Deductions and Write-Offs
The most frequently asked tax questions related to Deductions and Write-Offs
Deductions for a C-Corp in a Non- Grantor Irrevocable Trust
Asked Thursday, January 15, 2026 by MichaelGood Morning, There is a c-corp corporation listed in a non-grantor irrevocable trust in NYC. The corporation wants to lease property from the trust as well as another piece of property that is personally owned by a trustee. Since they are all separate tax entities, are these leases legal? Payments will be made and lease price will be at fair market value.
Quick Answer:
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.
Quick Answer:
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?
Quick Answer:
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?
Quick Answer:
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
Quick Answer:
Reduce Tax Liability
Asked Wednesday, August 17, 2022 by MaryDoes buying something of value help me reduce my tax liability? We have earned a substantial amount of money this year and I am wondering if purchases need to be made to reduce our tax liability.
CPA Answer:
Earn tax-free income.
Maximize deductions.
Maximize tax credits.
Contributing to a retirement account – 401k or IRA.
Opening a health savings account.
Contributing to employer-sponsored plans.
Profiting from investment losses.
Check for flexible spending accounts at work.
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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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Adam Dickreiter