3 Simple Ideas to Prevent your Side Hustle from Being a Tax Debacle

It seems everyone is looking for a little extra cash these days, particularly with the price of gas going up just a tick.

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One common option people are turning toward is the side hustle, taking underutilized skills or time outside of their day job and generating some extra cash. 

Having some extra cash is great, but at some point, you get around to the question: do I have to pay taxes on my side hustle money?

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Survey Says – Yes, its taxable.  That is the IRS default position on most income.  As an example and not an idea endorsed here, the IRS maintains that even income derived from illegal activities is still subject reporting and income tax.  The number one story told to all accountants in every fraud course, is that it was the accountants who took down Al Capone for tax evasion on his illegally earned income, not the actual racketeering or murder.  

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So 3 things we are going go over today:

Income and Expense Tracking
Self-Employment Tax
Tax Form Reporting

I will sell you the whole seat, but all you will need is the edge.

Income and Expense Tracking. Reporting income from a side hustle is different than dealing with income you may receive from a job where you are employee.  You will need to have a method for keeping up with payments you receive from you customers, even if it as simple as a piece of paper.  Sometimes, it is easy and done digitally, like for Uber drivers, but at the end of the day you are responsible for reporting all of your income.  If your side hustle is service related and you collect $600 or more from a single customer, that customer is required to send you a form 1099-NEC (Non-Employment Compensation).  This will aid in helping you, but it will still be your responsibility. 

On the flip side, you need a method to keep track of your expenses.  Possible options could be as simple as paper or Excel, or there are numerous, easy to use accounting software packages to help you.  (If you sell an accounting software and would like to sponsor this post, I am accepting sponsorships.) Keeping track of your expenses is extremely important as they will help minimize your tax burden.  Have you ever heard the term “write off”?  This is what that is. 

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Self-Employment Tax.  Income from side hustles falls into a different category of income than employment income.  Side hustle income that we are talking about here is generally going to be considered self-employment income.  Rather than being employed by a company that hires you as an employee, you are working for yourself.  All businesses large and small are required to pay taxes based on the wages paid to their employees.  These taxes go to fund Social Security and Medicare programs and are equal to 15% of your wages, up to various limits.  I’m not going to bore you with limit discussions here but they exist.  When you are an employee, this 15% tax is shared by you and the company you work for.  The piece you pay directly is withheld from your paycheck and then company pays their other half to the IRS .  When you are self-employed, you have to pay both side of the tax, out of the gross income you have collected from your customers.  We could go into a discussion about how you really pay both sides of the tax as employee as well, via a reduced gross salary to account for your true cost of employment by the company but that is a soapbox for another day.  Long story, but the self-employment tax can feel like a big bite of your earnings.  The good news is that is it calculated on you net income (gross income minus expense) rather than your gross income.  This is where those expenses come in handy we mentioned earlier.

Reporting.  If you haven’t set up an organized company (See here for more on that), you will need to file a Schedule C with your income tax return.  The Schedule C reports both your gross income and expenses while calculating your net taxable income. You will pay both income tax and self-employment tax based on the net income from your Schedule C.  When you get paid from a company as employee, you most often have your all of your taxes withheld, both income and employment, before you ever even get paid. With Side hustle money, nothing has been withheld.  This will unfortunately make your end of the year tax bill higher.  A good rule of thumb in order to make sure you have some money set aside to pay your taxes at the year-end is to save about 25% of your gross income, until you have a good idea how much tax you have to pay.

Side hustles are great way to earn some additional cash, especially with companies like Uber, Door Dash, and other gig economy based apps in the marketplace.  Even sites like Etsy are helping people use their skills to create fun unique items and bring them to a bigger market.  Being prepared to deal with potential issues, like taxes, before they become a problem, will make that extra cash even better, rather than it becoming a big headache come filing season.  Until next time: 

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Unrealized Gain – Why taxing them is a terrible idea

Recently, an idea has been proposed by our political “leaders” (cough, overlords, cough) that the unrealized capital gains of “billionaires” should be subject to a minimum level of income tax because they “aren’t paying their fair share” on these record levels of profits. See Comments by Secretary Yellen. Today class, we are going to be discussing why this is a bad idea and complete

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As everyone who wants money knows, the best place to get money is from those that already have it. And who has so much money that they don’t even notice the Benjis falling out of their pockets? Billionaires.  Problem and solution, right? What’s the big deal?  This article is going to, at first glance, come off like I’m trying to protect billionaires, who admittedly have a lot people smarter than I am to do that, but as you will see, I’m talking about issues that affect all of us.  Also, in an effort to be honest with my tens of faithful readers, full disclosure, I am not a billionaire.

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If any of you feel very strongly about rectifying this, you can Venmo me at #accountantsneedmoneytoo.

Since I don’t have much faith in our public school system, we are first going to discuss a few terms we will be using quite a bit so that we all have a working knowledge in common.  We will be talking about capital gains in this article and there categories of them – unrealized, realized, and recognized.  Unrealized gains occur when the value of an asset, whether it be a publicly traded stock, piece of real estate, business interest or piece of art, increases in value above what you bought that asset for plus any additional expenses incurred in maintaining it.  Your cost plus expenses is called basis. The difference between the increased value of the asset and your basis is the unrealized gain.   For example, if you bought a house 10 years ago for $250,000 and then you added a sweet fire pit and pool to the back yard, for $100,000.  Your basis is now $350,000.  Since our real estate market is white hot (for now), if an appraiser says your property is now worth $2,000,000, you would have an unrealized gain of $1,650,000 but not have any actual cash in your hands.

Realized gains and recognized gains often occur together but not necessarily.  A realized gain occurs when you actually sell that house and get cash (or other property) in your pocket.  Say you only sell it for $1,800,000.  Your realized gain is $1,450,000.  Your recognized gain is what you have to tax on after your gain is realized.  If you read a great blog post like this one: Sell your house and pay $0 tax, your recognized gain to calculate tax on would only be $950,000.  The proposed tax change seeks to collapse these categories and have just the unrealized gain of $1,650,000 be taxable. 

Why it is a bad idea

Fluctuating Nature of Value. One of the main reasons recognized gain is tied to the realization of gain is that realization of gain defines the value by converting your asset into dollars, generally.  Assets are only worth what another buyer is willing to pay and until you actually transfer the asset, that value is subject to fluctuation. 

We all know that stock values go up and down based general economic factors as well as circumstances specific to each company, real estate prices continuously fluctuate, and interest in a private business can change depending on a wide variety of factors.  How would the fluctuating value of the assets affect payment of the tax from year to year?  If the value of your asset goes down but you paid tax based on the value 12 months ago, are you able to request a refund the next year?

Another reason recognized gain (taxable gain) is tied with realized gain is that you actually have a liquid, trade-able asset (cash) to pay the tax, rather than something that may be without a ready market, like real estate.  If tax is calculated on your unrealized gain, you don’t have a way to pay the tax since all of the value is still locked in the asset.  This sounds like a great deal either for banks for financing or transactions markets as it could force liquidation of the very asset for the which you are paying tax.   

Not applicable to just billionaires. This “billionaire” tax isn’t applied to just billionaires, even though, if it was, I would still have an issue with it.  The tax would be applied to anyone worth $100 million dollars.  I get it, these folks aren’t hurting for cash either, but calling it a billionaire tax and applying it to people with 10% of that level wealth is at best disingenuous and seems like an out right lie to make the public OK with the law.  On to the next point. 

Trickle down effects.  Not talking about the economic effects on this one.  This blog is about tax.  Did you know our current income taxing system when it was ratified in 1913 (let’s not even bring up the income tax during the Civil War) was designed to “force the wealthy to take a on a fairer share of the federal tax burden”?  Less than 4 percent of American families made an annual income of $3,000 or more, the floor to even be eligible for the tax1.  After deductions permitted, the pool of taxpayers was even smaller.  Does this sound like anything you may have heard of?   As we know it now, the general income tax affects at least 50% of American households.  Our government has an incredibly poor history of instituting a tax under the guise that it will only affect a few and then expanding it once it is passed.  See nearly every federal tax currently in existence.  It seems foolhardy to expect that this tax would stay limited to the “few who need to pay their fair share”.  If this is your expectation, History would like a word.

Establishing Value.  Establishing value and basis in order to calculate these unrealized gains will be annual valuation headaches at best and nightmares at worst.  Sure, some things like a publicly traded stock are easier to determine value, but what about the other component, the basis?  For some stocks it will be quite simple, but for others, who maybe were owned privately before being taken public, have been paid in various types of restricted stock options or other types transaction, establishing basis can be involved.  What about business interests that aren’t publicly traded.  Will annual valuations by qualified professionals be required? Same for real estate and collectibles.  Will annual appraisals of theses assets be necessary to determine the fair market value each year?  Will basis be increased since tax has been paid on the gain moving forward?  These are accounting questions primarily (adjusts nerd glasses) but they can get expensive and time consuming very quickly.

How does the Government know.  I saved this point for last but considered putting it first.  How does the Federal Government know who the $100 millionaires are?  Sure, some investments are required to be disclosed to regulatory agencies, but not nearly all of them.  Currently, the IRS is privy to primarily income documentation and reporting since that is what our tax is based on.  Sure, income can give you an idea of who might be liable for the tax, but it has little to do with unrealized gains. That is the entire reason the government has proposed this idea in the first place.  Will all taxpayers be required to assert that they are not liable for this tax via disclosure of their asset holdings and values?  Will the IRS actively be reviewing this treasure trove of new data?  They are limited in their ability to audit as it is.  This would seem like a huge invasion of privacy of every tax payer in order to assess a tax that will initially be levied on less than 1% of Americans.  These actions fall right in line with the previous proposal of requiring banks to report all transaction in excess of $600 to the government.  That went over really well. 

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The Federal Government was designed to have limited ability to invade the privacy of the individual.  The income tax already provides a greater window than many would like.  This new unrealized gain tax would bust down the wall like the Kool-Aid man demanding that you give him your data.

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So this ended up a pretty long post:  In summary, it’s a bad idea for the following reasons:

  1. Fluctuating asset values and liquidity to pay the tax
  2. Not just billionaires
  3.  Trickle down effects
  4. Establish value headaches
  5. Huge privacy issues

For a shorter summary, see comments by Iceman.

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