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I went through this exact situation with about $30k in back taxes. Here's what I learned: you don't necessarily need a lawyer right away, but you DO need someone who understands tax resolution. Start with a free consultation with a tax attorney AND an enrolled agent (EA) or CPA who specializes in tax resolution. Compare their approaches and fees. Many offer payment plans. For me, an EA ended up being the best value - they got my penalties reduced through abatement (saved about $5k) and set up a manageable payment plan. They charged me $1,800 total, which was WAY less than the attorney quotes I got ($5k+). Whatever you do, DO NOT use one of those "tax relief" places that advertise on radio/TV. Complete ripoffs charging thousands for what you could do yourself.

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Liam McGuire

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Did the enrolled agent help negotiate a lower amount overall or just handle the payment plan? Wondering if it's actually possible to get the IRS to accept less than what they say you owe.

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The EA didn't get the actual tax amount reduced - that's rarely possible unless there are actual errors in how your tax was calculated. What they did get reduced were the penalties, which in my case had added about $7k to my original tax bill. They managed to get about $5k of those penalties removed through the first-time penalty abatement program and reasonable cause arguments. They also made sure I was claiming all legitimate business deductions that I had missed on my original filings, which lowered the taxable income and therefore the tax due. This is different than "negotiating" with the IRS - it's just proper tax preparation that I had failed to do correctly.

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Amara Eze

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Has anyone used an Offer in Compromise? I've heard you can settle tax debt for pennies on the dollar but it sounds too good to be true.

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I tried for an OIC but got rejected. They look at your income, expenses, assets... basically if they think you CAN pay (even over time), they won't accept less. Those radio ads are super misleading. Like 40% of OICs get accepted, and usually for people with serious hardships or very little income/assets compared to their debt.

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Amara Eze

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Thanks for sharing your experience. That's pretty much what I suspected - those ads do sound way too good to be true. I guess I'll look more into payment plans instead since I do have a steady income. Did you end up with an installment agreement after your OIC was rejected?

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LunarEclipse

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Don't forget about the wash sale rule if you're thinking about tax loss harvesting! If you sell Mullen at a loss but buy it back within 30 days before or after the sale, you can't claim the tax loss. This applies to "substantially identical" securities too. I learned this the hard way when I sold my Tesla shares at a loss last year and then got excited when it dipped further a week later and bought back in. My tax software flagged it as a wash sale and I couldn't deduct the loss.

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Thanks for mentioning this! If I do sell, is there any problem with just putting that money into a total market index fund instead? Or would that still trigger this wash sale thing?

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LunarEclipse

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Putting the money into a total market index fund would be perfectly fine and wouldn't trigger the wash sale rule. The rule only applies to "substantially identical" securities, which a diversified index fund definitely is not compared to an individual stock like Mullen. This is actually a smart strategy many investors use - they harvest the tax loss from individual stocks or sector funds, then immediately reinvest in broader index funds to stay invested in the market while avoiding wash sales. Just make sure you don't buy back into Mullen or any security that's too similar to it within that 30-day window before or after your sale.

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Yara Khalil

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Just a thought - since you and your spouse are grad students with presumably low income, check if you're in the 0% capital gains tax bracket (income under ~$89k for married filing jointly). If so, you might also want to strategically sell some winners alongside your losers. You could realize gains at 0% tax rate while offsetting with your Mullen losses.

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Keisha Brown

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This is actually brilliant advice that most people overlook. The 0% capital gains bracket is massively underutilized. I did exactly this last year when I was between jobs.

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Kai Santiago

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I'm in a similar situation with Robinhood but am wondering if I can just go ahead and file my taxes without the 1099-DIV if the dividend amount is small? I only got about $11.50 in dividends for the year. Would the IRS even notice if I just skipped reporting it? Not trying to do anything illegal but wondering if there's a minimum threshold where they don't really care.

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Kai Santiago

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That makes sense. I guess I'll just wait for the form rather than risk an issue. Do you know if a small discrepancy like this would actually trigger an audit though? I've always been paranoid about that.

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Oliver Brown

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A small discrepancy by itself is unlikely to trigger a full audit. What typically happens is the IRS's automated system might flag the return and send you a CP2000 notice (a proposed tax adjustment) if they notice the mismatch. Even though the amount is small, you'd potentially end up paying the tax owed plus interest and maybe a penalty. The hassle of dealing with IRS notices usually isn't worth saving a few dollars in taxes. Better to just report everything accurately from the start and save yourself the stress.

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Lim Wong

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I've noticed Robinhood is always super late with their tax forms compared to other brokerages. My Fidelity and Vanguard 1099s came weeks ago but still waiting on Robinhood. Anyone else use multiple platforms and notice this pattern? It's annoying because they hold up my entire tax filing process every year.

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Dananyl Lear

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Same here! I've already got my forms from Schwab and E*Trade but nothing from Robinhood yet. They seem to always wait until the last possible minute. Last year mine came on February 16th, literally two days before the deadline.

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Sean Doyle

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Just want to throw this out there - before you respond to a CP2000, double check that it's legitimate! There are scams going around where people get fake IRS notices. A real CP2000 will always include detailed instructions for responding and multiple ways to contact the IRS. Also, if the "discrepancy" involves income from crypto transactions, be especially careful with your response. The IRS often gets incorrect basis information which makes it look like you had much larger gains than you actually did. I've seen penalties in the tens of thousands that were completely wrong!

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Zara Rashid

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How can you tell if a CP2000 is legit? I got one recently but now I'm worried it might be fake. Are there specific things to look for?

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Sean Doyle

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A legitimate CP2000 will always come by U.S. mail (never email), include your tax ID number, the tax year in question, and a detailed explanation of the proposed changes. It will have specific contact information for the IRS, including a toll-free number. The notice will also include your rights as a taxpayer and explain the appeals process. Fake notices often have spelling/grammar errors, demand immediate payment (especially via gift cards, wire transfers, or cryptocurrency), don't provide clear explanation of the discrepancies, or direct you to unofficial websites. You can always verify a notice by calling the IRS directly at 800-829-1040 (not using any number on the suspicious notice itself).

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Luca Romano

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One thing nobody mentioned - you can request more time to respond if 30 days isn't enough! I did this when I got my CP2000 last year because some of my documents were with my accountant who was on vacation. I just called the number on the notice and asked for a 30-day extension, and they granted it no problem.

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Nia Jackson

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Does asking for an extension stop the interest from continuing to accrue though? I'm worried about making the amount owed even higher by delaying.

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Just wanted to add another perspective here. I run a US-registered business while living in Vietnam, and the biggest tax savings came from properly structuring my business. Instead of a single-member LLC (which is taxed as a sole proprietorship by default), I elected S-Corp taxation. This lets me pay myself a reasonable salary (subject to self-employment tax) and take the rest as distributions (not subject to SE tax). Even with the international complications, this saved me about $8,000 last year in self-employment taxes. For your Shopify situation, make sure you're tracking ALL your business expenses, including a portion of your internet in China, any co-working space costs, business travel, etc. Also look into the Foreign Tax Credit if you're paying any taxes in China on your business income.

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Sophia Long

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I've heard about the S-Corp strategy but wasn't sure if it would work for an international situation. How complicated was it to set up the S-Corp election? And did you have any issues with paying yourself from US business accounts while living abroad?

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Setting up the S-Corp election just requires filing Form 2553 with the IRS. The form itself isn't complex, but timing matters - you generally need to file within 2 months and 15 days of the start of the tax year you want it to take effect. For paying myself while abroad, I maintain both US and local bank accounts. I pay my "official" salary from the business account to my US personal account, then transfer money as needed to my local account. You'll want to document everything clearly - keep records of transfers and maintain separate business and personal accounts. The biggest challenge was figuring out the "reasonable salary" requirement, as it needs to be justifiable if audited. I worked with an accountant to determine an appropriate amount based on comparable roles in my industry.

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One thing nobody's mentioned yet - make sure you understand your China-side tax obligations too! I got caught in a nasty situation where I was compliant with US taxes but completely missed that I also had local tax obligations in the country I was living in. China has specific rules about foreign-owned businesses operating within their borders, even if the business is registered elsewhere. You might need to register a WFOE (Wholly Foreign-Owned Enterprise) or representative office depending on your specific activities.

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Ella Lewis

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This is super important! I got hit with double taxation because I didn't properly structure my business activities between the US and Thailand where I was living. There's a tax treaty between US and China that might help avoid double taxation, but you need to know how to properly claim those benefits.

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