The tax season is officially here. If you haven’t already, now is the time to get prepared. Whether you meet with a tax professional or prepare your taxes yourself, proper planning helps the processes go more smoothly and may reduce the risk of costly errors. Check out the tax filing to do list below and prepare to tackle this tax season with confidence.

To-Do #1: Gather All of Your Forms

Beginning in January, you should have started receiving the forms you need to properly complete your tax return. Most CPAs will provide you with a tax organizer. However, if you are self-preparing, it’s important to make a list of needed forms to help ensure you are properly recording income, expenses, and deductions. Once you have received your documents, first give them a scan to make sure they are correct and contact the sender if there are any discrepancies. Remember, even a simple checkmark in the wrong box can flag your tax return. Because of reduced staff, the IRS has reverted to using computers to inspect returns. If the IRS receives a 1099 from a company and you don’t report it, the computer will notice, possibly triggering a letter. With a backlog of 6 million 2020 Forms 1040, 2.3 million amended returns filed on Form 1040-X, plus millions more in business and payroll tax returns, the IRS is telling taxpayers not to file a second return or contact the IRS. It is critical to carefully assess all your documents and ensure you have received required forms to prevent major delays. As Family CFO for our clients, we regularly work with CPAs, and because of our in-depth focus on tax strategy, are aware of many of the tax forms required.

Some of the forms you will need to look for include:

  • Schedule K-1s partnership / business distributions
  • W-2s from your job
  • Form 1099 can cover a variety of tax items:
    • Social Security benefits
    • Consulting
    • Interest, dividends, gains, and losses
    • 529 plan distributions
  • 1095-A for government marketplace health coverage
  • 1098 for reporting mortgage and student loan interest
  • 8812 for additional child tax credit

To-Do #2: Round Up Your Receipts

If you plan on itemizing your deductions, you will need to record expenses so you can take advantage of any available write-offs. Expenses might include: Medical and dental expenses, state and local taxes (SALT), SALT real estate taxes, SALT personal property taxes, home mortgage interest, gifts to charity, and more. 1 If you are self-employed, think about items reported on Schedule C such as: Advertising, car and truck expenses, commissions and fees, contract labor, insurance (other than health), interest, mortgage, legal and professional services, office expenses, pension and profit-sharing plans, rent or lease, and more. 2 Receipts can be physical receipts or bank and credit card statements that show payments for these items. Once gathered, organize them by type, so they are easy to find when you begin filing.

To-Do #3: Acquire Records of All Charitable Contributions

Throughout the year, you may have made donations to  tax-exempt organizations. These donations can provide you with a charitable contribution write off. Traditionally, this could only be done if you choose to itemize your deduction. However, because of the CARES Act, filers who choose a standard deduction may be able eligible to write-off up to $300 in charitable contributions. 3

Donations greater than $250 will still require an itemized deduction and documentation. Most organizations, from churches to fundraisers, will provide a record of your tax-deductible contributions.

To-Do #4: Create a List of All Personal Information

While you likely know your Social Security number by heart, you will want to jot down the Social Security numbers of any dependents you wish to claim. This way it is easy to access, and you can be sure it’s accurate. Also, make a list of addresses for any properties you own as well as the dates on which they were bought or sold.

To-Do #5: Get a Copy of Last Year’s Tax Return

If you are using the same preparer as the previous year, or have engaged with a Family CFO like Buttonwood, they should have a copy of your tax return. If not, find your old copy and have it ready with your other tax items. Being able to reference your previous return can help you see what you filed last year, so you don’t overlook something this year.

To-Do #6: Determine How You Will Spend Your Refund, or Prepare to Pay Taxes Due

If you expect to get a refund this year, you might want to consider what you plan to do with your refund once you receive it. You have the option to apply your payment towards your tax bill next year if you believe you will owe. This can be a good strategy for those who pay estimated taxes throughout the year as it can often put a chunk towards your first installment.

Alternatively, you can choose to send the money directly to a checking or savings account, or contribute it to an IRA, health savings account or education account. If you plan to split the funds between accounts, you will need to complete a Form 8888.

If your withholdings and/or estimates weren’t properly set up, you may find yourself with a tax bill. At Buttonwood, we offer the opportunity to run a tax report before year-end to provide an estimate on what our clients might owe, along with opportunities to minimize tax liability. If you aren’t sure what your tax bill might look like, let us know and we can run a report for you to assess and strategize.

Don’t let tax preparation leave you feeling overwhelmed. Enjoy less stress and a smoother process by preparing everything you need for filing this tax season. If you would like to simplify your tax preparation this year or into the future, contact us today to learn how a Family CFO can benefit you.

This content is developed from sources believed to be providing accurate information, and provided by Twenty Over Ten. It may not be used for the purpose of avoiding any federal tax penalties. Please consult legal or tax professionals for specific information regarding your individual situation. The opinions expressed and material provided are for general information, and should not be considered a solicitation for the purchase or sale of any security. Buttonwood Financial Group, LLC and its employees are not CPA’s or Attorney’s. Please consult your tax and/or legal advisor before implementing any tax or legal strategies. 

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The Buttonwood Agreement: Where American Finance Took Root — and Why Our Name Exists The Buttonwood Agreement was a compact signed on May 17, 1792, by 24 stockbrokers and merchants beneath a buttonwood tree at 68 Wall Street in New York City. It established the rules of organized securities trading in America and laid the foundation for what would become the New York Stock Exchange. Buttonwood Financial Group takes its name directly from this founding moment; as a daily commitment to the integrity, transparency, and long-term thinking those original brokers put on paper. What was the Buttonwood Agreement, and why it still matters The Buttonwood Agreement came at a moment of crisis. The Panic of 1792, America's first speculative bubble and market collapse, had shattered public confidence in capital markets. Prominent financiers defaulted. Prices fell. Investors panicked. Alexander Hamilton worked to stabilize the system, but the lasting fix came from the professionals themselves. On May 17, 1792, 24 brokers gathered under a buttonwood (sycamore) tree outside 68 Wall Street and signed a two-sentence agreement: they would deal only with each other, charge a standard commission of one-quarter percent, and give preference to fellow signers in all negotiations. Simple. But the effect was transformative. By agreeing to hold a higher standard collectively, they rebuilt confidence in the market itself. The Buttonwood Agreement is widely regarded as the founding document of the New York Stock Exchange and of organized American finance. Why Buttonwood Financial Group carries this name Boutique wealth management firms are built on process and trust. When we named our firm Buttonwood Financial Group, the choice wasn't aesthetic; it was philosophical. Our name is a daily accountability measure; a reminder that the values those brokers signed onto in 1792 — integrity, structure, and responsibility — are exactly the values our clients deserve today. The families and individuals we serve aren't looking for surface answers and financial products. They're looking for an experienced team that has been tested across market conditions, that communicates honestly, and that approaches every client relationship from a fiduciary capacity in a long-term commitment. That's what an established boutique wealth management firm looks like in practice. What experience really means Experience in this industry isn't about credentials alone. It means you have been present with clients through market downturns and periods of uncertainty. You have worked alongside families through estate complexity, business transitions, and inheritance conversations. You have coordinated tax strategy, cash flows, and generational goals at the same time; because for most families, those things can't be separated. Our Team brings that depth to every engagement. 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Our advisors work with individuals, families, and business owners on comprehensive, fiduciary-driven financial plans built around your long-term goals. Frequently Asked Questions What is the Buttonwood Agreement? The Buttonwood Agreement was a compact signed on May 17, 1792, by 24 stockbrokers and merchants in New York City. It established standardized rules for securities trading, dealing only among members, and charging a fixed commission. It is considered the founding document of the New York Stock Exchange. When is Buttonwood Agreement Day? Buttonwood Agreement Day is observed annually on May 17, marking the date the original agreement was signed in 1792 outside 68 Wall Street in New York City. Why is the Buttonwood Agreement significant in finance? The Buttonwood Agreement replaced chaotic, unregulated securities auctions with a system of structured, trust-based trading. It restored public confidence after the Panic of 1792 and established the foundational principles, integrity, accountability, and standardized commissions, that governed Wall Street for nearly two centuries. What does Buttonwood Financial Group do? Buttonwood Financial Group is an independent SEC Registered Investment Adviser. A boutique wealth management firm. The firm works with individuals, families, and business owners to provide both financial planning and investment management services. By serving as the primary financial advisor and administrator, Buttonwood is essentially acting as the family's "CFO" while the client remains as the family "CEO." Buttonwood strives to organize, formalize, implement, and monitor financial strategies consistent with clients' multi-generational goals and objectives. What makes a boutique wealth management firm different? 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All investing involves risk, including possible loss of principal. Please consult a qualified professional for advice specific to your situation.

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