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Ask HN: Owe over $100k US backtaxes. Not sure what to do.

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Ask HN: Owe over $100k US backtaxes. Not sure what to do.

#1
I did not file for a couple years while doing affiliate marketing. I got an estimated IRS tax bill of well over $100k. After a CPA filing, I still owe over $100k in backtaxes and I don't have it. I emptied the bank account and worked out a monthly plan, but basically the IRS wants all my after tax earnings for 5 years. I'm not really sure what to do now.

I know I deserve snarky you are stupid and you are an idiot comments. I'm wondering if there's anything else I can actively do to lessen the burden, or interest or penalties, or if there is something outside the you're screwed for next 5 years plan. I have already talked to a CPA, but they seem to vary greatly in quality and knowledge. The one I got to file my taxes seemed pretty cookie cutter. I haven't talked to a tax attorney, and considering my stressed finances, I'm not sure if it makes sense to.

edit: I am now a salaryman. The installment plan monthly amount due to my high cost location ends up being total after tax dollars minus rent and very frugal and basic living expenses. I could move to a cheaper location (which I am considering), but that doesn't seem to address the more immediate and core problem.

Re: Ask HN: Owe over $100k US backtaxes. Not sure what to do.

#3
I'd get a tax attorney if at the least for the free one-hour consult most offer - preferably one that doesn't advertise on late night TV. I am not an attorney, just a guy on the internet so take my advice for what it's worth.

I think the last step for you is the Offer In Compromise - in simple form you'll show them how much your net worth is, and give it to them. In return they'll retire your tax debt. Obviously, it's going to depend on how much you are worth/vs owe, and if they think you operated in good faith or not. You need to not be in bankruptcy, and current on all filings to offer it. They also will come down HARD on you if you miss any filings/payments for 5 years after.

Re: Ask HN: Owe over $100k US backtaxes. Not sure what to do.

#4
$100K in back taxes means in income of a low multiple of that.

Where did the money go? Did you turn it into assets? If so then you may want to simply sell all or part of what you have.

If you did not turn your income into assets but it has all burned up see what you can do in terms of documenting your business related costs over that time. Conditional on the IRS agreeing with all this you could then make them a proposal on how much you'll pay month-to-month.

If you feel that that is not going to be a possibility you might end up having to declare bankruptcy. That's a real pain in the ass, but if you have no assets and no income that's probably where you're headed. If you have assets or income then likely you can make a deal. If you have assets that are somehow worth something to a bank you could possibly use these as collateral for a loan.

Best of luck!

Re: Ask HN: Owe over $100k US backtaxes. Not sure what to do.

#5
Email me. Contact info in profile. The IRS cannot waive interest. That's the law. They can waive penalties but not just because. There has to be a reason. The IRS has procedures to follow. It's a bureaucracy. See if you can fit yourself in the rules. (The rule book is the Internal Revenue Manual and it is online).

I will put you in touch with someone who is good at this.

Appeal to authority: I am a tax lawyer.

Re: Ask HN: Owe over $100k US backtaxes. Not sure what to do.

#6

Email me. Contact info in profile. The IRS cannot waive interest. That's the law. They can waive penalties but not just because. There has to be a reason. The IRS has procedures to follow. It's a bureaucracy. See if you can fit yourself in the rules. (The rule book is the Internal Revenue Manual and it is online). I will put you in touch with someone who is good at this. Appeal to authority: I am a tax lawyer.

I don't see your email, but see a link. Does your username@domain suffice? Thanks so much!

edit: I see it. Wow I am so stressed that I fail basic reading right now.

Re: Ask HN: Owe over $100k US backtaxes. Not sure what to do.

#7

Email me. Contact info in profile. The IRS cannot waive interest. That's the law. They can waive penalties but not just because. There has to be a reason. The IRS has procedures to follow. It's a bureaucracy. See if you can fit yourself in the rules. (The rule book is the Internal Revenue Manual and it is online). I will put you in touch with someone who is good at this. Appeal to authority: I am a tax lawyer.

I don't see your email, but see a link. Does your username@domain suffice? Thanks so much! edit: I see it. Wow I am so stressed that I fail basic reading right now.

HN username works on ... The Google's email service.

Re: Ask HN: Owe over $100k US backtaxes. Not sure what to do.

#8

Email me. Contact info in profile. The IRS cannot waive interest. That's the law. They can waive penalties but not just because. There has to be a reason. The IRS has procedures to follow. It's a bureaucracy. See if you can fit yourself in the rules. (The rule book is the Internal Revenue Manual and it is online). I will put you in touch with someone who is good at this. Appeal to authority: I am a tax lawyer.

This is why I love the HN community. HN can be a harsh bunch, but I'm in awe how whenever a member needs help someone always step up to the plate.

Re: Ask HN: Owe over $100k US backtaxes. Not sure what to do.

#10
I live in a CIA compound isolated from the world. They made me impotant and sterile and tortured me with mock executions and worse.

I don't give a fuck because God is perfectly just. They get punished.

All my jobs were fake CIA jobs.

I own radio stations and shit.

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