket in that distribution year. Check out this article for more information on how deferred compensation plans work.


9. Maximize Your SALT Deduction

The OBBB is temporarily expanding the State and Local Tax Deduction (SALT) to $40,000. The catch is that it will expire in 2029, back to $10k, and it starts to phase out at $500,000 adjusted gross income (AGI) for single filers, and $750k AGI for joint filers.

Furthermore, the OBBB is increasing the standard deduction by $5,600 for joint filers and $3,800 for single filers.

This means that itemizing is harder, and you have a limited time window to take advantage of the SALT deduction.

To maximize your SALT deduction and itemization in general, you will want first to manage your AGI. This means using deferred compensation to shift income if you can, exercising stock options in other years, deferring capital gains, and any other income items you may be able to control.

It also means tracking sales and property taxes and maximizing your other itemized deductions, including avoiding prepaying your mortgage early and bunching your charitable donations in one year.

If you want to know what is considered part of SALT, read HERE.


10. Learn the Importance of Asset Location

When building wealth through your hard-earned W-2 money, it’s crucial to remember that different assets produce different tax consequences. Some, like real estate investment trusts  (REITs) dividends, are taxed as ordinary income. Meanwhile, municipal bonds may offer tax-exempt interest. 

To minimize taxes, you can strategically place each type of investment into one of three account categories: a taxable (brokerage) account, a tax-deferred (traditional IRA) account, or a tax-free (Roth IRA) account.

This technique, known as asset location, is a key tax shelter strategy for high-income earners. For instance, REITs often fit best in a tax-deferred account because their frequent dividends are taxed at ordinary income rates. Placing them in a regular IRA defers those taxes until withdrawal, potentially saving you thousands. 

In contrast, tax-exempt bonds can be ideal for a taxable account, since they’re already shielded from federal (and sometimes state) taxes. If you misplace an investment, you can lose up to 25% (or more) of your returns to taxes, especially if you’re in a high bracket. 

This is where the services of a San Francisco financial advisor can pay dividends, as they have the knowledge and expertise to create an asset location strategy to protect your wealth.  

For a deeper dive into how to optimize asset location for your situation, check out THIS guide.


11. Consider Tax-Efficient Investments

As your taxable accounts expand, tax-efficient investing becomes critical. High earners often aim for qualified dividends, municipal bonds, or low-turnover index funds. You should also avoid paying so much in taxes by sidestepping funds with heavy annual distributions. 

THIS link outlines tax-intelligent investments with a focus on better portfolio design.


12. Prioritize Losses First, Breakeven, Then Long-Term Gains, Finally Short-Term Gains

Taxes shouldn’t be the exclusive priority when choosing which investments to sell. However, if you are looking to sell one investment with multiple tax lots or similar investments, there is a process you should follow.

When selling assets in a brokerage account, prioritize this schedule:

  1. Losses: Harvest them to offset other gains or reduce W2 taxable income (up to certain limits).
  2. Breakeven Positions: No taxable event.
  3. Long-Term Capital Gains: Taxed at lower rates, the most significant tax reductions for high-income earners often revolve around lower LTCG rates.
  4. Short-Term Gains: Taxed as ordinary income, so these are last if you’re finding ways to reduce your taxable income.

Check THIS resource for a refresher on capital gains rules.


13. Tax-Loss Harvesting: swap your losers

In some years, “selling low” can help you reduce your W2 income and lower your tax bill. Tax-loss harvesting means selling underperforming assets (logging a loss), then immediately buying a similar but not “substantially identical” security. That recognized loss can offset gains or, in some cases, reduce your ordinary income. Tax-loss harvesting done like a pro means you use market swings to swap investments. 

Tax-loss harvesting in a professional setting can involve selling and buying index funds, using a direct index to trade individual stocks, and, in advanced cases, using long/short strategies.

It is not a once-a-year decision to cut your losers. If you want to learn about effective tax loss harvesting and how to avoid wash-sale rules, read THIS article.


14. Gift your winners and bunch them

Donating appreciated securities to a donor-advised fund (DAF) can be a smart move if you’re charitably inclined and looking for tax deductions as a high-income earner. By gifting these investments, you sidestep capital gains altogether and still secure a tax deduction for the full market value. There are limitations on how much can be deducted. For example, if you are donating stock, it cannot be greater than 30% of your adjusted gross income.

Additionally, you should consider bunching contributions to exceed the standard deduction if you don’t have any other deductions. This is especially relevant with the new higher standard deductions passed by the OBBB.

Once you donate to your DAF, you get an immediate tax write-off and can keep investing those assets within the fund. You’re then free to distribute them to charities of your choice, subject to specific DAF rules. 

Keep in mind that with the OBBB, there is now a 0.5% AGI floor that needs to be met before your charitable contributions are going to be recognized. That means if you make $1,000,000, the first $5,000 of deduction doesn’t count. Furthermore, for the highest income earners in the 37% tax bracket, the deductions are capped at the lower tax bracket of 35%.

If you don’t itemize, you can deduct $1,000 for single filers and $2,000 for married filers.

Plus, if you had initially planned to give cash, you can purchase additional shares of the same investment you donated, effectively “resetting” your cost basis for future tax efficiency. To learn more about how this strategy works in practice, read THIS write-up.


15. Die With Gains

Holding assets until death allows heirs to receive a step-up in basis, effectively wiping out unrealized gains. This approach often benefits those committed to long-term investing and legacy building. 

Under current law, it’s a tax loophole for high-income earners, but be aware of market risks (the asset could decline before you pass). For a deeper look at basis step-ups, see THIS resource or talk with an investment advisor in San Francisco.


16. Low-Income Year and Bear Market Roth Conversions

One of the most effective tax reduction strategies for high earners is converting tax-deferred assets to a Roth account during years when your income dips, such as a sabbatical or the initial phase of retirement. In these low-income periods, your tax bracket might be significantly lower, meaning you’ll pay minimal taxes on the conversion now and benefit from tax-free withdrawals later.

This approach relies on tax arbitrage: by comparing your current tax bracket to what you anticipate, you can decide how much to shift from a traditional IRA or 401(k) into a Roth IRA. Furthermore, if you anticipate increasing tax rates, this may be far more beneficial. 

Once you’ve made the conversion and paid the taxes upfront, any future distributions will be free of additional taxes. 

In addition to low-income years, any time the market is in bear market territory presents an opportunity to convert some funds to the Roth IRA with the expectation of an eventual recovery. Simply put, you pay taxes now when your investment value is worth less and wait for it to appreciate back to all-time highs and beyond.

For more on when and how to execute Roth conversions, check out THIS article, which covers this tax reduction method for high earners in great detail.


17. Backdoor Roth

Like a mega-backdoor Roth, a backdoor Roth can be done without relying on your 401 (k), which is ideal if your high income makes you ineligible for direct Roth IRA contributions. 

In this approach, you place after-tax dollars into a traditional IRA and swiftly convert them to a Roth. While it won’t immediately lower your W2 income, it’s still one of the best ways to reduce your taxable income later in retirement, since future withdrawals from a Roth are tax-free.

The catch is that you shouldn’t have any existing pre-tax IRA balances; otherwise, you’ll face a hefty tax bill due to the pro-rata rule. 

Before starting, ensure your funds are either in an employer plan or a Roth account. Although a backdoor Roth doesn’t cut your taxes right now, it helps you avoid annual investment taxes and creates a significant tax edge in the long run. A financial advisor who specializes in these types of strategies should be consulted.  For a step-by-step guide on keeping the process clean, see THIS article.


18. Mortgage Deduction

One of the best tax shelters for high-income earners is the ability to deduct mortgage interest on loans up to $750,000. This valuable write-off often appears as a key itemized deduction for W2 employees. If your mortgage rate hovers between 5 and 6%, the interest you pay could be offset by your marginal tax bracket. For example, a 6% rate on a $750,000 mortgage translates to roughly $45,000 in interest for the first year, potentially yielding more than $16,000 in savings if you’re in the 37% bracket.

Because mortgages typically last many years and stock market returns can outpace mortgage interest, many advisors discourage paying off a home loan ahead of schedule. 

Keeping your mortgage and deducting its interest reduces your taxable income and preserves cash for other investments. To learn more about how this deduction works and fits into your broader financial strategy, read THIS article.


19. Sell Your Home to Recognize $250k/$500k Capital Gains

Since the 2008 financial crisis, housing markets in California, Colorado, and beyond have surged, making Section 121 a powerful high W2 income tax strategy if your home has significantly appreciated. Under this rule, if you’ve occupied your primary residence for at least two of the past five years, you can exclude up to $250,000 of capital gains if you’re single, or $500,000 if you’re married.

While taxes shouldn’t dictate every decision about selling or holding real estate, they affect your overall buying power, especially in hot markets where other properties have also risen in price. The more you lose to taxes, the less capital you’ll have to purchase your next home. 

To dive deeper into how these exclusions work and what they mean for your next move, be sure to read  THIS article.


20. Solar and EV Credits Are Phasing Out

Due to the OBBB, if you’re thinking about installing solar panels on your home, you had until the end of 2025.

The federal government offered a 30% tax credit on solar installations and up to $7,500 in EV credits. Because credits reduce taxes dollar for dollar (rather than simply lowering taxable income), they can be one of the most powerful ways to shield income from taxes.

Beyond the federal credit, many states provide rebates and additional tax incentives to trim your net out-of-pocket costs further. Some tax firms even specialize in maximizing solar-related write-offs, so ask your solar installer if they can introduce you to these resources. 

Check out THIS article to learn more about taking advantage of solar tax benefits.


21. Interest Rate Tracing

Under the Tax Cuts and Jobs Act, interest on HELOCs or cash-out refinances used for personal expenses is no longer deductible unless the borrowed money goes toward buying or improving your primary or secondary home (up to a $750,000 loan limit). Previously, you could deduct interest on a HELOC of up to $100,000 regardless of how you spent the proceeds. Today, using home equity to pay off credit cards or fund other personal goals doesn’t generally qualify for a tax deduction.

However, there’s an alternative for high W2 earners interested in how to offset taxes on borrowed funds. By applying interest rate tracing, you can potentially reclassify interest on borrowed funds as investment interest, which is deductible against net investment income. 

For example, using margin in a brokerage account can make the interest you pay a direct offset to taxable investment gains, provided you follow the tracing rules accurately. Because these regulations can be intricate, see THIS article and THIS Schwab info for a deeper explanation.


22. Opportunity Zones

Opportunity zones offer a compelling solution for accredited investors who want to reduce taxes on highly appreciated assets while gaining exposure to real estate. 

By rolling over gains from investments like stocks into real estate projects in designated, economically underdeveloped regions, you can defer (and potentially reduce) your capital gains. You can invest directly in an Opportunity Zone project or through a specially created Opportunity Zone Fund.

The catch? You’ll need a long holding period to take advantage of the tax deferral and reduction, which means committing to an illiquid, long-term venture that carries the usual real estate risk. 

Still, for high earners looking for an impactful tax shelter, assuming you meet the holding requirements, the potential to erase some of the gains can be hard to ignore. 

The OBBB bill has brought Opportunity Zones back in a big way and introduced Rural Opportunity Zones that provide additional tax benefits.

For a deeper dive into the pros and cons of Opportunity Zones and how OBBB has impacted this strategy, check out THIS article.


23. Move to a Different State

If you’re a high-income earner seeking ways to reduce taxes, particularly if you have a hefty W2 income, moving to a state with no personal income tax, such as Florida, Texas, Nevada, Washington, Alaska, South Dakota, Tennessee, or Wyoming, can be a powerful strategy. 

However, securing valid residency is crucial to avoid lingering taxes from your previous state. Factors like how long you live in the new state, where your property (and even your pets) are located, and where you primarily work can all determine whether you truly qualify as a resident.

Remember that states with no income tax often generate revenue in other ways, so research potential tax ramifications beyond your income. Additionally,  equity compensation can complicate matters further: the state where your equity was granted or vested may still claim the right to tax those gains. 

If you’re considering a move to reduce your tax burden, consult a tax professional to navigate the residency rules and the potential overlap of multiple state tax laws. For a deeper look at these guidelines, see THIS article.


24. Oil and Gas Investing

Oil and gas exploration dates back to the 1800s, when adventurers scoured remote locations for petroleum to power the Industrial Revolution. Today, modern partnerships offer tax loopholes for high-income earners by allowing intangible drilling cost deductions that can offset W2 income, in some cases, up to 85% of your initial investment. However, this opportunity isn’t without significant risks.

  • First, oil and gas are commodities, subject to volatile market pricing that can profoundly affect your returns. 
  • Second, exploration can yield poor-performing wells, resulting in disappointing earnings.
  • Lastly, tapping these deductions often requires you to be a general partner in the first year, which exposes you to broad liability. 

If an accident occurs, like a worker injury, a lawsuit could target you directly. Insurance options and diversification may mitigate these concerns, but it’s crucial to approach such investments cautiously. 

For a deeper look into the potential pitfalls and benefits, see THIS overview.


25. Using Investment Property Rules to Swap into Other Properties

If your primary residence in a high-cost area has appreciated beyond the $250k/$500k capital gains exclusion, you may want to consider converting it into a rental (or vice versa) to tap into the benefits of a 1031 exchange, a well-known tax loophole for W2 employees who transition into real estate investors. This strategy can significantly reduce taxes tied to real estate but is also highly complex.

A 1031 exchange lets you defer capital gains taxes by reinvesting proceeds into another investment property, and combining it with the capital gains exclusion can yield even bigger tax advantages. However, you’ll need expert guidance from a San Francisco financial advisor and/or a tax professional familiar with real estate to navigate these rules successfully. 

For more insight into merging the 1031 exchange with the capital gains exclusion, check out this set of articles: 1, 2.


26. Short-Term Rental Tax Benefits

One of the most aggressive tax-saving strategies for high-income W2 earners involves turning short-term rental operations into a non-passive activity, allowing you to offset W2 income with property-related losses. 

The key is ensuring that your average guest stay is under seven days (e.g., Airbnb or VRBO) and that you materially participate in managing the property. Pairing a cost segregation study with bonus depreciation can accelerate deductions and potentially secure a significant first-year write-off.

However, the rules are strict and the required record-keeping can be complex. To execute this correctly, you’ll likely need professional guidance from a tax advisor who understands the nuances of short-term rentals. 

For a closer look at how this short-term rental loophole works, and what you need to do to qualify, check out THIS piece I wrote at my last firm.


27. Start a Business

Owning a business can unlock a wide range of tax write-offs for high-income earners, including home office costs, vehicle deductions, and more.

Starting a business doesn’t simply mean opening up an LLC or an S-Corp and running expenses through it. A legal structure itself does not constitute a business.

Turning your activities, lifestyle, and hobbies into businesses is the best business to launch that can meaningfully impact your lifestyle and reduce your tax burden.

However, you must be careful of the hobby rule, which requires you to profit in three of the last five tax years to be considered a legitimate business. This means turning something you love into a job, which can defeat the purpose in the first place and can be challenging to execute.

While there are so many different deductions one can take, the rules surrounding business tax deductions are complex and can attract IRS scrutiny. If you choose to proceed, work closely with an experienced tax advisor to ensure everything is structured correctly and in full compliance. 

For a broader look at the perks (and pitfalls) of business tax strategies, check out THIS link.


28. Wild West of Tax Strategies

Beyond what you have read here, some tax strategies border the gray line of tax law, may get you audited, and are basically illegal. If not the above, they are complicated and hard to nail down.

As a financial advisor, I have heard strategies such as renting out RVs, planes, and boats, taking advantage of tribal credits, using convertible tax bonds, leveraged charitable giving, farmland deductions, and converting commission-based W-2s to Schedule C income.

While they may sound appealing, you need to be ready to defend yourself in IRS court, have documentation and proof that you are not just trying to reduce your taxes, and have a CPA or, better yet, a tax attorney who can back you up.

It’s safe to say that many tax advisors will not be comfortable filing taxes that have you take advantage of these various loopholes. 

It is essential to understand that when someone files your taxes for you, they also have the legal responsibility to ensure they fairly represent a legal and legitimate reason for a tax deduction. Otherwise, they can lose their license or, worse yet, be subject to fines and imprisonment.

Buyer beware!


Bonus: Dialing In Your Tax Withholding to Avoid Surprises

While this isn’t a direct tax reduction strategy, few things are more frustrating than a hefty tax bill on April 15 or discovering you’ve given the IRS a large, interest-free loan by overpaying. 

To strike the right balance, you generally have two options: 

  • You can make quarterly estimated tax payments (required in some circumstances) 
  • Adjust your W-4 withholding through your employer

Getting these payments aligned with what you owe helps ensure you neither owe a significant lump sum at tax time nor wait for an extensive refund check. 

The IRS provides a calculator to estimate the proper withholding adjustments, and you can learn more about who must pay quarterly estimates HERE.


Final Thoughts

Whether you’re searching for ways to reduce taxable income for high earners, trying to figure out how you, as a W2 employee, can reduce your taxes with real estate, or exploring tax shelters as a high-income earner, these 28 methods offer a broad menu of possibilities. Not every approach will work for everyone; factors like risk tolerance, liquidity needs, and legal constraints matter.

Wealth Script Advisors offers tailored financial planning and investment management for Silicon Valley tech professionals and founders. Our expertise lies in navigating equity compensation, including RSUs, stock options, and IPO readiness, so that you can maximize your benefits. 

Whether you’re with a high-growth startup or a major tech firm, we turn complex compensation into a clear, personalized wealth strategy. Based in the tech industry’s center, we build flexible financial plans designed to keep pace with your evolving career.

If you need a customized plan to lower your taxable income in 2025 or beyond, click HERE for a consultation. We’ll help you identify the best strategies, whether offsetting W2 income with business losses, using mortgage interest, or setting up a backdoor Roth, and craft a roadmap that fits your goals.

Alex Caswell

Alex Caswell

With over 12 years of experience, Alex brings deep expertise in equity compensation, tax-efficient investing, and customized wealth management strategies. He holds the Chartered Financial Analyst (CFA®), Certified Financial Planner (CFP®), and Enrolled Agent (EA) designations, reflecting his comprehensive knowledge across investments, financial planning and taxation.