Shoeboxed: An Easier Way to Navigate Tax Season!

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If you’re in the market for an easier way to navigate tax season, Shoeboxed might be a good option to consider.

Shoeboxed is a receipt scanning service and scanner app with many different methods for extracting receipt data to prepare for tax season.

Disclaimer:

This blog post (Shoeboxed: An Easier Way to Navigate Tax Season!) is not designed to replace legal or financial advice. The resources provided are from various sources including www.irs.gov.

For more information on preparing and submitting your taxes, please follow the guidelines set out by your local revenue agency. In Canada, visit the Canada Revenue Agency.

Hubspot’s #1 Choice for Tax Season Prep

Chosen as Hubspot’s #1 choice for tax season prep and the best receipt tracking app for emailed receipts by Forbes in 2023.

Shoeboxed also has 4.4/5 stars on Capterra and G2 Crowd and a review score of 4.5/5 on Techradar Pro.

Outsource receipt scanning and manual data entry with the Magic Envelope method.

Shoeboxed’s standout feature is—without a doubt—the Magic Envelope experience, where you mail-in receipts to be scanned with a postage-paid (free!) envelope, and their team exports the expense data into your Shoeboxed dashboard.

Tax Prep: The Easier Way to Navigate Tax Season

Preparing for tax season as a solopreneur involves several critical steps to ensure compliance and optimize your tax situation.

In the United States and Canada, anyone making money, even from a side hustle, must pay taxes on that income. Thankfully, there are resources like Shoeboxed to help!

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Understanding Your Tax Obligations

  • Taxable Income: All income earned, whether from a primary job or a side hustle, is subject to taxes. Shoeboxed allows users to keep detailed records of their income and expenses throughout the year.
  • Tax Forms: Depending on your income sources, you might need various tax forms like W-2 forms, 1099 forms, and others relevant to your financial situation.
  • Social Security Number: Ensure your social security number is correct on all documents to avoid issues with the IRS.
  • Tax Filing Deadlines: Mark important tax filing deadlines to avoid late penalties.

​Organizing Financial Records Using Shoeboxed: An Easier Way to Navigate Tax Season

  • Financial Records: Keep detailed records of your income and expenses throughout the year.
  • Bank Statements: These are essential for verifying your income and expenses.
  • Tax Documents: Gather all relevant documents including past year’s tax returns, mortgage interest statements, and medical expenses receipts.
  • While Shoeboxed doesn’t specifically handle tax returns, you can upload scanned copies for easy reference. However, if you have Quickbooks, Shoeboxed can export your receipts and expenses directly into their platform.

Make Sure to Maximize Deductions and Credits

Business Expenses: Track all business-related expenses as these can be deductible.

  • Tax Deductions: Familiarize yourself with standard deductions and specific deductions applicable to small businesses and sole proprietorships.
  • Tax Credits: Explore credits like the child tax credit and earned income tax credit to reduce your tax bill.
  • Charitable Donations: Keep receipts of charitable donations for potential deductions.

Using Professional and Technological Resources

  • Tax Professional: Hiring a tax preparer or tax accountant can help manage complexities and ensure an accurate return.
  • Tax Software: Utilize tax preparation software like H&R Block to simplify the process.
  • Online Tools: The IRS website and other online tools offer valuable resources for tax planning.
  • Free File: Some solopreneurs might qualify for free tax filing services.

Planning and Proactive Approach: An Easier Way to Navigate Tax Season

  • Financial Planning: Engage in year-round financial planning to stay prepared for tax season.
  • Retirement Accounts: Contributing to retirement accounts such as a Roth IRA can provide tax advantages.
  • Investment Advice: Seek investment advice to understand capital gains and their tax implications.
  • Estimated Tax Payments: Make estimated tax payments if necessary to avoid large tax bills at the end of the year.
  • Proactive Approach: Start preparing your tax documents early to avoid the last-minute rush.

Special Considerations When Looking for An Easier Way to Navigate Tax Season

  • Filing Status: Determine your correct filing status as it affects your tax liability.
  • Identity Theft: Be cautious of identity theft and safeguard your personal information.
  • Tax Situations: Understand unique tax situations that may apply to your business or personal circumstances.
  • Tax Liability: Explore payment plans with the IRS if you cannot pay your tax bill in full.
  • Tax Counseling: Consider tax counseling or volunteer income tax assistance for additional support.

Staying Updated When Navigating Tax Season

  • Tax Code Changes: Stay informed about changes in tax regulations that may impact your tax filings.
  • Previous Years: Review your previous years’ returns to ensure consistency and accuracy.

By taking a proactive approach and utilizing available resources, you can manage your tax obligations effectively and achieve a successful tax season.

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This not only helps in minimizing your tax burden but also ensures compliance with federal tax return requirements.

Why you need Shoeboxed

Here’s a breakdown of the process towards navigated the tax season.

1. Stuff receipts into a pre-paid (within the US) Magic Envelope and send them to our processing facility.

2. Shoeboxed scans receipts, extracts and verifies receipt data, and uploads receipts to your account.

3. You get notified when receipts are processed and viewable in your Shoeboxed account.

4. Shoeboxed returns or shreds the mailed-in documents based on your preference.

Watch the video below more on the Magic Envelope method.

If you’ve struggled with figuring out your deductibles during tax season, the Magic Envelope method will be a huge time-saver, as each receipt is automatically sorted into 1 of 15 common tax categories.

Fill in the category totals into your tax return and you’re done! Customer service is also top-notch, with Crozdesk awarding Shoeboxed the Quality Choice Award and the Trusted Vendor Award.

Here’s a quick rundown of the pros, cons, and pricing for Shoeboxed:

Pros

  • Mail-in scanning service
  • OCR scanning
  • Human data verification of OCR scans
  • Receipt scans that satisfy the criteria for a tax audit
  • Quick totaling of categories
  • Expense management for business expenses
  • Unlimited users on your account
  • Digital image archive
  • Document management system
  • Unlimited cloud storage of scanned paper documents, digital documents, digital receipts, smart receipts, paper receipts, etc.
  • Customizable receipt category tags and rules
  • Export receipt data to well-known accounting software
  • Track mileage for free for iOS users and Android users
  • Store and organize business cards
  • iOS and Android mobile app
  • A setting to automatically convert currencies
  • 24/7 monitoring of entry points at our processing facility for physical receipts & documents
  • Digital documents and data are protected by Secure Socket Layer (SSL) encryption, the same level of protection used to safeguard your bank account
  • 20% discount when billed annually

Cons

  • Mobile app plans are only available for in-app purchase. Plans that include the Magic Envelope must be purchased via the website.
  • Does not include a budgeting feature

SHOEBOXED – STARTUP PLAN
****WINNER***

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$18/month
Ideal for freelancers and individuals!

  • Includes the Magic Envelope for sending physical receipts.
  • 600 digital documents/year + 300 physical documents
  • 1 Prepaid magic envelope per month
  • Unlimited file storage and unlimited users
  • IOS App included

SHOEBOXED PROFESSIONAL PLAN

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$36/month
Ideal for professionals and small businesses.

  • Includes the Magic Envelope for sending physical receipts.
  • 1800 digital documents per year + 1800 physical documents per year.
  • Unlimited prepaid magic envelopes
  • Unlimited document returns
  • Unlimited file storage
  • Unlimited users
  • IOS App included
  • Quickbooks Online Integration

SHOEBOXED BUSINESS PLAN

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$54/month
Ideal for businesses experiencing high volume.

  • Includes the Magic Envelope for sending in physical receipts.
  • 3600 digital documents per year.
  • 3600 physical documents per year.
  • Unlimited prepaid magic envelopes.
  • Unlimited document returns.
  • Unlimited file storage.
  • Unlimited users.
  • IOS App included
  • Quickbooks Online Integration

FREQUENTLY ASKED QUESTIONS

Can I try Shoeboxed for Free?

Shoeboxed’s plans are available to try for free for 30 days. During this free trial period users can upload receipts to test how Shoeboxed extracts information and verifies that data with their data-processing team.

If you sign up for a monthly plan, cancel any time during the month and your credit card will not be charged.

If you sign up for an annual plan, Shoeboxed will provide a full refund if the plan is cancelled anytime during your first 30 days.

Is my information secure with Shoeboxed?

Shoeboxed takes both your physical documents and scanned documents into consideration when it comes to security.
All incoming paperwork is kept safe in our facility in Durham, NC with 24/7 surveillance and entry control. Digital files and data are additionally protected by SSL encryption, which is the same utilized by banks to protect accounts.

Does the IRS accept receipt scans for tax deductions?

Receipt scans are 100% legitimate and approved by the IRS. In fact, the IRS has accepted scanned and digitized receipts as valid tax records for tax deductible purposes since 1997.

Can you scan normal documents?

Shoeboxed will scan any type of document you send in.

To prepare a single-page document for our document scanner, remove staples and attached sticky notes.

To prepare a multi-page document for our document scanner, use a paper clip to attach them together, and our receipt scanner team will scan them into your user account as one document.

What is the cost of using Shoeboxed?

Shoeboxed offers various plans to suit different users’ needs. Magic Envelope plans start from $18 per month. And digital-only plans start from $4.99 per month.

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Summary

Taxes are a fact of life whether you run a business or not. If you’re anything like me, managing receipts quickly becomes tedious! You start out strong, but by the time tax season rolls around you’ve wound up a little disorganized.

At least that’s what happens to me!

I love the idea of having a company that will gather up my receipts and keep them in order for me. That alone is a big deal!

If you’re starting a business and want some help keeping track of your expenses and receipts, I highly recommend Shoeboxed.