For Subscribers

Online Tools to Ease Your Tax Tension If you're self-employed and pay quarterly estimated taxes, the IRS is likely looking for some cash from you by Sept. 15. These websites won't take away the pain of the payment, but they'll make it a bit easier to settle up with Uncle Sam.

By Gwen Moran Edited by Frances Dodds

Opinions expressed by Entrepreneur contributors are their own.

If you're self-employed and pay quarterly estimated taxes, the IRS is likely looking for some cash from you by Sept. 15. These websites won't take away the pain of the payment, but they'll make it a bit easier to settle up with Uncle Sam.

Shoeboxed.com
What it does: Mail receipts or take photos with your phone and the company scans or organizes the images for you.

How it helps: Eliminates the tedious process of copying and organizing the receipts you need when calculating your tax returns.

Cost: The first month is free, then monthly fees range from $9.95 to $49.95.

About.com Tax Planning
What it does: Offers an excellent primer on calculating quarterly taxes, among other benefits.

How it helps: With clear explanations and links to the forms you need, the site is a terrific resource for all things tax-related.

Cost: Free

Paycycle.com
What it does: This Intuit site lets you perform a multitude of payroll functions, from issuing checks to filing returns.

How it helps: When you use the site to issue your personal payroll checks, your information is stored there, which makes filing your quarterly returns a breeze.

Cost: The first month is free, then you pay based on the size of your firm, number of contractors and number of states in which you file.

IRS.gov
What it does: The agency's eFile system, which you can find on the homepage, lets you file many returns online. Enrolling in the Electronic Federal Tax Payment System allows you to also make payments online.

How it helps: No stamps, no post office lines. Just log on, choose one of the IRS payment partners from the list, enter your info and you're done. The catch is that you'll be working with an outside provider and paying a fee.

Cost: Depends. Partner esmartpayroll.com charges $4.95 for one 941 form, while esmarttax.com is a subscription model--after a free trial, the cost ranges from $9.95 to $149 per year with additional fees for state returns.

Gwen Moran

Writer and Author, Specializing in Business and Finance

GWEN MORAN is a freelance writer and co-author of The Complete Idiot's Guide to Business Plans (Alpha, 2010).

Want to be an Entrepreneur Leadership Network contributor? Apply now to join.

Business Ideas

70 Small Business Ideas to Start in 2025

We put together a list of the best, most profitable small business ideas for entrepreneurs to pursue in 2025.

Business News

AI Could Cause 99% of All Workers to Be Unemployed in the Next Five Years, Says Computer Science Professor

Professor Roman Yampolskiy predicted that artificial general intelligence would be developed and used by 2030, leading to mass automation.

Buying / Investing in Business

From a $120M Acquisition to a $1.3T Market

Co-ownership is creating big opportunities for entrepreneurs.

Buying / Investing in Business

Big Investors Are Betting on This 'Unlisted' Stock

You can join them as an early-stage investor as this company disrupts a $1.3T market.

Business News

Mark Zuckerberg 'Insisted' Executives Join Him For a MMA Training Session, According to Meta's Ex-President of Global Affairs

Nick Clegg, Meta's former president of global affairs, says in a new book that he once had to get on the mat with a coworker.