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With this insane IRS filing contradiction, how do business owners file 1099s this year?

(BUSINESS FINANCE) If you pay contractors, this wonky IRS filing contradiction may leave you scratching your head…

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All small business owners know the importance of hitting the tax deadlines on time, otherwise we risk being out of compliance with the IRS. If you or your small business worked with independent contractors this past fiscal year, then you’re probably aware of the IRS deadline for the 1099-MISC form on January 31, 2018. However, one thing you may not be aware of is a large tax reporting hole which solely depends on how you paid your contractors.

The 1099-MISC is the form in which a business must file for independent contractors receiving $600 dollars for receipt of goods or services. That concept itself is fairly simple ($600 equals reporting to the IRS), but depending on the method of payment used is where things become more complicated. This is because of a rule created in 2008 in the Housing and Economic Recovery Act (HERA) that didn’t go into effect until 2012. This bill had a provision inside which (surprise) had nothing to do with the housing crisis.

Essentially, the rule states that if you, business owner, pay a independent contractor via a third-party service (Paypal, credit card, or debit card), you would not file a 1099-MISC for that contractor, but the third-party would file that income instead on a 1099-K. Sounds air-tight so far.

Except, it’s not.

The rules of the 1099-K are not the rules of the 1099-MISC but for third-party vendors. The 1099-K rules state that reporting is mandatory ONLY when “gross payments to an individual payee exceed $20,000 for the year and when there are more than 200 transactions with the participating payee.”

Just on reading this statement alone, it seems as if there’s a huge tax reporting hole (approximately $20,000 dollars) if paying someone via a third-party. This can’t be right… right?

When Kelly Phillips Erb asked IRS spokesperson about the rules and also to confirm this language as being the correct interpretation “even if they’re over that $600 threshold and even if they are under the $20,000/200 threshold?” Yup, that’s correct, even if the IRS admits to that being a loophole.

Some tax advisors are advising businesses to file 1099-MISC regardless of method of payment. Some tax advisors are advising businesses to file according to the rules set down by the 1099-K (20,000/200 rule). Confusion and conflicting instructions abound. At the end of the day, the choice of how to file is best up to you and your tax professional, as it appears that the IRS is having issues with this ridiculous tax reporting issue.

This article should not be used as tax advice. If you need assistance with the forms and procedures referenced in this article, please consult an accountant or other tax professional.

Alexandra Bohannon has a Master of Public Administration degree from University of Oklahoma with a concentration in public policy. She is currently based in Oklahoma City, working as a freelance filmmaker, writer, and podcaster. Alexandra loves playing Dungeons and Dragons and is a diehard Trekkie.

Business Finance

How small companies can compete with free shipping

(BUSINESS FINANCE) When running a smaller shop online, how can you compete with free shipping from giants like Amazon that can afford it?

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It’s hard enough for small businesses to compete with big retailers. But online shops also have to consider the additional cost of shipping. With stores like Amazon and Walmart.com offering very cheap or even free shipping, how is a smaller shop to compete?

Shopify, an e-commerce platform for online shops and point-of-sale-systems, posed this question to Thea Earl, product manager for Shopify Shipping. On the AskShopify blog, she offered some tips for managing shipping costs.

First, Earl points out that while “free shipping is an excellent marketing tool,” if you can’t afford to offer free shipping, it helps to offer a “really clear flat rate.”

Customers who think they’re getting a good deal may balk if they’re surprised by an exorbitant cost to ship. If you can consistently offer a flat rate, and let the customer know right off the bat, they’ll “know what to expect when they hit checkout” and won’t get sticker shock at the last minute, causing cart abandonment.

If you want to offer free or very cheap shipping, consider raising the prices of your products, even by a dollar or so, to help cover delivery costs. Note the ratio between the profit margin and the cost to ship.

Perhaps for highly profitable items, you can afford to absorb the shipping costs, while slightly raising the prices of less profitable products to offset the balance.

Lastly, Earl realizes that small business owners have no control over whether or not a carrier raises its prices to ship.

You do, however, have control over the packaging. Be smart about the types of packaging you use. Measure products and buy envelopes and boxes that are just the right size to save money on weight.

Paper and poly envelopes are lighter, and therefore usually cheaper than cardboard boxes. Also, Earl points out that most carriers have at least a few options for free packaging. Utilize these free options whenever you can.

And of course, you could always join a group like Shopify to take advantage of their bulk mailing partnerships with carriers like UPS, USPS, and DHL.

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Business Finance

Expense reports suck, but AI could make them less tedious

(BUSINESS FINANCE) Expense reports suck. There’s no other way to describe them. Here’s a way to make the process suck less. Thanks, robots!

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A few years ago, I worked at a law firm doing clerk work during college breaks. One particular spring break, I found myself in a fluorescently lit office with zero décor, tracking expense reports. The whole break I sat there and wondered what I had done in a past life to deserve this nonsense.

All joking aside, expense reports are super boring. They just are. But, they are necessary to make sure that everything is on the up and up.

While going back and forth with my highlighter, crossing all of my T’s and dotting my I’s, I couldn’t help but think that there had to be a more efficient way to do this. Apparently robots were reading my mind, as there is an AI that now exists to expedite the expense report process.

Fyle is artificial intelligence powered expense tracking and reports. With everything from e-receipts to physical bills, Fyle’s technology tracks expenses and reports accurately in real time. This allows users to organize and manage all of their receipts and reports in a simple way.

Fyle comes with a pleathora of features, including: automatic data extraction, automatic policy enforcement, real-time expense visibility, dynamic approval system, custom approval hierarchy, third party APIs, trip authorization and requests, multi-country and multi-organization setup, and automatic account syncing.

With this, Fyle’s automatic reporting allows expensing to happen in one click, right within your email (via Fyle’s email plugin). Also, Fyle’s Policy engine determines expenses that require review and approval based on your expense policies.

For team friendly use, you can sync your corporate card transactions and auto match expenses that have been “Fyled”. You then receive real time visibility of receipts submitted against the transactions that were made. Fyle also allows for users to send in trip requests to receive authorization (equip with budgets, additional requests for flight, hotels, advances, etc.)

One important aspect of Fyle that can be an issue for a human is that it employs a method of duplicate detection. That way, every expense and report is one and done.

While this may be a helpful assistant in expense tracking and reporting, it’s always best to have a real set of eyes to check everything for accuracy.

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Business Finance

Free Bitcoin basic courses where no one will sell you any scams

(BUSINESS FINANCE) Bitcoin and other cryptocurrencies are booming, and it can be overwhelming, especially with all of the scams floating around. Here are some scam-free courses for free.

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If you’re a regular reader here, you’ve probably gotten used to seeing news about Bitcoin, other cryptocurrencies, and blockchain just about every day. And if you’re anything like me, you may be scratching your head and feeling a little confused about it all.

Perhaps you’re thinking about investing in cryptocurrency, but need to know more. Or maybe you’re baffled by the basics, and just want to understand what it’s all about.

Fortunately, there are some opportunities to learn about Bitcoin for free – we’re talking about actual classes, not just a random Google search or two.

One of our faves is 10 Days of Bitcoin, which offers free email courses. The ten-day course syllabus includes overview classes like “The History of Bitcoin – A Unique (and Hard to Believe) Origin Story,” and “What is Bitcoin and What Makes It Different,” as well as classes with practical information for getting involved, such as “How to Get Your First Bitcoin, Safely and Securely,” and “Investing in ‘Initial Coin Offerings’ (or ICOs) and How to Avoid Scams.”

The course was created by John Saddington, a developer/entrepreneur who “desperately desires more people to become ‘tech literate’ and expand their own opportunities through software.” Saddington designed the class after having the same conversations over and over again with friends and family who asked him for explanations. The course is a great overview for folks who don’t really know much about the cryptocurrency and want a place to start learning.

For a more in-depth examination of the top dog of digital currencies, Princeton also has a series of 60 lectures, ranging from two to 28 minutes, that dives into the technicalities of cryptocurrency. These lectures are available on YouTube. In addition to a general overview, this series also looks at the “Mechanics of Bitcoin,” mining, and the “Future of Bitcoin.” It also places cryptocurrency in the context of “Community, Politics, and Regulation.”

With crypto on the rise, it may one day become part of regular course curriculums in high schools and colleges. Until then, there are opportunities online to learn about Bitcoin from reliable sources who aren’t out to sell anything, but simply want to help laypeople educate themselves.

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