MEDIA ALERT — Self-employment comes with many tax benefits but with tax pitfalls too

May 27, 2021 10:00 AM Eastern Daylight Time

-Wolters Kluwer Tax & Accounting:

What: As the economy recovers, some people previously employed by businesses are looking to start businesses of their own. Taxpayers who operate their own business, whether as a sole proprietor or organized as another business entity, are entitled to many more tax breaks than individual taxpayers and also some additional tax obligations. Many of those tax breaks come with complicated rules and require careful documentation.

Why: Self-employed individuals will want to understand the rules applicable to them and seek professional tax assistance to maximize their eligibility for tax breaks. Failure to understand the requirements can result in the loss of those tax breaks. Typically, the Internal Revenue Service (IRS) also audits a higher percentage of returns of self-employed taxpayers, as compared to individual taxpayers, because of the potential to try to claim personal expenses as business deductions.

Self-employed tax deductions can include ordinary and necessary expenses of operating the business, such as:

Home office expenses or rent
Travel expenses, including vehicle expenses, other transportation expenses, lodging, and special rules for meals
Premiums for insurance to protect the business
Health insurance premiums
Interest on business loans
Business-related expenses such as start-up costs, advertising, office supplies, internet and phone bills, repairs and maintenance, publications and subscriptions, education, or tax preparation fees
Retirement plan contributions
The new 20 percent Qualified Business Income Deduction under the Tax Cuts and Jobs Act
Several deductions were also eliminated under the Tax Cuts and Jobs Act, including entertainment and fringe benefit deductions
Self-employed individuals also face a few additional tax obligations.

Paying self-employment taxes, including both the employer’s and employee’s share, although it comes with a deduction for the employer’s half of the cost
Paying estimated tax payments because self-employed individuals typically are not subject to tax withholding
Requirements to file Form 1099s for certain payments
The risks in not adhering to the “rules” for claiming self-employed tax deductions can be illustrated by the recent Tax Court case of Baum v. Commissioner, TC Memo. 2021-46, 121 T.C.M. 1315.

Loss of deductions for travel, meals, and lodging for failure to provide substantiation to support the amount, time, and business purpose of the expenses
Loss of a theft loss deduction from an investment that went bad for failure to show it constituted a theft in the state in which the loss occurred, failure to show it related to the trade or business, and failure to prove the amount of the loss or the year in which it was sustained
Penalties for late return filing due to failure to prove it was due to reasonable cause
Who: Tax expert Mark Luscombe, JD, LL.M, CPA, Principal Federal Tax Analyst at Wolters Kluwer Tax & Accounting, can help discuss the tax breaks available to self-employed persons.

PLEASE NOTE: The content of this article is designed to provide accurate and authoritative information in regard to the subject matter covered. The information is provided with the understanding that Wolters Kluwer Tax & Accounting is not engaged in rendering legal, accounting, or other professional services.

Contact: To arrange an interview with Mark Luscombe or other federal and state tax experts from Wolters Kluwer Tax & Accounting on this or any other tax-related topics, please contact Bart Lipinski.



Contacts
BART LIPINSKI
847-267-2225
Bart.Lipinski@wolterskluwer.com

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