The Tax Man Cometh

Day 105 - Tax Day!
Image by brianjmatis via Flickr

Is the IRS after you?  Did you forget to file your tax returns for the last 10 years?  Are you worried that they are going to seize your bank accounts, leaving you broke and unable to finance your latest Pokemon acquisition?

There are many reasons people neglect to file their tax returns.  None of the reasons are good.  The usual reason is that you know you’ll owe money you can’t afford to pay, so you wrap yourself in denial and attempt to delay the inevitable.   For future reference, the government always wins.  Not filing is a temporary solution at best, and a really bad one at that.   Not paying just guarantees that you will owe more penalties than if you had filed and gotten on a repayment plan.   Avoiding your tax return will come back to haunt you eventually.

If you haven’t filed your tax returns, you need to do so as soon as possible.   The longer you wait, the fewer options you have and the more likely the account seizures.   Keep your money under your own control.  Another problem with not filing is that the IRS will estimate your tax debt.   The estimate is always in their favor.   If you file, you get to list your deductions.  If you don’t file, they give you the standard deduction and ignore almost everything in your favor.   In some cases, this can mean they think you owe $10,000 when in reality, if you file, you will only possibly owe $1500.

To get started, you need to do is call the IRS at (800) TAX-1040.   This call serves three purposes.

First, you need to confirm which years you need to file.   Simply ask for the last year in which you have filed.

Second, request a transcript of all of your 1099s and W-2s.   These are the forms that your employers, investments, and banks have sent to the IRS detailing your income.   Over the years, it’s easy to lose paperwork, so this will ensure that you’re records match theirs.  Depending on the time of the year, you should have the files in under a week.  You’ll get one per delinquent year.

Third, this call gives you a chance to get on the “good debtor” list.   You may have to get transferred to the collections department, but make sure you get someone to update your file with the fact that you are making good on your taxes.  They will probably give you 30 days to file.  Treat this as a hard deadline.

[caption id="" align="alignleft" width="196" caption=" "] [/caption]Now that you have all of your paperwork, it’s time for the long slog.   You have to do several years worth of returns, generally in one or two sittings.   You can usually find back years of Turbo Tax on Amazon for cheap.  As of this writing, the back years are under $10 per year.   While you are filing, please keep in mind any charitable donations or business expenses you may have had.    If you are missing a receipt for a major business purchase, never fear!    The IRS does accept reasonable alternatives.   I know of one case of an individual writing a letter to the IRS that read:

To Whom it May Concern:

Please accept this letter as a receipt for the purchase of a snowplow in the amount of $3000.

If you do this, you had better be able to back it up with the existence of an actual snowplow.

After you prepare your returns, look at the amounts you owe.  You can only collect a refund for the last three years.   If you owe more than you can afford to pay, you have two option, payment plans or settlement.

Payment plans involve delayed or continual payments.  From

  • Request an Extension of Time to Pay — Based on the circumstances, a taxpayer could qualify for an extension of time to pay. The IRS is willing to allow extensions of time to pay in order to assist in tax debt repayment. A taxpayer can request an extension from 30 to 120 days depending on the specific situation. Taxpayers qualifying for an extension of time to pay of 30 to 120 days generally will pay less in penalties and interest than if the debt were repaid through an installment agreement. Taxpayers can request an extension of time to pay using the Online Payment Agreement option available on thisWeb site.

  • Apply for an Installment Agreement — The IRS may allow taxpayers to pay any remaining balance in monthly installments through an installment agreement. Taxpayers who owe $25,000 or less may apply for a payment plan electronically, using the Online Payment Agreement application. Alternatively, taxpayers may attach a Form 9465, Installment Agreement Request, to the front of their tax return. Taxpayers must show the amount of their proposed monthly payment and the date they wish to make their payment each month. The IRS charges a $105 fee for setting up an installment agreement. The fee is reduced to $52 for those who establish a direct debit installment agreement and $43 for those with an income below a certain level (for more information, see Form 13844). Taxpayers are required to pay interest plus a late payment penalty on the unpaid taxes for each month or part of a month, after the due date that the tax is not paid. A taxpayer who does not file the return by the due date — including extensions — may have to pay a failure-to-file penalty.

The IRS must accept your payment plan if your tax debt is under $10,000 and your proposed plan will pay it off within three years.

The other option is a settlement, or Offer in Compromise.  Generally, only 10-15% of such offers are accepted.  The IRS will rarely accept the off if they feel they can collect the debt for less than the amount owed.  Don’t believe the guys on TV who pretend it is an effortless solution.  From, the three acceptable reasons for OIC are as follows:

1. Doubt as to Collectibility – Doubt exists that the taxpayer could ever pay the full amount of tax liability owed within the remainder of the statutory period for collection.

Example: A taxpayer owes $20,000 for unpaid tax liabilities and agrees that the tax she owes is correct. The taxpayer’s  monthly income does not meet her necessary living expenses. She does not own any real property and does not have the ability to fully pay the liability now or through monthly installment payments.

2. Doubt as to Liability – A legitimate doubt exists that the assessed tax liability is correct. Possible reasons to submit a doubt as to liability offer include: (1) the examiner made a mistake interpreting the law, (2) the examiner failed to consider the taxpayer’s evidence or (3) the taxpayer has new evidence.

Example: The taxpayer was vice president of a corporation from 2004-2005. In 2006, the corporation accrued unpaid payroll taxes and  the taxpayer was assessed a trust fund recovery penalty as a responsible party of the corporation. The taxpayer was no longer a corporate officer and had resigned from the corporation on 12/31/2005.  Since the taxpayer had resigned prior to the payroll taxes accruing and was not contacted prior to the assessment, there is legitimate doubt that the assessed tax liability is correct.

3. Effective Tax Administration – There is no doubt that the tax is correct and there is potential to collect the full amount of the tax owed, but an exceptional circumstance exists that would allow the IRS to consider an OIC. To be eligible for compromise on this basis, a taxpayer must demonstrate that the collection of the tax would create an economic hardship or would be unfair and inequitable.

Example: Mr. & Mrs. Taxpayer have assets sufficient to satisfy the tax liability and provide full time care and assistance to a dependent child, who has a serious long-term illness. It is expected that Mr. and Mrs. Taxpayer will need to use the equity in assets to provide for adequate basic living expenses and medical care for the child. There is no doubt that the tax is correct.

If you have a settlement accepted, you have three options for payment.  A lump-sum payment must be paid in 5 installments or less, a short-term payment plan may be paid over 2 years, and the long-term repayment option has no set payment.   Each of these options must meet differing levels of potential repayment, including figuring your real assets(your house and investments).  In addition, you must include a non-refundable first payment and a $150 application fee when you apply for the settlement.

No matter which option you take, you can’t run from government debt.  It will catch up to you and that will always be more painful that dealing with it on your own terms.

Update:  This post has been included in the Carnival of Personal Finance.

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Extra Money? What Do I Do With Extra Money?

A couple of months ago, I started a new job. The new job has bonus potential every month, and

English: RepRap v.2 'Mendel' open-source FDM 3...

English: RepRap v.2 ‘Mendel’ open-source FDM 3D printer (Photo credit: Wikipedia)

getting that bonus is largely under my control. Effectively, if I’m not a total slacker, I’ll get
about $500 every month, but it’s not guaranteed.

We’re also getting a small 4 figure tax refund this year. I wasn’t expecting that at the beginning
of last year, but one of my side hustles has taken a turn down a path I didn’t plan for, which
lowered my tax liability considerably.

Both of these things are money that we can’t plan for, so it’s not in the budget. It is extra

What the heck do you do(responsibly) with extra money? It’s easy to take the money and run to the
spend it someplace fun.


And tempting.

Very tempting.

But that wouldn’t be responsible at all.

The Dave Ramsey plan says we should put it on our debt, but our debt is down to just a mortgage,
and that’s down to $9000.


I actually over-contributed to my retirement last year, and had to file a form to get the
overpayment back instead of paying a penalty on that money. My wife’s account isn’t getting maxed,
yet, but she’s also way ahead of me in retirement savings.

So what to do with it?

I added a calculator that let’s me punch in a number and it breaks it out by our optional goals.

It has 6 categories:

  • Extra mortgage payment: 25%. My goal is to pay off the mortgage completely this year.
  • Retirement contribution: 25%. I do want to max Linda’s retirement contributions this year.
  • Emergency fund: 15%. We have an emergency fund, but I want to grow it to 6 months of our expenses.
  • Family: 15%. This if for whatever family thing we’re planning to do. It could be pushed into a down payment for another rental property, or a vacation, or a camper. We’ll decide this each time we get the extra money.
  • Jason’s Fun Money: 10%. This is for me to blow on something fun, like a 3D printer.
  • Linda’s Fun Money: 10%. This if for my wife to blow on something fun, like a present for me.

So, if we get $2500 randomly dropped in our mailbox, we’ll put $625 on the mortgage and a
retirement fund, $375 to the emergency fund and the family fund, and $250 to Linda and I for fun

That lets us see progress on a few of our goals, while still rewarding how hard we’ve worked and
how much we’ve done without while becoming financially stable. 65% of it is pure grown-up &
responsible spending. 35% is generally fun, but can be repurposed if necessary.

What do you do with surprise money? Do you blow it or do something responsible with it?

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Charity Scams

Tax Deduction
Image by Emery Co Photo via Flickr

‘Tis the season to give away your stuff.

As Christmas rolls in, it’s common to see people ringing bells for charity outside of stores, or knocking on doors asking for your help with their pet causes.    Phone and mail solicitations are up.   You’ve got your pockets open and everybody’s hoping for some cash.

Good for you.   Charity is wonderful.

I openly treat charity as the selfish act it truly is.   Donating my time and money to causes I support makes me feel good about myself.  I like feeling good about myself.  The other reasons people give to charity are A) to make people like them, or B) to receive tax deductions.  That’s it. There are 3 possible reasons to donate: to like yourself, to make others like you, or to save some tax money.   I thought about adding guilt to the list, but that is covered by some blend of the first two reasons.

How can you know that the charity you are donating to is worth it?  There are a ton of evil bastards out there trying to cash in on your desire to feel good.  They want your money because rolling around naked in ill-gotten gains is what makes them feel good.  Naked scammers sprawled across my cash isn’t a visual that makes me feel good.

Wait, you say?  People use charities for cons, you ask?  In 2005, The National Arthritis Association was busted for convincing people that it was somehow related to The Arthritis Foundation, when in reality, it was using the money for hookers and blow.  Or something decidedly not arthritis-cure-related.    If a charity sounds like something you know, but isn’t quite there, check into it before you donate.

It’s also common for scammers to run a phone campaign, pretending to be the Red Cross, the Salvation Army, or United Way.  Those are all good charities, but they don’t benefit from the good intentions of the victims.   The scammers just want the credit card information. Once they have that, it’s off to Rio for a crazy week of xxxxxx on a xxxxxx with a xxxxxxx for xxxxxx. (Editor’s note:  This is a family-friendly blog.)  Don’t give out your credit card information to anyone over the phone.  Ever.   Tell the caller to send you something in the mail, or promise to visit their website.  But don’t give them the keys to your cash.

How can you avoid funding a Nigerian coup that will surely end in the downfall of the righteous king, causing all of his heirs to email me(as the only trustworthy person in the world) to help move the nation’s fortune out of the country in exchange for a mere 10% of the loot?   I mean, how can you be sure you are donating to a good organization?

The easiest way is to ask the IRS. You can call them at 877-829-5500 or visit their website at,,id=96136,00.html to search for charities that have actually filed with the IRS.   Not all charities have filed.  Some state-based nonprofits don’t bother, but you can check with your Secretary of State to verify their status.

Always pay by check or credit card. Cash is untraceable.  If a charity turns out to be a scam, leaving a trail makes it easier to prosecute.

Don’t give in to the guilt-tactics. If a charity is worth giving to today, it will be worth it tomorrow, too.  There’s no rush.  If the solicitor is trying to rush you, it’s probably a scam.

Remember, it’s your money.  Take care of it.

What are your favorite charities?

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