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.

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.

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).

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.

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.

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.

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.

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.

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.

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.

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.

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 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 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.

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.

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 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.

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 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.