Yes. Self-employed individuals can deduct 100% of health insurance premiums paid for themselves, their spouse, and dependents as an above-the-line deduction on Schedule 1. This deduction reduces adjusted gross income and is available regardless of whether you itemize. It includes medical, dental, and qualifying long-term care insurance premiums.

Yes, but the process is different. The S-Corp must pay or reimburse the premiums and include them in the owner-employee's W-2 wages in Box 1 (but not in Boxes 3 and 5). The owner then deducts the premiums as a self-employed health insurance deduction on Schedule 1. Failing to follow this procedure disqualifies the deduction.

The deduction is limited to your net self-employment income (or S-Corp wages). You cannot deduct more in health insurance premiums than you earned from self-employment. Additionally, you cannot deduct premiums for any month in which you were eligible for employer-sponsored health insurance through a spouse's employer.

Yes. The self-employed health insurance deduction covers medical, dental, and vision insurance premiums. It also covers qualifying long-term care insurance premiums (subject to age-based limits). All premiums for coverage of yourself, your spouse, and your dependents are included.

Schedule A (itemized deductions) only allows medical expenses exceeding 7.5% of AGI — meaning most of your premiums may not be deductible. Schedule 1 (self-employed health insurance deduction) allows 100% of premiums as an above-the-line deduction with no floor. Self-employed individuals should always use Schedule 1, not Schedule A, for health insurance premiums.

Self-employed individuals can choose from a SEP-IRA (up to 25% of net self-employment income, max $72,000 in 2026), a Solo 401(k) (up to ~$70,000 plus $7,500 catch-up if over 50), a SIMPLE IRA, or a Defined Benefit Plan (which can shelter $100,000+ annually for high earners). The Solo 401(k) is typically the best option for most self-employed individuals because it allows both employee deferrals and employer contributions.

In 2026, a Solo 401(k) allows up to $24,500 as an employee deferral (plus $7,500 catch-up if over 50) plus up to 25% of net self-employment income as an employer contribution, for a combined maximum of approximately $70,000 ($77,500 with catch-up). This is significantly higher than a SEP-IRA for most income levels.

Generally no — you cannot contribute to both a Solo 401(k) and a SEP-IRA for the same self-employment income in the same year. However, you can have a Solo 401(k) for your self-employment income and participate in an employer's 401(k) at a day job, though combined employee deferrals across all plans are capped at $24,500 in 2026.

You must establish a Solo 401(k) by December 31 of the tax year to make employee deferrals for that year. Employer profit-sharing contributions can be made up to the tax filing deadline (including extensions). A SEP-IRA, by contrast, can be established and funded up to the tax filing deadline.

No — retirement contributions reduce income tax but not self-employment tax. SE tax is calculated on net self-employment income before retirement contributions. However, the deduction for half of SE tax reduces your AGI, which in turn reduces the base on which retirement contribution limits are calculated.

Self-employed individuals pay 15.3% self-employment tax (covering Social Security and Medicare) on net self-employment income. The IRS allows you to deduct 50% of the SE tax paid as an above-the-line deduction on Schedule 1 of your Form 1040. This deduction reduces your adjusted gross income and is available regardless of whether you itemize.

The deduction equals 50% of your total SE tax. For someone with $100,000 in net SE income, the SE tax is approximately $14,130, and the deduction is $7,065. At a 24% marginal rate, this saves $1,696 in income taxes — on top of the SE tax already paid.

No. The SE tax deduction is an above-the-line deduction, meaning it reduces your adjusted gross income (AGI) regardless of whether you take the standard deduction or itemize. It is one of the most straightforward and universally available deductions for self-employed individuals.

The most effective way to reduce SE tax is to elect S-Corp status. As an S-Corp, you pay SE tax (payroll taxes) only on your reasonable salary — not on the full profit. Distributions above the salary are not subject to SE tax. For someone earning $150,000+ net, this can save $10,000–$20,000/year.

No. They are separate deductions. The SE tax deduction (50% of SE tax paid) reduces your AGI. The QBI deduction (up to 23% of qualified business income under the OBBBA) is a separate below-the-line deduction that reduces taxable income. Both are available to self-employed individuals and can be claimed simultaneously.

Yes, if the education maintains or improves skills required in your current trade or business, or is required by your employer or by law to keep your current job. You cannot deduct education that qualifies you for a new career or meets the minimum requirements for your current job. For self-employed individuals, qualifying education is deducted on Schedule C as a business expense.

It depends. An MBA is deductible if you are already working in a business management role and the degree improves your existing skills — not if it qualifies you for a new career. The IRS looks at whether the education maintains or improves skills in your current work, not whether it is useful. Many MBA students in management roles can deduct tuition; those switching careers cannot.

The business education deduction (Schedule C) has no dollar limit and reduces both income tax and self-employment tax. The Lifetime Learning Credit is a non-refundable credit worth up to $2,000 per year but phases out at higher incomes. Self-employed individuals with qualifying education expenses almost always benefit more from the Schedule C deduction than the LLC.

Yes, if the course or coaching program maintains or improves skills in your current business. A business coach, sales training program, marketing course, or industry certification all qualify. The key test is whether the education relates to your existing work — not whether it is delivered online or in person.

Yes. Books, trade publications, professional journals, and online subscriptions (such as industry databases, software training platforms, or professional newsletters) that are ordinary and necessary for your business are fully deductible on Schedule C. Keep receipts and document the business purpose for each.

A Solo 401(k) is a retirement plan for self-employed individuals with no full-time employees other than a spouse. It allows contributions in two capacities: as an employee (up to $24,500 in 2026, plus $7,500 catch-up if 50+) and as an employer (up to 25% of net self-employment income), with a combined limit of approximately $70,000 in 2026.

The total Solo 401(k) contribution limit is approximately $70,000 in 2026 ($77,500 if age 50 or older). This includes up to $24,500 in employee deferrals plus employer profit-sharing contributions of up to 25% of net self-employment income (after the SE tax deduction).

A Solo 401(k) must be established by December 31 of the tax year for which you want to make contributions. Employee deferrals must also be made by December 31. Employer profit-sharing contributions can be made up to the tax filing deadline (including extensions).

Yes, but the employee deferral limit ($24,500 in 2026) applies across all 401(k) plans combined. If you contribute $24,500 to your employer's 401(k), you cannot make additional employee deferrals to your Solo 401(k). However, you can still make employer profit-sharing contributions to the Solo 401(k).

A Solo 401(k) generally allows higher contributions for most self-employed individuals because it includes both employee deferrals and employer contributions. A SEP-IRA is limited to 25% of net self-employment income (no employee deferral component). For someone earning $100,000 net, a Solo 401(k) allows $46,000 vs. $18,587 for a SEP-IRA.

A Simplified Employee Pension (SEP-IRA) is a retirement account for self-employed individuals and small business owners. It allows contributions of up to 25% of net self-employment income (after the SE tax deduction), with a maximum of $72,000 in 2026. Any self-employed person with net income can open a SEP-IRA.

A SEP-IRA can be opened and funded up to the tax filing deadline, including extensions. For a sole proprietor, this means you can open a SEP-IRA and make a 2026 contribution as late as October 15, 2027 (with an extension). This makes it the most flexible retirement plan for last-minute tax planning.

The SEP-IRA contribution limit is 25% of net self-employment income (after deducting half of self-employment tax), up to a maximum of $72,000 in 2026. For a freelancer with $100,000 in net income, the maximum SEP-IRA contribution is approximately $18,587.

For most self-employed individuals, a Solo 401(k) allows higher contributions because it includes both employee deferrals and employer contributions. A SEP-IRA is simpler to administer and can be opened after year-end. If you want maximum contributions and are willing to manage payroll, the Solo 401(k) wins. If simplicity is the priority, the SEP-IRA is excellent.

Yes. SEP-IRA contributions do not affect your ability to contribute to a Roth IRA (subject to income limits) or use the backdoor Roth strategy. However, having pre-tax SEP-IRA funds can complicate backdoor Roth conversions due to the pro-rata rule. Uncle Kam helps clients navigate this interaction.

A home office must be used regularly and exclusively for business — a dedicated room or clearly defined space used only for work. A kitchen table where you occasionally work does not qualify. The space must be your principal place of business or where you meet clients.

No. The Tax Cuts and Jobs Act of 2017 eliminated the home office deduction for W-2 employees through 2025. Only self-employed individuals, freelancers, and business owners can currently claim the home office deduction.

You can deduct the business-use percentage of your internet bill. If your home office is 10% of your home's square footage, you can deduct 10% of your internet costs. If you use the internet exclusively for business (a separate business line), you can deduct 100%.

The simplified method allows you to deduct $5 per square foot of your home office, up to 300 square feet ($1,500 maximum). It is easier to calculate but often produces a smaller deduction than the actual expense method for most homeowners.

The home office deduction is not an automatic audit trigger. The IRS does scrutinize it, but a properly documented, legitimate home office is fully defensible. The key is the "exclusive use" requirement — the space must be used only for business, not as a guest room or general living area.

Yes. An LLC can deduct ordinary and necessary travel expenses including airfare, hotels, rental cars, taxis, and 50% of meals when the travel is primarily for business purposes. The trip must take you away from your tax home overnight, and the primary purpose must be business.

Yes, with limitations. If the primary purpose of the trip is business, you can deduct all transportation costs (flights, rental car) even if you add personal days. However, hotel and meal costs are only deductible for the business days. Document the business purpose of each day carefully.

Deductible business travel expenses include airfare, train or bus tickets, rental cars, taxis and rideshares, hotel accommodations, 50% of meals, tips, laundry, and business calls. The travel must be away from your tax home overnight and primarily for business purposes.

Cruise ship conventions and seminars have a special $2,000/day limit under IRC §274(h). The ship must be a US-flagged vessel, all ports of call must be in the US or its possessions, and the convention must be directly related to your business. Documentation requirements are strict.

Your tax home is the city or general area where your principal place of business is located — not necessarily where you live. Travel expenses are only deductible when you travel away from your tax home. If you work remotely from a home office, your home is your tax home, making most business travel deductible.

As a sole proprietor, you pay 15.3% self-employment tax on all net profits. As an S-Corp owner, you pay yourself a reasonable salary (subject to payroll taxes) and take the remaining profit as a distribution — which is not subject to self-employment tax. On $150,000 in profit, this can save $10,000–$20,000/year.

The IRS requires S-Corp owner-employees to pay themselves a "reasonable compensation" — roughly what you would pay a third party to do your job. The IRS looks at industry benchmarks, the services you provide, and the profitability of the business. Underpaying yourself is a major audit trigger.

The S-Corp election typically makes financial sense when your net self-employment income exceeds $50,000–$60,000/year. Below that threshold, the administrative costs (payroll processing, additional tax filings) often exceed the SE tax savings.

Yes. An LLC can elect to be taxed as an S-Corp by filing IRS Form 2553. The LLC retains its legal structure while being treated as an S-Corp for tax purposes. This is one of the most common and effective tax elections for small business owners.

S-Corps require running payroll, filing quarterly payroll tax returns, and paying additional accounting fees. They also have restrictions: no more than 100 shareholders, all shareholders must be US citizens or residents, and only one class of stock is allowed. For most small businesses, the tax savings far outweigh these administrative requirements.

The Qualified Business Income (QBI) deduction under Section 199A allows owners of pass-through businesses — sole proprietorships, S-Corps, LLCs, and partnerships — to deduct up to 23% of their qualified business income starting in 2026, permanently extended and enhanced under the OBBBA. The full deduction is available if taxable income is below approximately $197,300 (single) or $394,600 (married filing jointly).

Yes. S-Corp owners can claim the QBI deduction on their share of the S-Corp's qualified business income. However, W-2 wages paid to yourself as an S-Corp employee are not included in QBI — only the pass-through profit qualifies.

It depends on income. Consultants are classified as a "specified service trade or business" (SSTB), which means the QBI deduction phases out above approximately $197,300 (single) or $394,600 (married) in 2026. Below those thresholds, consultants get the full 23% deduction.

Yes — the OBBBA permanently extended and enhanced the QBI deduction, increasing it from 20% to 23% starting in 2026. It no longer faces a sunset date. This is one of the most significant permanent tax changes for self-employed individuals and pass-through business owners.

The basic calculation is 23% of your qualified business income, limited to the lesser of 23% of QBI or 50% of W-2 wages paid by the business (or 25% of W-2 wages plus 2.5% of qualified property). For most small business owners below the income thresholds, the calculation is simply 23% of net business income.

Yes. If you use your car for business purposes, you can deduct either the standard mileage rate ($0.725/mile in 2026) or your actual vehicle expenses (gas, insurance, repairs, depreciation) multiplied by the business-use percentage. You must keep a mileage log documenting the date, destination, business purpose, and miles driven.

The IRS standard mileage rate for business driving is $0.725 per mile in 2026. This rate covers gas, insurance, maintenance, and depreciation. You can also deduct actual tolls and parking fees separately on top of the mileage rate.

No. Commuting from your home to your regular workplace is not deductible. However, if you have a qualifying home office, all trips from your home to client sites, meetings, or other business locations are deductible business miles.

Yes. The IRS requires contemporaneous records documenting the date, destination, business purpose, and miles driven for each business trip. Apps like MileIQ, Everlance, or even a simple spreadsheet work well. Reconstructed logs created at tax time are a significant audit risk.

Yes. An LLC can deduct vehicle expenses either through an accountable plan (reimbursing the owner for business miles) or by having the LLC own the vehicle directly. For heavy SUVs over 6,000 lbs GVWR, Section 179 and bonus depreciation can generate massive first-year write-offs.

Yes. Business meals where you discuss business with a client, prospect, employee, or business partner are 50% deductible. The meal must have a clear business purpose, and you must document the date, location, attendees, and business topic discussed. Entertainment expenses (sporting events, concerts) are no longer deductible.

In most cases, business meals are limited to 50%. Meals at company-wide events like holiday parties remain 100% deductible. Employer-provided meals on-premises (cafeteria, overtime meals) are 50% deductible in 2026 under current law.

The IRS requires: the amount of the expense, the date, the location, the business purpose, and the names and business relationships of all attendees. Keep the receipt and write the business purpose on the back (or in your expense app) immediately after the meal.

Yes. Meals while traveling away from home for business are 50% deductible. You do not need a client present — solo meals during business travel qualify. You can use the IRS per diem rates instead of tracking actual meal costs if you prefer a simplified approach.

No. The Tax Cuts and Jobs Act of 2017 eliminated deductions for entertainment expenses — tickets to sporting events, concerts, golf rounds, and similar activities are no longer deductible, even if business is discussed. Only the meal portion of a business dinner at a restaurant remains 50% deductible.

A Health Savings Account (HSA) offers three tax benefits: (1) contributions are tax-deductible, (2) the balance grows tax-free, and (3) withdrawals for qualified medical expenses are tax-free. No other account offers all three benefits simultaneously. After age 65, HSA funds can be withdrawn for any purpose (taxed as ordinary income, like a Traditional IRA).

The 2026 HSA contribution limits are $4,400 for self-only coverage and $8,750 for family coverage. Individuals age 55 or older can contribute an additional $1,000 catch-up contribution. The OBBBA also expanded HSA eligibility to include bronze and catastrophic health plans starting in 2026.

In 2026, an HDHP must have a minimum deductible of approximately $1,700 (self-only) or $3,400 (family) and maximum out-of-pocket limits of approximately $8,500 (self-only) or $17,000 (family). The OBBBA also expanded eligibility to bronze and catastrophic ACA plans starting in 2026 — check with your plan administrator.

Yes — and this is the most powerful HSA strategy. Instead of leaving HSA funds in a low-interest cash account, invest them in index funds or ETFs for tax-free growth. Many HSA providers (Fidelity, Lively, HSA Bank) offer investment options. Paying current medical expenses out of pocket and letting the HSA grow invested is the optimal long-term approach.

Before age 65, non-medical HSA withdrawals are subject to income tax plus a 20% penalty. After age 65, non-medical withdrawals are taxed as ordinary income (like a Traditional IRA) with no penalty. This makes the HSA a powerful retirement account that also covers medical expenses tax-free.

A single-member LLC is taxed as a sole proprietorship by default (Schedule C). A multi-member LLC is taxed as a partnership by default (Form 1065). An LLC can elect to be taxed as an S-Corp (Form 2553) or C-Corp (Form 8832). The S-Corp election is the most common tax optimization strategy for profitable LLCs, as it reduces self-employment tax on the portion of income taken as distributions rather than salary.

The S-Corp election typically makes sense when net profit exceeds $80,000-$100,000/year. Below that level, the administrative costs of running an S-Corp (payroll processing, additional tax filings, state fees) often exceed the SE tax savings. The breakeven point depends on your state, the cost of payroll services, and the reasonable salary for your role.

The IRS requires S-Corp owner-employees to pay themselves a "reasonable compensation" — what you would pay an unrelated employee to perform the same services. The IRS looks at industry compensation data, the company's profitability, and the owner's duties. Setting the salary too low is the most common S-Corp audit trigger. Uncle Kam can help you determine a defensible reasonable salary for your specific business.

Yes — you can elect S-Corp status for an existing LLC by filing Form 2553 with the IRS. The election can be made at any time during the year for the following year, or within the first 2.5 months of the tax year for the current year. Some states require a separate state-level S-Corp election. The LLC remains an LLC for state law purposes; the S-Corp election only changes the federal (and sometimes state) tax treatment.

Disadvantages include: (1) additional administrative burden (payroll processing, quarterly payroll tax deposits, W-2 issuance, Form 1120-S filing), (2) additional cost ($500-$2,000/year for payroll services and tax preparation), (3) S-Corp restrictions (no more than 100 shareholders, only one class of stock, no foreign shareholders), and (4) some states do not recognize the S-Corp election and tax LLCs as corporations regardless.

The WOTC is a federal tax credit of $2,400–$9,600 per qualifying new hire for employers who hire individuals from certain target groups, including veterans, long-term unemployment recipients, SNAP recipients, ex-felons, and vocational rehabilitation referrals. The credit is a dollar-for-dollar reduction in federal income taxes.

To claim WOTC, you must submit IRS Form 8850 (Pre-Screening Notice) to your state workforce agency within 28 days of the employee's start date. The state agency certifies eligibility. You then claim the credit on IRS Form 5884 with your tax return.

Qualifying target groups include: veterans (especially disabled veterans), long-term TANF recipients, SNAP (food stamp) recipients, designated community residents, vocational rehabilitation referrals, ex-felons, SSI recipients, long-term unemployment recipients (27+ weeks), and summer youth employees in empowerment zones.

The standard WOTC credit is 40% of first-year wages up to $6,000 ($2,400 maximum). For long-term TANF recipients, the credit extends to the second year (total up to $9,000). For disabled veterans, the credit can reach $9,600. The employee must work at least 400 hours to qualify for the full credit.

Yes. There is no minimum size requirement — any employer that hires qualifying individuals and files the required forms is eligible. The WOTC is one of the most underutilized credits for small businesses, particularly in industries with high turnover like restaurants, retail, and hospitality.

A 1031 exchange allows you to sell an investment property and defer all capital gains taxes by reinvesting the proceeds into a like-kind replacement property. You must identify the replacement property within 45 days and close within 180 days, using a qualified intermediary to hold the funds.

Yes. Residential rental properties, commercial buildings, raw land, and even some types of personal property qualify. The property must be held for investment or business use — your primary residence does not qualify.

The deferred gain carries forward into the replacement property's adjusted basis. You can continue deferring it through a chain of 1031 exchanges. If you hold the property until death, heirs receive a step-up in basis and the deferred gain is eliminated entirely.

After selling your relinquished property, you have exactly 45 calendar days to identify up to three potential replacement properties in writing. Missing this deadline disqualifies the entire exchange and makes the full gain taxable immediately.

Yes — "like-kind" is broadly defined for real estate. You can exchange a single-family rental for a commercial building, raw land, or a multi-family property. The key is that both properties must be held for investment or business use.

The IRS allows you to deduct the cost of a residential rental building (excluding land) over 27.5 years. This creates a non-cash deduction each year — meaning you get a tax write-off without spending any money. A $300,000 building generates $10,909/year in depreciation deductions automatically.

Yes. Depreciation is based on the property's cost basis, not your equity. You can deduct the full depreciation amount regardless of how much you owe on the mortgage.

Depreciation taken during ownership is subject to recapture at a 25% rate when you sell. However, this can be deferred indefinitely using a 1031 exchange, or eliminated entirely if you hold the property until death and your heirs receive a step-up in basis.

You can catch up on all missed depreciation in a single year by filing IRS Form 3115 (Change in Accounting Method). This is a powerful strategy for landlords who have owned property for years without properly tracking depreciation.

No. Land does not wear out and cannot be depreciated. Only the building and improvements are depreciable. Properly allocating the land value (typically using the assessed value ratio from property tax records) is essential to maximizing your depreciation deduction.

Yes, if you itemize deductions. You can deduct interest on up to $750,000 of mortgage debt ($375,000 if married filing separately) on your primary residence and one second home. The deduction only makes sense if your total itemized deductions exceed the standard deduction ($30,000 for married filers in 2026).

Yes. Mortgage interest on a second home (vacation home or investment property used personally) is deductible on the same $750,000 combined limit. If the property is rented out, different rules apply and the deduction is taken on Schedule E.

Add up your mortgage interest, state and local taxes (up to $10,000), charitable contributions, and other itemizable expenses. If the total exceeds $15,750 (single) or $30,000 (married filing jointly) in 2026, itemizing saves you more money.

Only if the loan proceeds were used to buy, build, or substantially improve the home securing the loan. Home equity loans used for other purposes (paying off credit cards, vacations) are not deductible under current law.

Yes. Points paid on a mortgage to purchase your primary residence are generally deductible in the year paid. Points paid on a refinance must be deducted over the life of the loan.

Section 179 allows businesses to immediately deduct the full cost of qualifying equipment, vehicles, and software in the year of purchase instead of depreciating it over multiple years. The 2026 deduction limit is $1,250,000, phasing out dollar-for-dollar above $3,130,000 in total equipment purchases.

Qualifying property includes machinery, equipment, computers, office furniture, software, and certain vehicles. The property must be used more than 50% for business purposes. Improvements to commercial buildings (HVAC, roofing, security systems) also qualify under Section 179.

Yes, but passenger vehicles have annual deduction limits (approximately $13,200 in 2026 for cars). However, heavy SUVs and trucks with a GVWR over 6,000 lbs have a much higher Section 179 limit ($31,300 in 2026), and with 100% bonus depreciation restored under the OBBBA, heavy vehicles over 6,000 lbs can be fully expensed with no cap.

Section 179 is limited to your business's taxable income (you cannot create a loss with it), while bonus depreciation can create or increase a net operating loss. Section 179 gives you more control over which assets to expense, while bonus depreciation applies automatically to all qualifying assets unless you elect out.

Section 179 is limited to your business's net taxable income — it cannot create a loss. Any unused Section 179 deduction carries forward to future years. If you need to create a loss, bonus depreciation is the better tool since it has no income limitation.

Bonus depreciation allows businesses to immediately deduct 100% of the cost of qualifying assets in the year of purchase. The OBBBA (signed July 4, 2025) permanently restored 100% bonus depreciation for property placed in service after January 19, 2025. It applies to new and used equipment, vehicles, and qualified improvement property.

No. The OBBBA permanently restored 100% bonus depreciation for property placed in service after January 19, 2025. The prior phase-down schedule (40% in 2025, 20% in 2026, 0% in 2027) has been eliminated. This is now a permanent feature of the tax code.

Yes — unlike Section 179, bonus depreciation can create or increase a net operating loss (NOL). That NOL can be carried forward to future years to offset future income, or in some cases carried back to prior years for a refund.

Yes. Since 2017, bonus depreciation applies to both new and used qualifying property, as long as the property is new to you (you have not previously used it). This makes it possible to generate large deductions from purchasing used equipment, vehicles, or even existing rental properties.

Yes. You can elect out of bonus depreciation for a specific class of assets (e.g., all 5-year property) if you prefer to depreciate assets over their regular recovery period. This might make sense if you expect to be in a higher tax bracket in future years and want to preserve deductions for when they are worth more.

A net operating loss occurs when your allowable tax deductions exceed your taxable income for the year. The excess loss can be carried forward to future tax years to offset up to 80% of taxable income in each future year. NOLs generated after 2017 can be carried forward indefinitely.

Under current law, most NOLs generated after 2017 cannot be carried back — they can only be carried forward. However, farming losses and certain insurance company losses are exceptions. During COVID (2020-2021), special 5-year carryback rules applied.

NOL carryforwards can offset up to 80% of taxable income in any given year. This means if you have $500,000 in taxable income, an NOL can reduce it to no less than $100,000 in that year. The remaining NOL continues to carry forward.

Yes — and this is a legitimate tax planning strategy. By timing large deductions (bonus depreciation, Section 179, cost segregation) in a high-income year, a business can intentionally generate an NOL that offsets income in future years when the business is more profitable.

NOL carryforwards generally do not transfer to the buyer in an asset sale. In a stock sale, the NOLs remain with the corporation but are subject to severe limitations under IRC §382 if there is a change in ownership of more than 50%. Proper planning before a sale is essential to preserve the value of NOL carryforwards.

A backdoor Roth IRA is a two-step process: (1) contribute to a non-deductible Traditional IRA (no income limit), then (2) immediately convert the Traditional IRA to a Roth IRA. Since the contribution was made with after-tax dollars, the conversion is tax-free. This allows high earners to access Roth IRA benefits regardless of income.

Anyone with earned income can use the backdoor Roth strategy, but it is most valuable for individuals who exceed the Roth IRA income limits: approximately $165,000 (single) or $246,000 (married filing jointly) in 2026. Below these limits, you can contribute directly to a Roth IRA without the backdoor process.

Yes. The backdoor Roth IRA is a legal strategy explicitly acknowledged by Congress and the IRS. It has been available since 2010 when income limits on Roth conversions were eliminated. The strategy remains fully available in 2026.

The pro-rata rule requires you to calculate the taxable portion of a Roth conversion based on the ratio of pre-tax IRA funds to total IRA funds. If you have existing pre-tax Traditional IRA money, converting only the non-deductible contribution will trigger taxes on a proportional share. The cleanest backdoor Roth requires having no pre-tax IRA funds.

The backdoor Roth contribution limit is the same as the regular IRA limit: $7,500 per person in 2026 ($8,500 if age 50 or older). A married couple can each do a backdoor Roth for a combined $15,000/year in tax-free contributions.

A Donor-Advised Fund (DAF) is a charitable giving account sponsored by a public charity (such as Fidelity Charitable or Schwab Charitable). You contribute cash, securities, or other assets to the DAF, receive an immediate tax deduction for the full contribution, and then recommend grants to qualified charities over time. The assets grow tax-free inside the DAF until distributed.

Cash contributions to a DAF are deductible up to 60% of AGI. Contributions of appreciated securities are deductible at fair market value up to 30% of AGI. Excess contributions carry forward for up to 5 years. Unlike private foundations, DAFs have no minimum distribution requirement.

Bunching means contributing multiple years of planned charitable giving into a DAF in a single year to exceed the standard deduction threshold and itemize. For example, instead of donating $10,000/year for 5 years (which may not exceed the standard deduction), you contribute $50,000 in Year 1 to a DAF, take the full itemized deduction, and then distribute $10,000/year to charities from the DAF over the following 5 years.

Yes — and this is one of the most powerful aspects of a DAF. You can contribute long-term appreciated stock directly to the DAF, deduct the full fair market value (up to 30% of AGI), and avoid paying capital gains tax on the appreciation. The DAF can then sell the stock tax-free and invest the proceeds for future charitable distributions.

A DAF is simpler and cheaper to establish (no legal fees, no IRS approval), has no minimum distribution requirement, offers higher deduction limits, and provides anonymity for grants. A private foundation offers more control (you can hire family members, make program-related investments, and set your own grant criteria) but requires 5% annual distributions, has lower deduction limits, and faces excise taxes on investment income.

Yes. You can donate long-term appreciated stock (held more than 1 year) directly to a qualified charity or Donor-Advised Fund and deduct the full fair market value on the date of the gift — up to 30% of AGI. You also avoid paying capital gains tax on the appreciation. This is almost always more tax-efficient than selling the stock and donating cash.

When you donate appreciated stock, you get two tax benefits: (1) a charitable deduction for the full fair market value, and (2) you avoid capital gains tax on the appreciation. When you donate cash, you only get the charitable deduction. For stock with large embedded gains, the difference can be tens of thousands of dollars.

You can donate publicly traded stocks, mutual funds, ETFs, bonds, real estate, private company stock, cryptocurrency, and other appreciated assets. The deduction rules vary by asset type: publicly traded securities are deductible at fair market value; private company stock and real estate require a qualified appraisal; cryptocurrency is treated like property.

Contributions of long-term appreciated capital gain property to public charities are deductible up to 30% of AGI. Contributions to private foundations are limited to 20% of AGI. Excess contributions carry forward for up to 5 years. Cash donations to public charities are deductible up to 60% of AGI.

Yes. The IRS treats cryptocurrency as property, so donating appreciated crypto directly to a qualified charity or DAF allows you to deduct the fair market value and avoid capital gains tax on the appreciation — the same as donating appreciated stock. The charity or DAF can then sell the crypto tax-free.

The Child Tax Credit is $2,000 per qualifying child under age 17 in 2026, permanently extended under the OBBBA. Up to $1,700 of the credit is refundable (the Additional Child Tax Credit) for taxpayers with earned income above $2,500. The credit begins to phase out at $200,000 AGI for single filers and $400,000 for married filing jointly, reducing by $50 for every $1,000 of income above the threshold.

The child must be under age 17 at the end of the tax year, a U.S. citizen or resident, claimed as your dependent, and have lived with you for more than half the year. The child must also have a valid Social Security number. There is no limit on the number of qualifying children you can claim.

Yes — up to $1,700 of the $2,000 credit is refundable as the Additional Child Tax Credit (ACTC). If your tax liability is less than the credit amount, you can receive the refundable portion as a cash refund. The refundable amount is calculated as 15% of earned income above $2,500, up to the $1,700 limit per child.

The credit phases out by $50 for every $1,000 (or fraction thereof) of AGI above $200,000 (single) or $400,000 (MFJ). At $440,000 MFJ, the credit is fully phased out for two children. Reducing AGI through retirement contributions, HSA contributions, or business deductions can preserve or increase the credit.

Yes — these are two separate credits. The Child Tax Credit ($2,000/child) is based on having a qualifying child under 17. The Child and Dependent Care Credit (up to $1,050 for one child, $2,100 for two or more) is based on childcare expenses paid so you can work. Both can be claimed in the same year for the same child.

You can deduct up to $2,500 in student loan interest per year as an above-the-line deduction (you do not need to itemize). The deduction phases out between approximately $80,000 and $95,000 AGI for single filers, and between $160,000 and $190,000 for married filing jointly in 2026. The deduction reduces your AGI, which can improve eligibility for other tax benefits.

No — the student loan interest deduction is an above-the-line deduction claimed on Schedule 1, which reduces your AGI regardless of whether you take the standard deduction or itemize. This makes it available to virtually all qualifying borrowers.

If your parents paid your student loan interest and you are claimed as their dependent, neither you nor your parents can deduct the interest. However, if your parents paid the interest but you are not their dependent, you can deduct it as if you paid it yourself — the IRS treats this as a gift from your parents to you, which you then used to pay the loan.

The loan must have been taken out solely to pay qualified higher education expenses (tuition, fees, room and board, books, supplies) for you, your spouse, or a dependent. Both federal and private student loans qualify. Loans from family members or employer plans generally do not qualify.

Yes — you can deduct the interest portion of your payments regardless of which repayment plan you are on. Your loan servicer will send you Form 1098-E each year showing the total interest paid. Even if your payments are low under an income-driven plan, any interest you do pay is deductible up to the $2,500 limit.

A Dependent Care FSA (DCFSA) is an employer-sponsored benefit that lets you set aside pre-tax dollars to pay for qualifying dependent care expenses. The annual contribution limit is $5,000 per household ($2,500 if married filing separately). Contributions reduce your taxable income for federal income tax, Social Security tax, and Medicare tax — making the effective savings 22-37% depending on your tax bracket.

Qualifying expenses include daycare, preschool, after-school programs, summer day camps, and in-home care (nanny or au pair) for children under age 13. Care for a spouse or dependent who is physically or mentally incapable of self-care also qualifies. Overnight camps, tutoring, and kindergarten tuition do not qualify.

Yes, but not on the same expenses. The $5,000 FSA contribution reduces the expense base available for the Child and Dependent Care Credit. If you have one child, the credit base is $3,000 — after the $5,000 FSA, there is no remaining base for the credit. With two or more children, the credit base is $6,000 — after the $5,000 FSA, $1,000 remains eligible for the credit.

Dependent Care FSAs are "use it or lose it" — unused funds at the end of the plan year are forfeited. Unlike Health FSAs, there is no $640 rollover option. Some employers offer a 2.5-month grace period. Carefully estimate your annual childcare costs before electing your contribution amount.

Yes — payments to a nanny, au pair, or in-home caregiver for a qualifying dependent qualify for the Dependent Care FSA. However, you must report the caregiver's Social Security number on your tax return, and if you pay a household employee more than $2,800/year (2026), you may have "nanny tax" obligations (employer FICA, unemployment insurance).

Tax-loss harvesting is the practice of selling investments at a loss to offset capital gains from other investments, reducing your overall tax liability. The harvested losses first offset capital gains dollar-for-dollar. If losses exceed gains, up to $3,000 of excess losses can offset ordinary income per year. Remaining losses carry forward indefinitely to future years.

The wash-sale rule disallows a loss deduction if you buy the same or "substantially identical" security within 30 days before or after the sale. To avoid triggering the rule, you can immediately reinvest in a similar but not identical security (e.g., sell a Vanguard S&P 500 ETF and buy a Fidelity S&P 500 ETF), wait 31 days before repurchasing, or use the loss to rebalance your portfolio.

No — losses in tax-deferred accounts (IRA, 401(k)) cannot be harvested because all gains and losses inside those accounts are tax-deferred. Tax-loss harvesting only applies to taxable brokerage accounts. This is one reason why it can be beneficial to hold more volatile assets in taxable accounts where losses can be harvested.

Yes — and cryptocurrency has a significant advantage: the wash-sale rule does not currently apply to crypto (it applies only to "securities" under the tax code, and crypto is classified as property). This means you can sell crypto at a loss, immediately repurchase the same coin, and still claim the loss deduction. This may change with future legislation.

Capital losses first offset capital gains of the same type (short-term losses offset short-term gains; long-term losses offset long-term gains). Excess losses can offset gains of the other type. After offsetting all capital gains, up to $3,000 of net capital losses can offset ordinary income per year. Remaining losses carry forward indefinitely.

The Residential Clean Energy Credit (formerly the Investment Tax Credit) allows homeowners to claim 30% of the cost of a solar panel system as a federal tax credit. The 30% rate applies to systems installed through 2032, stepping down to 26% in 2033 and 22% in 2034. The credit covers the cost of panels, inverters, mounting hardware, wiring, and installation labor.

No — the Residential Clean Energy Credit is non-refundable, meaning it can reduce your tax liability to zero but cannot generate a refund. However, any unused credit carries forward to future tax years indefinitely until fully used. If your tax liability is less than the credit amount, you will use the remainder in subsequent years.

The Residential Clean Energy Credit applies to your primary or secondary residence. For rental properties, the Investment Tax Credit (ITC) applies instead, which also provides a 30% credit but is claimed as a business credit. Rental property solar installations can also be depreciated, generating additional deductions beyond the credit.

In addition to solar, the Residential Clean Energy Credit covers wind turbines, geothermal heat pumps, battery storage systems (10 kWh minimum), and fuel cells. The Energy Efficient Home Improvement Credit (25C) provides separate credits for insulation, windows, doors, heat pumps, and electric panel upgrades — up to $3,200/year.

Yes — standalone battery storage systems with a capacity of at least 10 kWh qualify for the 30% Residential Clean Energy Credit starting in 2023, even if not paired with solar panels. This is a significant expansion from prior law, which required battery storage to be charged by solar to qualify.

The personal Clean Vehicle Credit (§30D) for new EVs was repealed under the OBBBA for vehicles purchased after December 31, 2025. However, the Commercial Clean Vehicle Credit (§45W, Form 8936) for business-use EVs remains available at up to $7,500 for vehicles under 14,000 lbs. If you are buying an EV for business use, the commercial credit still applies. Book a call to confirm eligibility for your specific vehicle and use case.

To qualify for the full $7,500 credit, the vehicle must be a new plug-in electric vehicle with a battery capacity of at least 7 kWh, have a final assembly in North America, meet critical mineral and battery component sourcing requirements, and fall within MSRP limits ($55,000 for cars, $80,000 for SUVs and trucks). The IRS maintains a current list of qualifying vehicles at fueleconomy.gov.

Yes — starting in 2024, you can transfer the Clean Vehicle Credit to the dealer at the point of sale, effectively receiving the credit as a discount on the purchase price. This is beneficial if your tax liability is less than $7,500 or if you want the benefit immediately rather than waiting until you file your return. The dealer then claims the credit from the IRS.

Businesses can claim the Commercial Clean Vehicle Credit (Form 8936) for EVs used in business, which provides up to $7,500 for vehicles under 14,000 lbs GVWR and up to $40,000 for larger commercial vehicles. Unlike the personal credit, the commercial credit has no income limits and no MSRP caps. Businesses can also combine the credit with Section 179 expensing and bonus depreciation.

The personal Clean Vehicle Credit is non-refundable — it can reduce your tax liability to zero but cannot generate a refund. However, if you transfer the credit to the dealer at purchase, you receive the full benefit regardless of your tax liability. The Commercial Clean Vehicle Credit for businesses is also non-refundable but can be carried back 1 year or forward 20 years.

The Energy Efficient Home Improvement Credit (Section 25C) provides a 30% credit for qualifying energy efficiency improvements to your primary residence. The annual credit limit is $3,200 total, with sub-limits: $2,000 for heat pumps and biomass stoves, $1,200 for insulation, windows, doors, and energy audits (with further per-item limits). The credit resets each year through 2032.

Qualifying improvements include: heat pumps (air-source and geothermal), heat pump water heaters, biomass stoves and boilers, exterior windows and skylights (must meet Energy Star Most Efficient criteria), exterior doors (must meet Energy Star requirements), insulation and air sealing materials, and home energy audits. Central air conditioners and gas furnaces may also qualify if they meet efficiency thresholds.

Yes — unlike the old Nonbusiness Energy Property Credit which had a lifetime limit, the new Section 25C credit has an annual limit that resets each year. You can claim up to $3,200 in credits per year through 2032, allowing you to spread energy upgrades across multiple years and maximize the total credits claimed.

No — the Section 25C credit applies only to your primary residence. Rental properties do not qualify for this credit. However, energy efficiency improvements to rental properties can be depreciated as capital improvements, and in some cases may qualify for bonus depreciation or Section 179 expensing if the property is used in a trade or business.

Yes — the Section 25C (Energy Efficient Home Improvement Credit) and the Section 25D (Residential Clean Energy Credit for solar) are separate credits with separate limits. You can claim both in the same year. For example, installing solar ($10,500 credit) and a heat pump ($2,000 credit) in the same year would generate $12,500 in total federal tax credits.

The annual gift tax exclusion is $19,000 per recipient in 2026 (indexed for inflation). You can give $19,000 to as many people as you want each year without filing a gift tax return or using any of your lifetime exemption. Married couples can combine their exclusions to give $38,000 per recipient per year through gift-splitting.

No — gifts within the annual exclusion ($19,000 per recipient in 2026) do not require a gift tax return (Form 709). However, if you make a gift that exceeds the annual exclusion to any one person, you must file Form 709 to report the excess, even if no gift tax is due (the excess reduces your lifetime exemption).

Yes — gifts above the annual exclusion reduce your lifetime gift and estate tax exemption (approximately $15 million+ per person in 2026, permanently doubled under the OBBBA). As long as your total lifetime taxable gifts (above annual exclusions) do not exceed the exemption, no gift tax is due. Only when cumulative taxable gifts exceed the lifetime exemption does gift tax apply at 40%.

Yes — the annual exclusion applies to gifts to any individual, including grandchildren. However, large gifts to grandchildren (or great-grandchildren) may also trigger the Generation-Skipping Transfer (GST) tax, which has its own exemption (approximately $15 million+ in 2026, permanently doubled under the OBBBA). Gifts within the annual exclusion are automatically exempt from GST tax.

Yes — you can elect to treat a lump-sum contribution to a 529 plan as if it were made ratably over 5 years, allowing you to contribute up to $95,000 per beneficiary ($190,000 for married couples) in a single year without gift tax consequences in 2026. This is called the "superfunding" election and must be reported on Form 709.

When you inherit an asset, your cost basis is "stepped up" to the fair market value on the date of the decedent's death (or an alternate valuation date 6 months later). This means all appreciation during the decedent's lifetime is permanently erased for capital gains purposes. If you sell the asset immediately after inheriting it, you owe zero capital gains tax on the lifetime appreciation.

Most capital assets that pass through an estate receive a step-up: stocks, bonds, mutual funds, real estate, business interests, and collectibles. Assets held in IRAs and 401(k)s do not receive a step-up — they are subject to ordinary income tax when withdrawn. Assets in irrevocable trusts may or may not receive a step-up depending on how the trust is structured.

In community property states (California, Texas, Arizona, Nevada, Washington, Idaho, Louisiana, New Mexico, Wisconsin), both halves of community property receive a step-up in basis when one spouse dies — not just the deceased spouse's half. This is a significant advantage over common law states, where only the deceased spouse's share receives the step-up.

For very large embedded gains, holding appreciated assets until death can eliminate the capital gains tax entirely through the step-up in basis. However, this strategy must be weighed against estate tax exposure (if the estate exceeds the exemption), liquidity needs, and the opportunity cost of holding a concentrated position. Uncle Kam can model the tradeoffs for your specific situation.

Yes — donating appreciated assets to a qualified charity or Donor-Advised Fund eliminates the capital gains tax and generates a charitable deduction for the full fair market value. This is often more tax-efficient than holding until death (which avoids capital gains but may trigger estate tax) or selling and donating cash (which triggers capital gains before the donation).

A 529 plan is a tax-advantaged savings account designed for education expenses. Contributions are made with after-tax dollars (no federal deduction), but the account grows tax-free and qualified withdrawals for education expenses are completely tax-free. More than 30 states offer a state income tax deduction or credit for contributions to their state's 529 plan.

Qualified expenses include tuition, fees, books, supplies, and room and board at accredited colleges and universities. K-12 tuition (up to $10,000/year) also qualifies. Apprenticeship programs and student loan repayment (up to $10,000 lifetime per beneficiary) are also qualified uses. Non-qualified withdrawals are subject to income tax plus a 10% penalty on the earnings portion.

Yes — you can change the beneficiary to another member of the original beneficiary's family (siblings, parents, cousins, etc.) without tax consequences. If your child receives a scholarship or decides not to attend college, you can roll the funds to another family member's 529, use them for K-12 tuition, or roll up to $35,000 into a Roth IRA (subject to annual Roth contribution limits and a 15-year account seasoning requirement).

You can elect to treat a lump-sum 529 contribution as if it were made ratably over 5 years, allowing you to contribute up to $90,000 per beneficiary ($180,000 for married couples) in a single year without gift tax consequences. This is called the "superfunding" or "5-year election" and must be reported on Form 709. No additional gifts to the same beneficiary can be made during the 5-year period without gift tax implications.

Yes — 529 funds can be used for graduate and professional school (law school, medical school, MBA programs) at accredited institutions, just like undergraduate education. Tuition, fees, books, and room and board all qualify. There is no age limit on the beneficiary, so 529 plans can be used for adult education and career changes as well.

The Retirement Plan Startup Credit (Form 8881) provides a tax credit for small businesses that establish a new qualified retirement plan (401(k), SEP-IRA, SIMPLE IRA, or defined benefit plan). Under SECURE 2.0, businesses with 50 or fewer employees can claim 100% of eligible startup costs up to $5,000/year for the first 3 years — a maximum of $15,000 in total credits.

Eligible startup costs include: plan setup and administration fees, employee education and enrollment costs, and costs to set up payroll integration. The credit covers 100% of these costs for businesses with 50 or fewer employees, and 50% for businesses with 51-100 employees. Businesses with more than 100 employees do not qualify.

Yes — SECURE 2.0 added a $500/year credit for plans that include automatic enrollment features. This credit is available for the first 3 years of the plan and stacks on top of the startup cost credit. A plan with automatic enrollment can generate up to $16,500 in total credits over 3 years ($15,000 startup + $1,500 auto-enrollment).

No — the startup credit is only available for new plans. If you already have a retirement plan and want to add features (like automatic enrollment), you may qualify for the auto-enrollment credit but not the startup cost credit. The plan must be established for the first time to qualify for the startup credit.

The best plan depends on your goals: a Safe Harbor 401(k) avoids discrimination testing and allows maximum contributions for owner-employees; a SIMPLE IRA is easier to administer but has lower contribution limits; a SEP-IRA is easy to set up but requires proportional contributions for all eligible employees. Uncle Kam can model the contribution and tax savings for each option based on your payroll.

No — as of 2026, the wash-sale rule (which disallows a loss if you repurchase the same security within 30 days) does not apply to cryptocurrency. The IRS classifies crypto as property, not a security, so you can sell crypto at a loss and immediately repurchase the same coin without losing the tax deduction. This may change with future legislation, but for now it is a significant advantage over stock tax-loss harvesting.

The IRS treats cryptocurrency as property. Selling, trading, or spending crypto triggers a capital gain or loss equal to the difference between your cost basis and the sale price. Short-term gains (held less than 1 year) are taxed as ordinary income; long-term gains (held more than 1 year) are taxed at 0%, 15%, or 20% depending on your income. Receiving crypto as payment for services is taxed as ordinary income.

Net capital losses (including crypto losses) can offset up to $3,000 of ordinary income per year. Losses above $3,000 carry forward to future years to offset future capital gains or additional ordinary income. There is no limit on how many years losses can carry forward.

Trading one cryptocurrency for another (e.g., Bitcoin for Ethereum) is a taxable event — you must report the gain or loss on each trade. Using crypto to purchase goods or services is also taxable. Simply holding crypto (HODLing) is not a taxable event. Receiving crypto as a gift is not taxable until you sell it (your basis is the donor's basis or the fair market value on the date of the gift, whichever is lower).

You must track: the date of each acquisition, the cost basis (purchase price plus fees), the date of each sale or exchange, the sale proceeds, and the resulting gain or loss. For large portfolios with many transactions, crypto tax software (CoinTracker, Koinly, TaxBit) can automate this tracking. The IRS requires you to report all crypto transactions, and exchanges are required to issue 1099s for transactions above certain thresholds.

RSUs are taxed as ordinary income at vesting. The fair market value of the shares on the vesting date is included in your W-2 as compensation income, subject to federal income tax, Social Security tax (up to the wage base), and Medicare tax (including the 0.9% Additional Medicare Tax if applicable). Your cost basis in the shares equals the amount included in your W-2.

Most employers withhold at the IRS supplemental wage rate of 22% (or 37% for amounts above $1 million). If your actual marginal tax rate is higher than 22% — which is common for tech workers with significant RSU income — you will owe additional taxes at filing. To avoid underpayment penalties, you should either increase withholding on your regular paycheck or make quarterly estimated tax payments.

From a tax and risk management perspective, selling immediately after vesting is often the right choice. Your cost basis equals the vesting-date value, so there is no tax benefit to holding (you have already paid ordinary income tax on the full value). Holding concentrates your financial exposure to your employer — the same company that employs you. If you want to hold for long-term capital gains treatment, hold for more than 1 year after vesting.

If you hold RSU shares for more than 1 year after vesting, they become long-term capital gain property and can be donated to a charity or DAF at fair market value, avoiding capital gains tax on the appreciation since vesting. If you donate within 1 year of vesting, the deduction is limited to your cost basis (the vesting-date value). Planning the timing of donations around the 1-year holding period can maximize the charitable deduction.

RSUs are a promise to deliver shares at a future date (vesting date) and are taxed as ordinary income at vesting with no upfront cost to the employee. Stock options (ISOs and NSOs) give you the right to purchase shares at a fixed price (the exercise price) and have more complex tax treatment. RSUs are simpler and always have value (as long as the stock price is above zero); options only have value if the stock price exceeds the exercise price.

An HRA is an employer-funded account that reimburses employees for qualifying medical expenses and health insurance premiums tax-free. The employer deducts the reimbursements as a business expense; the employee receives them tax-free. There are several types: the Qualified Small Employer HRA (QSEHRA) for businesses with fewer than 50 employees, the Individual Coverage HRA (ICHRA) with no size limit, and the traditional group health plan HRA.

A QSEHRA (Qualified Small Employer HRA) is available to businesses with fewer than 50 full-time employees that do not offer a group health plan. Contribution limits apply (approximately $6,350 for self-only coverage, $12,800 for family coverage in 2026). An ICHRA (Individual Coverage HRA) has no size limit and no contribution limits, but employees must be enrolled in individual health insurance (not a group plan) to participate.

S-Corp owners who own more than 2% of the company are treated as self-employed for health insurance purposes and cannot participate in a QSEHRA on a tax-free basis. However, they can participate in an ICHRA if the S-Corp includes the HRA reimbursements in their W-2 wages, and then deduct the premiums as a self-employed health insurance deduction on Schedule 1. The net result is a deduction for the full cost of health insurance.

Yes — HRAs can reimburse any qualifying medical expense under IRS Publication 502, which includes dental care, vision care, prescription drugs, mental health services, and many other out-of-pocket medical costs. The specific expenses covered depend on the HRA plan document, which the employer controls.

An HSA (Health Savings Account) is owned by the employee, funded by both the employer and employee, and requires enrollment in a High-Deductible Health Plan (HDHP). An HRA is funded solely by the employer, does not require an HDHP, and is not portable (funds generally do not follow the employee if they leave). HSAs offer a triple tax advantage (pre-tax contributions, tax-free growth, tax-free withdrawals for medical expenses); HRAs offer a double tax advantage (employer deduction, employee tax-free reimbursement).

The ERC was a refundable payroll tax credit for businesses that retained employees during COVID-19 disruptions in 2020 and 2021. The credit was worth up to $5,000 per employee in 2020 and $21,000 per employee in 2021. The ERC program ended in September 2021, but businesses can still claim credits for 2020 and 2021 by filing amended payroll tax returns (Form 941-X). The statute of limitations for 2020 claims closed April 15, 2024; 2021 claims can still be filed through April 15, 2025.

Yes — after the Consolidated Appropriations Act of 2021, businesses can claim both PPP loan forgiveness and the ERC. However, you cannot use the same wages for both benefits. PPP forgiveness is based on payroll costs; the ERC is based on qualified wages not used for PPP forgiveness. Proper allocation of wages between the two programs is critical to maximizing both benefits.

There are two qualification tests: (1) the revenue decline test — a significant decline in gross receipts compared to the same quarter in 2019 (50% decline for 2020; 20% decline for 2021); or (2) the full or partial suspension test — a government order that fully or partially suspended your business operations due to COVID-19 (capacity restrictions, supply chain disruptions, etc.). You only need to meet one test per quarter.

For 2020: 50% of qualified wages up to $10,000 per employee for the year = maximum $5,000 per employee. For 2021 (Q1-Q3): 70% of qualified wages up to $10,000 per employee per quarter = maximum $21,000 per employee for the year. A business with 10 employees could potentially claim $210,000 in 2021 ERC credits alone.

In September 2023, the IRS announced a moratorium on processing new ERC claims due to concerns about fraudulent claims promoted by aggressive ERC mills. The IRS has since resumed processing but is conducting enhanced scrutiny of all claims. Legitimate businesses with valid ERC claims should work with a qualified tax professional to document their eligibility and file properly. The IRS has also offered a Voluntary Disclosure Program for businesses that received improper ERC payments.

The Augusta Rule (IRC Section 280A(g)) allows homeowners to rent their personal residence for up to 14 days per year and receive the rental income completely tax-free — no reporting required on Schedule E. Business owners exploit this by renting their home to their own business for legitimate business meetings, retreats, or events. The business deducts the rental payment; the homeowner receives it tax-free.

The rental rate must be the fair market rate for comparable event space in your area — what a hotel or event venue would charge for a similar space. You should document the market rate with comparable venue quotes or rental listings. Charging an inflated rate is a red flag for the IRS. Typical rates range from $500 to $2,500/day depending on the size and location of the home.

You need: (1) a written rental agreement between you personally and your business, (2) a legitimate business purpose for each rental day (board meeting agenda, planning retreat notes, etc.), (3) evidence of fair market rental rate (comparable venue quotes), (4) a business check or ACH payment from the business to you personally, and (5) minutes or notes documenting the business activities conducted at the home.

No — the tax-free treatment only applies to the first 14 days of rental per year. If you rent your home to your business for more than 14 days, all rental income becomes taxable (reported on Schedule E), and you must allocate expenses between personal and rental use. The 14-day limit is absolute; exceeding it eliminates the tax-free benefit for the entire year.

Yes — the Augusta Rule works for any business structure (sole proprietorship, LLC, S-Corp, C-Corp). For S-Corp owners, the rental payment is a deductible business expense for the S-Corp and tax-free rental income for the shareholder. The strategy is particularly valuable for S-Corp owners because it moves money from the S-Corp (where it would be subject to income tax) to the owner (where it is tax-free under the 14-day rule).

Yes — if your children perform genuine, documented work for your business, you can pay them a reasonable wage and deduct it as a business expense. The work must be real (not fabricated), the compensation must be reasonable for the work performed, and you must follow proper payroll procedures. Children as young as 7 or 8 can perform legitimate tasks like filing, cleaning, modeling for product photos, or helping with social media.

It depends on the business structure. For a sole proprietorship or single-member LLC (disregarded entity), wages paid to children under 18 are exempt from Social Security and Medicare taxes (FICA) and federal unemployment tax (FUTA). For an S-Corp or C-Corp, wages paid to children are subject to FICA taxes regardless of age. This FICA exemption is a significant advantage of operating as a sole proprietorship or partnership when employing children.

In 2026, the standard deduction for a single filer is $15,750. If your child's total earned income is below $15,750, they owe zero federal income tax. Wages from your business count as earned income. Paying each child up to $15,750/year maximizes the deduction for your business while generating zero tax for the child. Income above $15,750 is taxed at the child's rate (typically 10-12%), which is still much lower than your rate.

Yes — children can contribute to a Roth IRA as long as they have earned income. The contribution limit is the lesser of $7,500 (2026) or their total earned income. A child who earns $7,500 working in your business can contribute the full $7,500 to a Roth IRA, where it grows completely tax-free for decades. Starting Roth IRA contributions at age 14 instead of 25 can result in hundreds of thousands of dollars more at retirement due to compounding.

You need: (1) a written job description with specific duties, (2) time records or work logs showing hours worked and tasks completed, (3) payment records (checks or bank transfers — never cash), (4) W-2 issuance at year-end, and (5) evidence that the compensation is reasonable for the work performed. The IRS scrutinizes family employment arrangements, so documentation is critical. Keep records as if you were hiring an unrelated employee.

The QBI deduction (Section 199A) allows owners of pass-through businesses (sole proprietorships, partnerships, S-Corps, and some trusts) to deduct up to 23% of their qualified business income from federal taxable income starting in 2026, permanently extended and enhanced under the OBBBA. Employees and C-Corp shareholders do not qualify.

SSTBs are businesses in fields like law, health, financial services, accounting, actuarial science, performing arts, consulting (in the narrow IRS sense), athletics, and brokerage services. For SSTB owners with income above the phase-out thresholds (approximately $197,300 single / $394,600 MFJ in 2026), the QBI deduction phases out completely. Below the threshold, SSTB owners get the full deduction. The "consulting" SSTB is narrowly defined — many business advisors and management consultants do not qualify as SSTBs.

For non-SSTB businesses, the deduction is limited to the greater of: (a) 50% of W-2 wages paid by the business, or (b) 25% of W-2 wages plus 2.5% of the unadjusted basis of qualified property. These limitations apply when taxable income exceeds approximately $197,300 (single) or $394,600 (MFJ) in 2026. Below these thresholds, the full 23% deduction applies without the W-2 wage limitation.

For S-Corp owners, the QBI deduction applies to the S-Corp's qualified business income — which is the net income after the owner's reasonable salary is deducted. The salary itself is not QBI. This creates a tension: a lower salary increases QBI (and the deduction) but also increases the W-2 wage limitation at higher income levels. Uncle Kam can model the optimal salary to maximize the combined QBI deduction and SE tax savings.

Yes — the OBBBA permanently extended and enhanced the QBI deduction, increasing it from 20% to 23% starting in 2026. It no longer faces a sunset date. This is one of the most significant permanent tax changes for self-employed individuals and pass-through business owners.

The One Big Beautiful Bill Act (OBBBA) creates a new federal income tax deduction for qualifying tip income received by workers in tip-based industries. This means tips received by servers, bartenders, hair stylists, delivery drivers, and other service workers may be excluded from federal taxable income starting in 2026.

Workers in industries where tipping is customary qualify, including restaurant and food service workers, hotel and hospitality staff, hair stylists and barbers, nail technicians, delivery drivers, and similar service workers. Tips must be properly reported to the employer on W-2 or 1099 forms.

Yes — tips must still be reported to your employer and on your tax return. The deduction reduces your taxable income, but the reporting requirement remains. Unreported cash tips do not qualify for the deduction and still carry audit risk.

IRS guidance is still pending on self-employed tip income. Workers who receive tips as independent contractors should consult a tax advisor to determine how the deduction applies to their Schedule C income.

Savings depend on your total tip income and your marginal tax rate. A worker earning $20,000 in tips at a 22% rate saves $4,400/year. A worker in the 24% bracket saves $4,800/year on the same tip income.

The One Big Beautiful Bill Act (OBBBA) creates a new federal income tax deduction for qualifying overtime wages paid under the Fair Labor Standards Act (FLSA). This means overtime pay received by W-2 employees for hours worked over 40 per week may be excluded from federal taxable income starting in 2026.

W-2 employees who receive overtime pay under the FLSA qualify. This includes hourly workers, nurses, tradespeople, construction workers, factory workers, and any employee who receives time-and-a-half for hours worked over 40 per week. Salaried exempt employees who do not receive FLSA overtime do not qualify.

No — the overtime deduction applies to FLSA-qualifying overtime paid to W-2 employees. Independent contractors and gig workers do not receive FLSA overtime and do not qualify for this deduction.

Savings depend on your total overtime pay and your marginal tax rate. A worker earning $15,000 in overtime at a 22% rate saves $3,300/year. A worker in the 24% bracket saves $3,600/year on the same overtime income.

Your employer must correctly report overtime pay on your W-2. IRS guidance on the specific form and line for claiming the deduction is pending. Uncle Kam will ensure the deduction is properly claimed on your 2026 tax return.