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The best tax deductions for entrepreneurs & freelancers

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In many places around the world, tax season has arrived. And you’re probably wondering how to reduce your 2014 tax bill.

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A note from Preston: I’ve asked Cam from Millo sponsor Bench.co to give us the scoop on which are the best tax deductions for entrepreneurs and freelancers this year and they nailed it! I’ve personally tried Bench bookkeeping and recommend it over any other option I’ve tried. Get paired with a bookkeeper and start a free trial here. Thanks, guys! Over to you…

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You'll also enjoy this episode of our new podcast...

To help you do just that, here’s a list of United States tax deductions commonly available to creative entrepreneurs. We’ve also included the IRS* tax form to list each deduction on (you can find links to download all of the necessary forms at the bottom of this post).

*The Internal Revenue Service (IRS) administers and enforces United States federal tax laws. For other countries please refer to your government documentation.

International readers: many of these deductions (or something similar) may apply to your tax bill. Check out your government’s tax website and/or contact a tax preparer to learn more. Know where to start? Leave a comment for fellow countrymen on resources and applicable deductions in your country!

No matter where you’re located, make sure you’re deducting as much as you can before filing your 2014 return!

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Home office

If you work from home, you can take advantage of the home office deduction. To qualify for this deduction, you need to meet three conditions:

  • Exclusivity: Your home office must only be used for business activities. Have clear boundaries between this area and the rest of your home.
  • Regularity: Use this space on a regular and predictable schedule for your work.
  • Precedence: The majority of your time spent on work-related projects must be in this area.

There are two ways to calculate this deduction: the simplified method and the standard method.

Simplified method – Schedule C (1040)

For the simplified method, create a standardized deduction of $5 per square foot of your home office, with up to a maximum of 300 square feet.

Standardized method – Form 8829

The standardized method requires you to calculate the percentage of your home office by dividing the area used for business by the total area of your home.

Online services

Form: Schedule C (1040)

Any fees paid for online services related to your work are tax deductible. Examples include the cost of your website domain registration, website hosting, fees for Adobe Creative Suite and other software, and storage such as Evernote or Dropbox.

Keep in mind, you may need to amortize these expenses as start-up costs if your business is new.


Form: Schedule C (1040)

The cost of promoting your business is a deductible expense. Keep track of expenses related to business cards, printed promotional materials, online advertising, project submissions and contests.

As long as these expenses are necessary and ordinary to promote your business, they are generally fully deductible.


Form: Schedule C (1040)

Expenses you incur for education that add value to your business or increase your skill level are fully deductible. Examples include:

  • Classes to improve skills in your field
  • Seminars and webinars
  • Workshops
  • Subscriptions to trade or professional publications
  • Educational books

Costs that don’t qualify in this category are expenses related to education for a new career or education that is not related to your current work.

Computer and phone

Form: Schedule C (1040)

If you use your computer and phone solely for business purposes, you can fully deduct these costs as a business expense. However, if you use them for both business and personal uses, you can only deduct the business usage percentage of the total cost.

Depreciated costs – Schedule C (1040)

Computers and phones are also depreciated costs, and you can claim the depreciation of your computer and phone under “Depreciation.”

Note: calculating depreciated costs can be tricky to get right, so it’s best to work with an accountant or tax professional when claiming this deduction.  Learn more about this topic in Bench’s guide to understanding depreciation.

Internet and phone calls

Form: Schedule C (1040)

The cost of your internet connection is a deductible expense. This cost is fully deductible only when it’s purely a business internet connection. A home-based internet connection is only partially deductible based on the percentage used for business purposes.

Calculate this as the percentage of your total internet bill used for business purposes. It may be helpful to record the number of office hours you worked.

The same applies to the cost of your phone bill; you can only deduct a percentage of the total cost of your cell phone bill based on how much it was used for business purposes. For instance, if you use your cell phone 60% for business and 40% for personal purposes, you can deduct 60% of the cost of your cell phone plan as a business expense.

Keeping an itemized phone bill is a good way to support your claim should you ever be audited.


Form: Schedule C (1040)

Travel expenses are tax deductible as long as they are ordinary and necessary for your business.

To qualify for the deduction, the business trip must be outside of your tax home, which is defined as the city or area in which you conduct your business. You also need to be traveling away from your tax home for longer than a normal day’s work, requiring you to sleep or rest en route.

It’s critical that you maintain well-kept records of all business travel expenses. This includes receipts that detail the amount of each expense you’ll claim, the dates of your trip, details of your trip (for example, who you met, the business purpose of the trip), and a mileage log if you drove your own vehicle.

The following is a list of deductible travel expenses, approved by the IRS:

  • Travel by plane, bus, train, or car to and from your destination
  • Use of your car at a business location
  • Parking and toll fees
  • Cost of taxis or other transportation methods on your business trip
  • Meals and lodging during your business trip
  • Tips
  • Dry cleaning
  • Shipping of baggage and display materials to your destination

Bad business debt

If you weren’t paid by a client during the tax year, you may be able to claim this loss as bad business debt. You must be able to prove to the IRS that you took all reasonable steps to collect the debt, but failed to recover the payment, so keep proper records of all debt collection attempts you’ve made to recover unpaid contracts.

Bad debts can be partially or fully deducted from a business’ gross income. While the IRS provides a full rundown on claiming bad business debt, unless you’re into tax law and excited by factoring complicated deductions, claiming business bad debt is another tricky area where we strongly suggest you work with an accountant to get right.


The cost of business insurance and health insurance is, in most cases, fully deductible. Here’s the fine print:

Business insurance – Schedule C (1040)

If your business mainly operates out of your home office, you can deduct the cost of renter’s or homeowner’s insurance off your home office deduction.

Health insurance – Schedule A (1040)

You can deduct the cost of your health insurance plan as an adjustment to income as long as the plan is under your name. If you are eligible to be covered, or if you are currently covered under your spouse’s employer’s plan, you cannot deduct this cost.

Business meals

Form: Schedule C (1040)

You can deduct 50% of qualifying food and beverage costs for your business meal expenses. To qualify, the meal must be a business-related expense so, for every business meal you claim, keep the following records:

  • The amount of each expense
  • The date and place of each meal
  • The business relationship of the person you ate with

A good practice is to record this information on the back of your meal receipt.

IRS forms:

Comments or questions about the best tax deductions for entrepreneurs or freelancers?

Let’s chat through them in the comments section!

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About Cameron McCool

Cameron McCool is the Content Manager at Bench, the online service that pairs you with a dedicated bookkeeper and simple, elegant software to do your bookkeeping for you. He regularly posts business and lifestyle hacks for busy entrepreneurs over on the Bench Blog.


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