Deductions and Write-Offs
The most frequently asked tax questions related to Deductions and Write-Offs
Tax liability
Asked Friday, January 02, 2026 by JOSEPHHello, I Own a llc. In Connecticut and do Excavating. I purchased .property in 2025 for 200k to ise for business operations. Im trying to figure out how much my tax liability will be come tax season.
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Rental Properties
Asked Friday, December 05, 2025 by ShanIf I invest in rental properties through sites like arrived.com, how would that affect my taxes when I file tax returns next year? Would it position me for more deductions?
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HSA question
Asked Friday, September 05, 2025 by AdamI've had an HSA since Feb '22. I'm over 55 and been making the maximum contribution. I've had no medical issues in this time and not spent any of the funds. I didn't realize I was supposed to leave unspent funds in the HSA account so at the end of each year I moved the accumulated funds to my general savings. Do you think I still received my tax credit for my yearly HSA savings? Is there a way to restore the 15k back into my HSA account for interest, investment, and other purposes?
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Mileage
Asked Wednesday, September 03, 2025 by HeatherHi! My company either pay for gas when I travel for site visits or mileage reimbursements. They said if I do the gas option I can claim my mileage on my taxes and get more money back verses having the company pay for my mileage. Which is better
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New Car Deduction
Asked Tuesday, August 12, 2025 by Mary SueHello, I was wondering if I can deduct a portion of the cost of a new car purchase under section 179 if I have a sole proprietorship and will be using the car 60% of the time for business meetings, site visits, and client meetings?
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What to pay out of business account?
Asked Wednesday, December 08, 2021 by KatieI have a virtual assistant business out of my home. I plan on writing off part of my mortgage and utilities. Should I pay these bills out of my business account?
CPA Answer:
Hello Katie,
In order to answer your question properly, it is important to know the tax structure of your business; is it a corporation, Single-member LLC or sole proprietor.
Since we can only deduct the portion of your home that is used exclusively and regularly for business (the rule of thumb for the percentage to be in the range of 5-20%), I would advise you to pay for the expenses out of your personal accounts, then record the deductible portion on a monthly basis on a separate sheet. At the end of the year or on a monthly basis, provide an employee reimbursement report to your company for payment.
In general, the deductible portion of the mortgage, real estate taxes, utilities, and insurance need to be booked as "due to shareholder". Once it has been paid by cutting a check or transferring the money out of your business account to your personal account, you will need to reverse the entry by getting rid of your account "due to shareholder" and reducing your cash balance.
Hope my answer helped.
Actors...!?
Asked Tuesday, December 07, 2021 by ScottCan an actor donate his acting services to a non-profit and receive a receipt reflecting their usual rate of pay for their time? Example, Sam Actor performs for a non-profit for 2-hours. His usual rate of pay is $500/hour. That means he would have normally been paid $1,000. The non-profit gives him a receipt that says he donated his services and the value was $1,000. It's a great theory, but is it a legitimate deduction?
CPA Answer:
Hello Scott,
Unfortunately, the value of time or service is not tax-deductible, but any expenses that incur due to the pro bono work that are directly related to the charity are tax-deductible.
Are advertising expenses deductible for a W2 employee?
Asked Saturday, September 25, 2021 by LloydI (34, single male) am a W2 employee working as a Mortgage Loan Originator. I work from home and am expected to find my own clients. Are my marketing/advertising and other business expenses tax deductible? They amount to about 8% of my gross income.
CPA Answer:
Unfortunately, I have some bad news for you. As a result of the Tax Cuts and Jobs Act (TCJA), starting with 2018, no unreimbursed employee business expenses (that would include marketing/advertising) are deductible anywhere on your individual income tax return. Prior to TCJA, if employees had out-of-pocket expenses for which they were not reimbursed, they could attempt to deduct them on Schedule A (itemized deductions) to the extent they exceeded 2% of adjusted gross income. So such expenses were tax deductible, but in actuality, it was still difficult to actually get any tax benefit because you had to clear that 2% threshold and then you still needed to have enough itemized deductions to itemize.
Instead of just leaving you with an answer but no possible remedy, I have two ideas.
First, see if you can get any business expenses reimbursed by your employer. If they reimbursed the exact amount of expenses you turned in (and substantiated with receipts), the reimbursement would be tax-free to you AND a business write-off to the employer. A win-win for both of you and a LOSE for IRS. Perhaps negotiate this instead of an increase in pay in the future.
Second, see if you can create a sole proprietorship (be an independent contractor) on the side with other clients. That opens up the possibility for you to deduct some (not all) your business expenses. It would be illegal/unethical to deduct business expenses that relate directly to your work as a W-2 employee, but you could deduct expenses that relate directly to your status as independent contractor as well as expenses that benefit both activities.
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Independent Contractor + Employee
Asked Tuesday, September 21, 2021 by AmyI have my real estate license and am considered an independent contractor. Recently have been presented with a position, will be an employee. Is it possible to be both at the same time? How will this affect taxes? If I do not make much income as an independent contractor, but still am keeping my license and paying off all fees as an agent, am I still able to write off taxes?
CPA Answer:
First, congratulations are in order.
To answer your question, yes, it is possible to be both an independent contractor and an employee at the same time. Having said that, hopefully, you are not serving in both capacities for the same individual/company, as that would be questionable. So, if you are an employee for one company, but you’re an independent contractor serving your own clients on the side, there is no problem there.
Come tax-time, you will receive a Form W-2 for your work as an employee. You will continue to report your income as an independent contractor the same way you have done in the past (assuming you’ve been an independent contractor prior to 2021). In your question, you don’t state how you’re filing as an independent contractor, so I cannot speak to that issue.
To answer your last question, you cannot write off any of the expenses related to your work as an agent against your employee income. As long as you have income as an independent contractor, you can continue to write off your agent expenses. The only issue is that you don’t want to end up with a loss, as you could be subject to the hobby loss rules.
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