Spooky Tax Deductions: Savings From The Dark Side

Spooky Tax Deductions: Savings From The Dark Side

Published on October 31, 2023

Most people are familiar with the common deductions like mortgage interest, charitable donations, and medical expenses.

 

However, the tax code holds some truly bizarre and spooky tax deductions that might just spook you. In honor of Halloween, let’s look at strange deductions that can ward off those evil taxes.

Ship Repairs for Whalers

 

whaler tax deduction

 

Ahoy there, whaling captains! Did you know that you can claim up to $10,000 for ship repairs and equipment? It’s a deduction that sounds like it belongs in the annals of maritime lore. But there’s a twist – this tax break comes with a special requirement in the United States. To qualify for this deduction, you must be a Native American. If some of you whalers have been slacking on genealogy, here’s your sign to start.

 

Exceptional Trees in Hawaii

 

exceptional tree deduction

 

If you have an araucaria heterophylla, commonly known as the Norfolk Pine, in your backyard and you reside in Hawaii, you’re in luck. In the Aloha State, the Norfolk Pine is considered an “exceptional tree,” and you could receive a $3,000 deduction just to maintain this unique species. Do talking trees count though? Asking for a friend. 

 

Moving Expenses for Pets

 

Moving pet deduction

 

Moving for work can be a taxing experience, but there’s a silver lining – you can deduct your moving expenses, including the costs associated with moving your beloved pets. One question; what about human pets?

 

Restitution in a Fraud Case

 

fraud deduction

 

Crime doesn’t pay, but sometimes, you can deduct its costs. Take the case of two doctors sued for insurance fraud. After admitting liability and agreeing to reimburse the insurer for their losses, the IRS ruled that the repayments are deductible. There’s a catch, though – it’s a miscellaneous itemized deduction allowed only to the extent it exceeds 2% of the doctors’ adjusted gross incomes. A reminder that even in the world of taxes, crime doesn’t fully escape the IRS’s scrutiny.

 

Swimming Pool for Medical Purposes

 

pool deduction

 

Imagine being able to deduct the cost of a swimming pool from your taxes. Well, you can, but there’s a catch. The pool must be necessary for medical purposes, and proving its necessity can be as challenging as swimming the English Channel. You may have to show that no one else uses the pool… I was today years old when I learned that The Ring was about tax deductions. 

 

Tax Breaks for Drug Dealers

 

Hunter Biden

 

Believe it or not, even drug dealers have tax obligations. The Tax Court has clarified some intriguing details in this regard. While you can’t deduct the cost of baggies, soil for marijuana plants, or the apartment you work from, you can deduct the cost of the product itself. Uhm… What?

 

Quitting Smoking

 

Smoke deduction

If you’re trying to kick the habit, there’s a tax deduction for you too. Costs of programs or prescription patches and drugs aimed at helping you quit smoking can be claimed. However, over-the-counter patches and other quit-smoking items won’t extinguish your tax liability. Quitting is hard, but smoking may be a greater threat to your health. 

 

Defense Costs for Criminals

 

Jeremy Meeks

In a surprising twist, if you find yourself on the wrong side of the law and lose in a criminal case, you can deduct your legal fees. Your defense is considered an “ordinary and necessary expense,” even in the spookiest of legal proceedings.

 

Deadbeat Friends

 

Sam Asghari & Britney Spears

 

That cash you lent your friend who never paid you back? There’s a glimmer of hope – you can write off the unpaid amount on your taxes, provided there’s no hope of collecting payment. It’s a generous gesture from the IRS to ease the pain of financial betrayals.

 

Bow & Arrow Excise Tax

 

Snow White

 

Hunting werewolves in the kingdom yonder? The government imposes an excise tax on arrows, with the proceeds going towards wildlife restoration. The tax, which was 46 cents as of 2012, applies to arrows that are more than 18 inches and suitable for specific types of bows. Wooden arrows designed for use by children, however, are exempt. The IRS likes its arrows bloody.

 

Pregnancy Tests

 

Pregnancy tests

 

This deduction is right there in the tax code, but it doesn’t make it any less strange. You can stock up on pregnancy tests at the pharmacy because there’s nothing in this deduction that requires the test be administered by a physician. Babies are always beautiful, but some daddies and mamas can be – well, scary. 

 

Transportation to Donate an Organ

 

organ travel deduction

 

For the generous souls who donate organs, there’s a silver lining – you can deduct any medical costs associated with the donation, including transportation expenses. It’s a heartwarming deduction that recognizes the selflessness of organ donors. Coupled with the tax breaks afforded to criminals – I see one disturbing loophole emerging. Yikes!

 

Fancy Dresses That Keep You Standing

 

extreme corset

 

If you ever find yourself needing to deduct the cost of a fancy dress, make sure it’s so tight that you can’t sit in it. The late celebrity Dinah Shore claimed formal dresses on her returns, and the IRS raised an eyebrow. Dinah’s defense? She wore these gowns only on her television show, and they were so snug that sitting was impossible. The IRS eventually allowed her to deduct the dresses, albeit with some scrutiny. Lace up those corsets wenches!

 

Addiction Treatment Expenses

 

addiction treatment deduction

 

For those struggling with addiction, the IRS offers a lifeline. Costs related to quitting drinking, smoking, or substance abuse can be deducted. This includes the cost of products or programs designed to help you quit, in-patient treatment at a drug or alcohol facility, and transportation expenses to and from support meetings. It’s a deduction that recognizes the importance of seeking help and recovery. Sharing this one because every spooky list deserves a hero. 

As you prepare to file your taxes, keep these spine-tingling deductions in mind. While they may seem unusual, they are very much a part of the tax code. So whether you’re a whaler with a knack for ship repairs, a gardener tending to exceptional trees, or someone simply trying to kick a bad habit, these spooky deductions might just save you some naughty money come tax season. If you’re frightfully serious about killing all excess taxes this year and forevermore, schedule your free consultation with us today. 

Return to Blog

Read other blog posts

Understanding Estimated Tax Penalties: How to Avoid Costs and Comply with IRS Rules

Published on October 07, 2024
In the United States, the tax system operates on a “pay-as-you-go” basis, requiring taxpayers—individuals and corporations—to make tax payments throughout the year based on income earned. This system ensures that tax liabilities are paid incrementally rather than in a lump sum at year-end. Payments can be made through withholding from wages or estimated tax payments, […]
Understanding Estimated Tax Penalties: How to Avoid Costs and Comply with IRS Rules

Leasing vs. Buying a Business Vehicle: Which Option Saves You More?

Published on September 30, 2024
When deciding whether to buy or lease a business vehicle, evaluating which option costs less involves more than just comparing initial and ongoing expenses. The decision should account for available cash, tax benefits, and the time value of money. The Key Differences Between Leasing and Buying Buying: When you purchase a vehicle, you own it […]
Leasing vs. Buying a Business Vehicle: Which Option Saves You More?

How Long Does the IRS Have to Audit Your Returns?

Published on September 26, 2024
Understanding how long the IRS has to audit your tax returns can alleviate some anxiety about potential audits. This period, known as the Assessment Statute Expiration Date (ASED), dictates the maximum time the IRS has to audit and assess taxes. After this period, any tax assessment made is considered an overpayment that must be credited […]
How Long Does the IRS Have to Audit Your Returns?

Securing Business Ownership: The Critical Role of Buy-Sell Agreements

Published on August 26, 2024
A buy-sell agreement is crucial for co-owned businesses as it provides structure and protection in various scenarios, whether starting a new venture or inheriting an existing business. This legal contract facilitates the orderly transfer of ownership interests when specific events, such as death, disability, or retirement, occur among co-owners.  A buy-sell agreement turns business ownership […]
Securing Business Ownership: The Critical Role of Buy-Sell Agreements

Tax Rules for Free Meals and Lodging to Employees

Published on August 19, 2024
Section 119 of the Internal Revenue Code offers businesses the opportunity to provide employees with tax-free meals and lodging under specific conditions, offering both financial benefits and compliance requirements. Here’s a comprehensive overview of the rules and implications involved: Under Section 119, tax-free treatment means employees pay no federal income tax on the value of […]
Tax Rules for Free Meals and Lodging to Employees

Securing Business Ownership: The Critical Role of Buy-Sell Agreements

Published on August 12, 2024
A buy-sell agreement is crucial for co-owned businesses as it provides structure and protection in various scenarios, whether starting a new venture or inheriting an existing business. This legal contract facilitates the orderly transfer of ownership interests when specific events, such as death, disability, or retirement, occur among co-owners.  A buy-sell agreement transforms a business […]
Securing Business Ownership: The Critical Role of Buy-Sell Agreements

Shutting Down a Partnership: Tax Implications

Published on August 05, 2024
Here’s a summary of three common scenarios when shutting down a partnership and their federal income tax implications:   Scenario 1: One Partner Buys Out the Other Partner(s) for Cash: In this scenario, one partner buys out the others and continues the business alone. The withdrawing partner will realize a taxable gain or loss from […]
Shutting Down a Partnership: Tax Implications

Business Meal Deductions: Understanding the Sutter Rule (Dutch-Treat Business Meals)

Published on July 29, 2024
In the realm of tax deductions, business meals stand out as both a necessity for networking and a potential area of scrutiny from the IRS. The Sutter rule, named after a case involving Dr. Sutter and the Tax Court, underscores the delicate balance between legitimate business expenses and personal living costs when it comes to […]
Business Meal Deductions: Understanding the Sutter Rule (Dutch-Treat Business Meals)

Navigating the Tax Implications of Closing Your Sole Proprietorship or Single-Member LLC

Published on July 25, 2024
Closing a business marks a significant decision for any entrepreneur, and understanding the tax implications is crucial to avoid unexpected liabilities. Whether you operate as a sole proprietorship or a single-member LLC treated as a sole proprietorship for tax purposes, here’s an overview of key considerations when shutting down your business: 1.  Asset Sale Tax […]
Navigating the Tax Implications of Closing Your Sole Proprietorship or Single-Member LLC

Reducing Your Business Tax At The Last Minute – Delayed Income

Published on December 17, 2023
The delayed income strategy is a powerful tool.   This tactic allows business owners to postpone recognizing income until the following tax year, potentially reducing your immediate tax burden. This strategy can be particularly useful for someone who has began their tax planning efforts late, and has concerns of an excess tax debt. Step-by-Step Guide […]
Reducing Your Business Tax At The Last Minute – Delayed Income