How to File Taxes If You’re Investor - S'witty Kiwi (2024)

  • HOW TOS, TAXES 2023
  • Investments

How to File Taxes If You’re Investor - S'witty Kiwi (1)

  • S'witty Kiwi Editors
  • March 15, 2024

In This Article

Fulfilling your tax rights as an investor involves more than just buying and selling securities—it’s about going through the tax season smartly.

As an investor, you’re in luck: no self-employment taxes on your gains. You do not have to deduct trading expenses directly.

You need to learn various investment incomes to understand short-term vs. long-term gains. Plus, discover how to calculate and leverage capital losses. You need to ensure you make the most of deductions, and credits, and meet deadlines hassle-free.

To file taxes as investor:

  1. Establish Your Tax Filing Status as an Investor
  2. Report Your Investment Income
  3. Report Your Investment Expenses
  4. Understand Short-Term and Long-Term Capital Gain
  5. Calculate Your Capital Gains and Losses
  6. Know Other Ways to Settle Your Tax Payments
  7. Consider Available Resources

Recap

1. Establish Your Tax Filing Status as an Investor

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Being an investor for tax purposes means you’re someone who buys and sells securities for personal investment, aiming to make money through dividends, interest, or capital appreciation. As long as you’re trading for personal gain and not running a business, you’re in the clear—you qualify.

The good news is that you don’t have to deal with self-employment taxes on your investment income because it’s not the income you earn from a business. Your tax focus is on the net investment income, potentially lowering your tax bill and boosting your after-tax returns.

You get to enjoy preferential tax rates for long-term capital gains and qualified dividends, which are generally lower than ordinary income tax rates. Rates range from 0% to 20% based on your taxable income and filing status, while ordinary income tax rates can go from 10% to 37%.

But, of course, the not-so-good news, you can’t deduct your trading expenses directly, so you factor into your cost basis or proceeds of the securities. This complicates your tax reporting a bit.

2. Report Your Investment Income

Investment income includes money you earn from various sources like interest, dividends, capital gains, royalties, rents, and annuities. When it comes to reporting, it varies based on the type of income.

  • Interest, the cash you get from lending money, is usually on Form 1099-INT. Report it on Form 1040, line 2b, with exceptions like U.S. Treasury interest, which goes on to line 2a and Schedule B if necessary.
  • Dividends, earnings from stocks or mutual funds, are on Form 1099-DIV. Report on Form 1040, line 3a. Qualified dividends have lower tax rates, so put the details on line 3b, plus Schedule B.
  • Capital gains, and profits from selling assets, are on Form 1099-B. Use Form 8949 and Schedule D to report the details.
  • Royalties (payments for property use) and rents (property payments) are on Form 1099-MISC, report on Schedule E, Part I, lines 4 and 3, respectively.
  • Annuities, fixed or variable payments for a specific time, are on Form 1099-R. Report on Form 1040, line 4a. Qualified annuities, partly or fully excluded from income, are on line 4b, plus Schedule B if it is a requirement. Remember, these are general guidelines, and specifics may apply.

3. Report Your Investment Expenses

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Investment expenses cover the costs of buying, managing, or selling investments, such as commissions, fees, margin interest, subscriptions, and software. When dealing with commissions and fees, these aren’t directly deductible, but you factor each into the overall cost or sale of your securities. This adjustment can impact your taxable gains or losses. File these details on Form 8949 and Schedule D, where you report capital gains and losses.

If you’re paying margin interest on the money you borrow money for investments, this falls under deductible investment interest expenses. However, the deduction is limited to your net taxable investment income for the year. Any excess interest cost carries over to the next year, potentially reducing future taxes. You state margin interest on Schedule A for itemized deductions and on Form 4952 for calculating deductible investment interest expense.

Subscriptions and software costs related to investment analysis are deductible as miscellaneous itemized deductions. Generally, these deductions kick in when your total costs exceed 2% of your adjusted gross income. Remember to report these on Schedule A alongside other itemized deductions.

4. Understand Short-Term and Long-Term Capital Gain

The difference between short-term and long-term capital gains or losses hinges on how long you hold a property before selling it and its holding period. Hold it for over a year, and it’s long-term; hold it for a year or less, and it’s short-term. The holding period impacts tax rates: short-term gains have tax as ordinary income (10%-37%), while long-term gains have lower rates (0%, 15%, or 20%).

Your holding period begins from the day after acquiring the property until the day of disposal. For instance, buying a stock on January 1, 2023, and selling it on January 2, 2024, means a short-term holding period. If you sell on January 3, 2024, it’s a long-term holding period.

Exceptions like gifts, inheritance, wash sales, or certain transactions can alter the holding period. Your cost basis, the amount you pay for the property plus adjustments, also influences gains or losses. It might change due to events like stock splits or tax-deferred exchanges. Get cost basis determination in IRS Publication 551.

To report your capital gains and losses on your tax return, use Schedule D and Form 8949.

>>>PRO TIPS: How to File Taxes If You’re Young Adult

5. Calculate Your Capital Gains and Losses

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To figure out your net capital gain or loss, follow these steps:

First, calculate your net short-term capital gain or loss when you subtract short-term capital losses from gains (on Schedule D, lines 1 and 6, respectively). Positive means a gain; negative means a loss.

Next, calculate the net long-term capital gain or loss—subtract long-term losses from gains (on Schedule D, lines 8 and 13). Enter it on Schedule D, line 15. Positive is a gain, and negative is a loss. Now, combine the net short-term and net long-term results using addition or subtraction, putting the result on Schedule D, line 16. If positive, it’s a net capital gain; if negative, it’s a net capital loss.

If you end up with a net capital loss, you can use it to lower your taxable income and tax bill, but there’s a limit. You can only deduct up to $3,000 of net capital loss per year ($1,500 if married filing separately). This limit is the capital loss limitation.

If your net capital loss surpasses this, you can carry over the excess to the next year to offset future gains; this is the capital loss carryover. It’s a way to make the most of your losses and manage your taxes wisely.

For detailed information, consult Publication 550 on the IRS website.

Scenarios

Effective Tax Rate = Total Tax / Taxable Income

If you’re a single filer making $50,000, after deducting the $13,850 standard deduction, your taxable income is $36,150. With tax rates ranging from 10% to 37%, your effective tax rate is 8.24%, resulting in a total tax liability of $4,118.

For a married couple with two dependents and a $100,000 income, after applying the $27,700 standard deduction, the taxable income is $72,300. With tax rates ranging from 10% to 37%, the effective tax rate is 4.4%, and after factoring in child tax credits, the final tax liability is $4,424.

These scenarios highlight how factors like filing status, dependents, and deductions impact your taxes. For more details, consult IRS Publication 544.

4. Take Advantage of Tax Deductions, Credits, and Strategies

Tax deductions and credits play vital roles in reducing your taxable income and overall tax bill. Deductions, like the standard deduction or itemized deductions, let you subtract specific amounts from your income before calculating taxes.

The standard deduction, a fixed amount based on your filing status, provides simplicity, while itemized deductions, covering expenses like mortgage interest and charitable contributions, require keeping records.

On the other hand, tax credits directly decrease your tax liability dollar for dollar, effectively lowering your tax rate and potentially increasing your refund. Refundable credits, such as the earned income credit or child tax credit, can even result in a refund exceeding the tax you owe. Nonrefundable credits, like the foreign tax credit or retirement savings contribution credit, bring your tax liability to zero but don’t provide additional refunds.

Understanding eligibility criteria and income limits is crucial for claiming both types of credits.

For detailed information and guidance, check the IRS website or refer to Publication 544.

5. File Your Tax Return and Pay Your Tax Bill on Time

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The tax filing deadline is typically April 15, but it shifts to the next business day if it falls on a weekend or holiday. For instance, the 2022 tax year deadline is April 18, 2023.

If you need more time, file Form 4868 on the original due date for a six-month extension, but remember, it’s an extension to file, not to pay.

Choose your filing method wisely. Paper is free but time-consuming and prone to errors. Online filing is quick and accurate, though some services may charge fees. Hiring a professional provides reliability and expertise but also comes at a cost.

Consider your income, deductions, and budget when deciding. If simplicity and cost-saving matter, online filing is your go-to.

For comprehensive assistance and reduced audit risk, a professional is worth the investment. Don’t forget to pay any tax you owe on the original deadline date to avoid penalties.

To explore further, check out IRS Publication 544. Be proactive, compare options, and choose what suits your situation best.

6. Know Other Ways to Settle Your Tax Payments

If you’re unable to settle your tax bill in full, there are diverse payment options and penalties to optimize. Opt for swift and hassle-free payments using online methods like IRS Direct Pay, card payments, or digital wallets.

Conventional options include mailing a check or money order with Form 1040-V or opting for a same-day wire transfer for urgent payments. If e-filing, consider electronic fund withdrawals for seamless transactions.

Delaying payment comes with penalties. The Failure to Pay penalty is 0.5% of the tax you fail to pay monthly, maxing out at 25%, or 1% if overdue for 10 days post a levy notice. The Failure to File penalty is 5% monthly, up to 25% minus the Failure to Pay penalty. Interest accrues daily, with the rate being the federal short-term rate plus 3%.

Unable to pay in full? Explore installment agreements, allowing monthly payments with setup fees and ongoing penalties. Alternatively, an offer in compromise lets you settle for less than the total you owe if you dispute the amount, doubt your ability to pay, or face financial hardship.

Consult a professional to provide solutions to your unique circ*mstances. Check IRS publications for detailed information.

For further details, visit the IRS website and consult Publication 544 for insights on capital gains and losses.

7. Consider Available Resources

If you need extra help from the IRS or other agencies, here are some useful links and contacts:

Visit the official IRS website for tools and services like filing options, payment methods, forms, and FAQs. Manage your account, track your refund, and access tax records.

Download the IRS2Go app (available on the Apple App Store, Amazon App Store, or Google Play) to check your refund, make payments, find free tax prep assistance, and receive tax tips.

For personalized assistance, contact the Taxpayer Advocate Service at 877-777-4778 or connect with a local advocate. The Taxpayer Roadmap online tool helps you navigate the tax system and understand your rights.

Use IRS Free File if your income is $72,000 or less for free federal tax preparation, including filing extensions or payments.

Explore free tax help through the Volunteer Income Tax Assistance (VITA) and Tax Counseling for the Elderly (TCE) programs. Locate a nearby site using the VITA/TCE Locator Tool or call 800-906-9887.

If you’re a low-income taxpayer facing a dispute, Low Income Taxpayer Clinics (LITCs) provides free or low-cost assistance. Find a local LITC on the IRS website or call 800-829-3676.

>>>GET SMARTER: How to File Taxes If You’re Divorcee

Recap

To file your taxes as an investor, you need to report gains/losses on Schedule D and Form 8949, determining your tax status (trader, investor, or dealer) for applicable rules.

Utilize deductions like standard/itemized, foreign tax, retirement savings, and earned income credits, and choose the right filing method (paper, online, or tax professional).

Opt for user-friendly tax software like TurboTax, H&R Block, or TaxSlayer to effortlessly prepare and file your returns online. These programs simplify the process, offering features like audit protection and live support.

File on time, request an extension, pay your taxes on the due date, and explore other payment options if you cannot pay in full.

This post is to be used for informational purposes only and does not constitute legal, business, or tax advice. Each person should consult his or her own attorney, business advisor, or tax advisor with respect to matters referenced in this post. . For comprehensive tax, legal or financial advice, always contact a qualified professional in your area. S’witty Kiwi assumes no liability for actions taken in reliance upon the information contained herein.

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How to File Taxes If You’re Investor - S'witty Kiwi (2024)

FAQs

How do I file my taxes as an entrepreneur? ›

Fill out your Schedule C or Form 1120 or 1120-S. If you will be reporting your business earnings on Schedule C, you can search the IRS website for a copy or use TurboTax to generate the form for you after you input your financial information.

Do I have to report stocks if I don't sell? ›

Stock splits don't create a taxable event; you merely receive more stock evidencing the same ownership interest in the corporation that issued the stock. You don't report income until you sell the stock.

Will I get a tax refund if my business loses money? ›

If you open a company in the US, you'll have to pay business taxes. Getting a refund is possible if your business loses money. However, if your business has what is classified as an extraordinary loss, you could even get a refund for all or part of your tax liabilities from the previous year.

Do I have to report stock purchases on my taxes? ›

Shares of stock received or purchased through a stock plan are considered income and generally subject to ordinary income taxes. Additionally, when shares are sold, you'll need to report the capital gain or loss. Learn more about taxes, when they're paid, and how to file your tax return.

How much income can a small business make without paying taxes? ›

Income of $400 or less after deductions

Generally, self-employed individuals must pay a self-employment tax to make sure they pay their portion of FICA taxes based on their annual income. But, if your net earnings from self-employment were less than $400, you don't have to file a business tax return.

How do I claim my small business income on my taxes? ›

Use Schedule C (Form 1040) to report income or loss from a business you operated or a profession you practiced as a sole proprietor. An activity qualifies as a business if: Your primary purpose for engaging in the activity is for income or profit. You are involved in the activity with continuity and regularity.

Do I have to report stocks on taxes if I made less than $500? ›

In a word: yes. If you sold any investments, your broker will be providing you with a 1099-B. This is the form you'll use to fill in Schedule D on your tax return. The beauty of this is that it's generally plug-and-play.

Can you write off 100% of stock losses? ›

If you own a stock where the company has declared bankruptcy and the stock has become worthless, you can generally deduct the full amount of your loss on that stock — up to annual IRS limits with the ability to carry excess losses forward to future years.

Do you have to pay taxes on money withdrawn from an investment account? ›

Unlike an IRA or a 401(k), you can withdraw your money at any time, for any reason, with no tax or penalty from a brokerage account. How the returns from these accounts are taxed depends on how long you have held an asset when you choose to sell it.

How many years can an LLC show a loss? ›

How Many Years Can You Claim a Loss With an LLC? As an LLC, you want to be careful to try not to report losses for more than two years. Otherwise, the IRS may decide to classify your business as a hobby rather than an actual business. If this happens, you can't deduct your business expenses for tax purposes.

How many years can a business show a loss on taxes? ›

The IRS will only allow you to claim losses on your business for three out of five tax years. If you don't show that your business is starting to make a profit, then the IRS can prohibit you from claiming your business losses on your taxes.

What is the maximum business loss you can claim? ›

Net business losses in excess of the threshold amount are disallowed and carried forward as a net operating loss (NOL). For 2022, the threshold amounts were $540,000 for those married filing jointly and $270,000 for all other filers.

Do I have to report stocks on taxes if I made less than $50? ›

Do I need to report the $50 I made trading stocks on Robinhood for taxes? Yes, you generally need to report any earnings from stock trading for taxes. The specific reporting requirements depend on various factors such as the holding period and the type of transaction.

What happens if you don't report sold stocks on taxes? ›

If you don't report a stock sale when filing your return, the IRS will find out about it anyway through the 1099-B filing from the broker. The best-case situation is that they will recalculate your taxes, and send you a bill for the additional amount, including interest.

Does selling stock count as income? ›

If you sell stocks for a profit, you'll likely have to pay capital gains taxes. Generally, any profit you make on the sale of an asset is taxable at either 0%, 15% or 20% if you held the shares for more than a year, or at your ordinary tax rate if you held the shares for a year or less.

Do entrepreneurs file taxes for the business? ›

Income Tax: All businesses except partnerships must file an annual income tax return. Partnerships file an information return. 2. Self-Employment Tax: Self-employment tax (SE tax) is a social security and Medicare tax primarily for individuals who work for themselves.

Do entrepreneurs get tax returns? ›

The short answer is yes. However, there are some conditions that must be met in order for a sole proprietor to qualify for a tax refund. The following are the criteria for getting a small business tax refund as a sole proprietor: You must have paid taxes on your company's earnings and expenses throughout the year.

Do I file LLC and personal taxes together? ›

The IRS disregards the LLC entity as being separate and distinct from the owner. Essentially, this means that the LLC typically files the business tax information with your personal tax returns on Schedule C.

How much should an entrepreneur set aside for taxes? ›

Tax obligations vary from one business to another, but a good rule of thumb is to save 30% to 40% of your business income for taxes. This should ensure that you have enough to cover your quarterly taxes. You can work with your accountant to determine if you need to save more or if you can get away with saving less.

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