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- | ====== The Ultimate Guide to IRS Form 1099-B: Proceeds from Broker Transactions ====== | + | |
- | **LEGAL DISCLAIMER: | + | |
- | ===== What is IRS Form 1099-B? A 30-Second Summary ===== | + | |
- | Imagine you run a small shop. At the end of the year, you need a summary of all your sales to figure out your profit. You wouldn' | + | |
- | * **Key Takeaways At-a-Glance: | + | |
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- | ===== Part 1: The Purpose and Foundations of Form 1099-B ===== | + | |
- | ==== Why Does Form 1099-B Exist?: A Brief History ==== | + | |
- | The U.S. tax system is built on a foundation of voluntary compliance and third-party information reporting. Decades ago, the IRS had to largely trust that taxpayers were accurately remembering and reporting the purchase price and sale price of every stock they sold. This created a significant "tax gap" | + | |
- | To close this gap, Congress enacted laws requiring financial institutions to step in as reporters. The most significant of these was the `[[energy_improvement_and_extension_act_of_2008]]`. A key provision of this law mandated that brokers must report a taxpayer' | + | |
- | ==== The Law on the Books: The Internal Revenue Code ==== | + | |
- | The requirement for Form 1099-B is rooted in the `[[internal_revenue_code]]` (IRC), the body of federal statutory tax law. Specifically, | + | |
- | * **IRC Section 6045:** This is the core statute. It mandates that every person doing business as a broker must, when required by the Treasury Secretary, "make a return... showing the name and address of each customer, with such details regarding gross proceeds and such other information as the Secretary may by forms or regulations require." | + | |
- | * **IRC Section 1001:** This section defines how gains and losses are determined. It states that the gain from the sale of property is the " | + | |
- | In plain English, the law requires your broker to report your sales to the IRS, and a separate law defines how to calculate your profit or loss using the numbers your broker provides. | + | |
- | ==== Brokerage Breakdown: How 1099-B Presentation Can Vary ==== | + | |
- | While the core information on every Form 1099-B is standardized by the IRS, the way it's presented can differ slightly depending on the type of brokerage you use. This doesn' | + | |
- | ^ Broker Type ^ Common Presentation Style ^ What This Means For You ^ | + | |
- | | **Full-Service Broker** (e.g., Morgan Stanley, Merrill Lynch) | Often part of a very thick, consolidated year-end tax statement that includes `[[form_1099-div]]` (dividends) and `[[form_1099-int]]` (interest). The 1099-B section is usually well-organized with clear summary pages. | You'll need to carefully navigate the PDF to find the specific 1099-B section. Look for the summary totals first, as they are often all you need for your tax software. | | + | |
- | | **Discount Broker** (e.g., Charles Schwab, Fidelity, Vanguard) | Very clear and user-friendly. They often provide a separate, downloadable 1099-B or a " | + | |
- | | **Modern/ | + | |
- | | **Cryptocurrency Exchange** (e.g., Coinbase, Kraken) | This is the newest and can be the most confusing area. Many now issue a Form 1099-B for crypto transactions, | + | |
- | ===== Part 2: Anatomy of Form 1099-B: A Box-by-Box Breakdown ===== | + | |
- | Your Form 1099-B might look like a sea of boxes and numbers. Let's break it down into its most important components. We will focus on the most common boxes you will encounter for stock transactions. | + | |
- | === Box 1a: Description of Property === | + | |
- | This is simply what you sold. It will typically show the number of shares and the name of the company or fund. | + | |
- | * | + | |
- | === Box 1b: Date Acquired === | + | |
- | This is a critical piece of information. It's the date you originally purchased the security you sold. This date determines whether your gain or loss is short-term or long-term. | + | |
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- | If you bought shares of the same stock at different times, this box might say " | + | |
- | === Box 1c: Date Sold or Exchanged === | + | |
- | This is the date of the sale transaction (the "trade date," not the " | + | |
- | === Box 1d: Proceeds === | + | |
- | This is the total amount of money you received from the sale, **before** any commissions or fees were taken out. This is your gross selling price. **This is NOT your profit.** It's just the top-line sales number. | + | |
- | * | + | |
- | === Box 1e: Cost or Other Basis === | + | |
- | This is, arguably, the most important box on the form. It shows the amount you originally paid for the asset, including any commissions or fees you paid on the purchase. Your profit or loss is calculated as **Proceeds (1d) - Cost Basis (1e)**. | + | |
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- | === Box 2: Type of Gain or Loss === | + | |
- | The broker will usually check a box indicating if the gain or loss is short-term (held one year or less) or long-term (held more than one year), based on the dates in Boxes 1b and 1c. This pre-sorting is extremely helpful for filling out `[[form_8949]]`. | + | |
- | === Box 5: Noncovered Security === | + | |
- | If this box is checked, it's a major red flag. It means the broker is **not** reporting the cost basis to the IRS. This is common for stock purchased long ago (before 2011) or assets transferred from another broker where the basis information was lost. If this box is checked, Box 1e may be blank. **You are legally required to determine and report the cost basis yourself.** | + | |
- | === Box 12: Basis Reported to IRS === | + | |
- | This box indicates whether the cost basis shown in Box 1e was also reported to the IRS. | + | |
- | * | + | |
- | * **Not Checked:** This is for a " | + | |
- | ==== The Players on the Field: Who's Who ==== | + | |
- | * **The Broker (Payer):** This is the financial institution (Fidelity, Robinhood, etc.) that held your assets and executed the sales. Their legal duty is to issue an accurate Form 1099-B to both you and the IRS by the deadline (typically mid-February). | + | |
- | * **The Investor (Recipient): | + | |
- | * **The IRS (Regulator): | + | |
- | ===== Part 3: Your Practical Tax-Filing Playbook ===== | + | |
- | Receiving a 20-page 1099-B can be overwhelming. Don't panic. Here is the exact process for translating that document into a filed tax return. | + | |
- | === Step 1: Gather and Organize Your Documents === | + | |
- | Before you even open your tax software, get your papers in order. You will need: | + | |
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- | === Step 2: Understand the 1099-B to Form 8949 to Schedule D Flow === | + | |
- | This is the three-step journey your data will take: | + | |
- | - **Form 1099-B (The Source):** This is the raw data from your broker. | + | |
- | - **Form 8949, Sales and Other Dispositions of Capital Assets (The Worksheet): | + | |
- | - **Schedule D, Capital Gains and Losses (The Summary):** After you've listed all your sales on various Form 8949s, you add up the totals and carry them over to Schedule D. This is where your final net capital gain or loss is calculated. | + | |
- | === Step 3: Entering the Data (The Right Way) === | + | |
- | Most people use tax software like TurboTax or H&R Block. The process is generally the same: | + | |
- | - **Look for an automatic import.** Most major brokers allow you to import your 1099-B data directly. This is the best option and can save hours of work. **Always double-check the imported totals** against your PDF form to ensure nothing was missed. | + | |
- | - **Enter the summary totals.** If you cannot import, your software will often give you an option to enter summary totals instead of each individual transaction, | + | |
- | - **Manual entry is the last resort.** If you have only a few transactions or need to make adjustments, | + | |
- | === Step 4: Review, Reconcile, and File === | + | |
- | Before you hit " | + | |
- | * Does the total net gain or loss seem reasonable based on your investment performance for the year? | + | |
- | * If you had a loss, did the software correctly apply it to offset other income (up to the $3,000 annual limit for ordinary income)? | + | |
- | * Keep a digital (PDF) and physical copy of your 1099-B with your final tax return records for at least three years, or longer if you have complex situations. The `[[statute_of_limitations]]` for an IRS audit is typically three years from the date you file. | + | |
- | ===== Part 4: Common 1099-B Scenarios and How to Handle Them ===== | + | |
- | The basic formula is simple, but real-world investing can get complicated. Here are some of the most common complex scenarios you might find on your 1099-B. | + | |
- | ==== The Wash Sale Dilemma ==== | + | |
- | A `[[wash_sale]]` occurs when you sell a security at a loss and then buy the same or a " | + | |
- | * **How it appears on your 1099-B:** You will see a transaction with a loss, but there will be a " | + | |
- | * | + | |
- | ==== Employee Stock Options (ESOs) and Restricted Stock Units (RSUs) ==== | + | |
- | When you exercise stock options or are vested in RSUs, that event is often treated as `[[compensation]]` and included on your W-2. The amount is part of your ordinary income. The company then gives you the shares. When you later sell those shares, you'll get a 1099-B. | + | |
- | * **The Pitfall:** The 1099-B might show a cost basis of $0 or a very low number (like the exercise price). This is technically correct from the broker' | + | |
- | * **The Fix:** You must manually adjust the cost basis on `[[form_8949]]`. Your true basis is the amount that was included as income on your W-2 (the fair market value of the shares on the date you received them) plus any amount you paid to exercise the option. This is one of the most common and costly 1099-B mistakes. | + | |
- | ==== The Cryptocurrency Conundrum ==== | + | |
- | The IRS treats `[[cryptocurrency]]` as property, not currency. This means every time you sell crypto for cash, trade one crypto for another (e.g., Bitcoin for Ethereum), or use crypto to buy a good or service, you have a potentially taxable event. | + | |
- | * **How it appears on your 1099-B:** Major US-based exchanges like Coinbase now issue Form 1099-B. However, the data can be incomplete. | + | |
- | * **The Pitfall:** The cost basis reported on the 1099-B is often inaccurate or missing entirely. This is especially true if you moved your crypto from a private wallet or another exchange. The exchange only knows what happened on its own platform. | + | |
- | * **The Fix:** You are responsible for the true cost basis. You must use your own detailed transaction records to calculate the basis for each sale. Using specialized crypto tax software is highly recommended. You will then report the correct basis on `[[form_8949]]`, | + | |
- | ===== Part 5: Advanced Topics & Common Pitfalls ===== | + | |
- | ==== What If My 1099-B is Wrong? ==== | + | |
- | Mistakes happen. The broker may have used the wrong dates or amounts. | + | |
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- | ==== Basis, Basis, Basis: The Most Important Concept ==== | + | |
- | Understanding cost basis is 90% of the battle. While it's usually just your purchase price, there are a few special situations: | + | |
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- | ==== The Ultimate Pitfall: Ignoring the 1099-B ==== | + | |
- | The single biggest mistake you can make is to see that you lost money or broke even and decide to just throw the form away. The IRS gets a copy of your 1099-B that shows your gross proceeds (Box 1d). Their computers will look for that amount on your tax return. If they don't see it, their system will assume your cost basis was $0 and that the entire proceeds amount is a taxable capital gain. | + | |
- | This will trigger a `[[cp2000_notice]]` demanding tax, penalties, and interest on the full proceeds amount. You can eventually clear it up by filing an amended return, but it's a stressful, time-consuming process that is easily avoided by reporting every 1099-B you receive, even if it results in a loss. | + | |
- | ===== Glossary of Related Terms ===== | + | |
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- | ===== See Also ===== | + | |
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