Category: Tax
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Bench Accounting Acquired by Employer.com: A Troubling Development for Small Business Owners
Bench, an online accounting platform that marketed itself as a solution for small business owners, has been acquired by Employer.com, a large technology platform best known for its HR and payroll services. While this might sound like a positive move on the surface, for many former Bench users, the acquisition raises serious concerns about the… Read more
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Discover the Secret to Lower Taxes: Download My Tax Comparison Spreadsheet Today!
Are you paying more in taxes than you need to? Choosing the right business structure—Sole Proprietor, S Corporation (S Corp), Partnership, or C Corporation (C Corp)—could save you thousands of dollars each year. But how do you know which one is right for you? I’ve developed an easy-to-use spreadsheet to compare the tax obligations for… Read more
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Tax Strategies for Real Estate Investors: 7 Key Methods to Maximize Tax Savings
Real estate investing offers unique tax advantages that can significantly reduce your taxable income. However, the complexities involved in understanding and applying these strategies make it essential to consult with tax professionals. Here’s a breakdown of seven impactful strategies to maximize tax efficiency: 1. Passive Activity Netting Rental properties are generally categorized as passive activities,… Read more
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2025 Deadlines for Filing – IRS & Maryland
January 2025 February 2025 March 2025 April 2025 June 2025 September 2025 October 2025 November 2025 December 2025 This covers federal deadlines for 1040s, 1120s, 1065s, and Maryland-specific deadlines like the Annual Statement and Personal Property Tax Return. Read more
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The Passive Activity Rules & Form K-1
The Passive Activity Rules & Form K-1: Understanding the Nuances for Real Estate Investors and Partnerships If you’re investing in a partnership—whether it’s through a real estate syndication, a real estate fund, or any other type of business venture—the chances are that you’ll be dealing with Form K-1. This form provides a detailed summary of… Read more
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The Reason Not to Use an S-Corp for Rentals
As real estate investors, structuring your business properly is crucial to optimizing tax benefits, ensuring flexibility, and protecting assets. One common entity used for business owners is the S-Corporation (S-Corp). However, when it comes to rental properties, using an S-Corp can have significant downsides. Today, we will focus on the most critical reason you should… Read more
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Unlocking the Power of Real Estate Professional Status (REPS): Strategies for Real Estate Investors
Real estate investing offers numerous tax benefits, but one of the most lucrative is qualifying as a Real Estate Professional (REP). Achieving REP status allows investors to offset rental losses against active income, which can significantly reduce tax liabilities. Given that most rental properties generate tax losses due to depreciation, even when they are cash-flow… Read more
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Navigating the Complexities of Real Estate Tax Strategies
The allure of tax savings is irresistible. Social media is filled with tax professionals touting strategies like the Short-Term Rental (STR) loophole, promising to slash tax liabilities and maximize savings. But as someone who has represented clients in audits and reviewed tax court cases, I can tell you that these strategies are not as simple… Read more
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10 Money Saving Strategies for Small Business Owners
As a small business owner, strategically reducing your tax burden is essential for maximizing your income and achieving your financial goals. This involves leveraging tax deductions, taking advantage of tax credits, and identifying other sources of tax savings. A CPA can assist you with these tax planning strategies and offer additional ways to minimize your… Read more
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SMB Owner Wrote off $308,000 using the August Rule, Gets Hammered by IRS
The Tax Court’s recent decision in Kunjlata J. Jadhav and Jalandar Y. Jadhav v. Commissioner serves as a stark reminder of the importance of proper documentation and reasonable practices when claiming tax deductions. In this case, an SMB owner’s attempt to leverage the Augusta Rule led to the reversal of $308,000 in tax deductions, hefty… Read more