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Ask the community...

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So weird seeing all this back and forth about S Corps and computers when the answer is pretty straightforward. I've been doing this for 12 years with my business: 1) Under $2,500 per item = use de minimis safe harbor (immediate expense) 2) Over $2,500 = either Section 179 or regular depreciation depending on your tax situation Don't overcomplicate it! Just make sure you keep receipts showing the computer and monitor were purchased separately if their individual prices matter for the threshold.

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Sayid Hassan

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What about the "related purchases" rule though? I've heard the IRS sometimes combines items that go together if they're purchased close in time. Wouldn't they see the computer and monitor as one unit?

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The "related purchases" concern is valid, but it depends on the specific facts and circumstances. If items function independently, they're typically treated as separate. A monitor can work with many different computers, so it's reasonable to treat them as separate assets. Just document that they were purchased separately and have different useful lives. The monitor might last through several computer upgrades. Also, if you purchased from different vendors or on different dates, that strengthens your case for treating them as separate items.

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Rachel Tao

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anyone else notice that the tax rules are completely different depending on who you talk to?? my cpa told me computers always have to be depreciated over 5 yrs, my business partner's says section 179 is always best, then there's this de minimis thing i never heard of. feels like we're all just guessing and hoping we don't get audited lol

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Derek Olson

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That's because different tax strategies work better for different business situations. Section 179 is great if you're profitable and want to reduce taxable income now. Depreciation might be better if you expect higher profits in future years. De minimis is just an administrative convenience for smaller purchases.

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Ethan Clark

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Free advice from someone who went through this: DO NOT just start filing the most recent year without a plan! I made that mistake and it triggered automated notices for all the missing years at once. Instead, gather ALL your documents first, then prepare ALL the returns, then mail them in TOGETHER with a brief explanation letter. That way the IRS processes everything as one case rather than flagging you multiple times. Also, don't forget your state tax returns! Each state has different rules for back filing, and some have more aggressive collection practices than the IRS.

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AstroAce

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Would it be better to mail each year in separate envelopes? I've heard the IRS might lose multiple returns if they're bundled together. Also, should I send them certified mail?

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Ethan Clark

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Definitely mail each year in its own separate envelope. I should have been clearer on that point. You want them to arrive around the same time, but not physically bundled together, as each year needs to go through its own processing. And yes, absolutely use certified mail with return receipt requested for every return you send. This gives you proof of when you filed in case anything gets lost in their system. Keep those receipts forever - I'm not exaggerating. The IRS can come back years later asking questions, and having proof you submitted returns is crucial.

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Has anyone here actually used the "Fresh Start" program? My tax preparer mentioned it but then wanted to charge me $3000 to help with my unfiled returns. Seems like a lot when I'm already struggling financially.

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Carmen Vega

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The "Fresh Start" program isn't a specific program you apply for - it's a collection of different IRS policies that make it easier to resolve tax debts. It includes things like: 1. Streamlined installment agreements up to $50,000 2. Offer in Compromise changes that make it easier to settle for less than you owe 3. Tax lien changes that make liens less damaging to your credit You don't need to pay someone $3000 to access these - they're standard IRS procedures you can use yourself once you've filed all required returns.

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Isaiah Cross

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22 Just a quick tip from experience - John Hancock's website is terrible for finding tax documents. If you did take a distribution and need a 1099-R, they might have it buried under "Statements & Documents" and then "Tax Forms" but sometimes they put it in a separate section entirely. Their search function is worthless too. You might need to call their customer service directly if you can't find what you're looking for.

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Isaiah Cross

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1 Thanks for this! I actually did take a small hardship withdrawal back in August that I completely forgot about! I'll check that section of the website. If they did send a 1099-R for that distribution but I can't find it online, how long do you think it would take to get a replacement?

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Isaiah Cross

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22 If you took a hardship withdrawal, you will definitely get a 1099-R and it's important to include it on your tax return. Those forms should be available by January 31st. If you can't find it online, call John Hancock directly - they can usually email you a replacement copy immediately. If for some reason they say they have to mail it, it typically takes 7-10 business days to arrive. But honestly, with most providers these days, they can send an electronic copy right away if you speak to the right department.

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Isaiah Cross

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16 Am I the only one who finds all these different tax forms completely overwhelming? I never know what I actually need and what I don't. I'm always afraid I'm going to miss something important and get audited.

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Isaiah Cross

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10 You're definitely not alone! I started using TaxAct last year and it actually walks you through everything step by step and asks all the right questions to make sure you're not missing anything. Way less stressful than trying to figure it all out myself.

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Quick question - is your ex-wife transferring the money directly to your loan servicer or giving it to you first? If she pays the educational institution directly, she might qualify for an educational exception to the gift tax limits, which would mean she wouldn't need to file a gift tax return at all, even though it's over the annual exclusion.

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ThunderBolt7

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I don't think that education exception applies to student LOANS though, right? I thought it only applies when paying tuition directly to the school for current education expenses, not for paying off existing loans after graduation.

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I know everyone's focusing on the gift tax aspect, but don't forget to check if your state has its own gift tax. Most states don't, but a few still do. Connecticut definitely has one, and a couple others might depending on your location. Just something else to keep in mind!

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Gavin King

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What software are you using for international forms? I found that switching from Lacerte to UltraTax made a huge difference for me with expatriate clients. The diagnostics for international reporting are much more comprehensive.

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Nathan Kim

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I second this. UltraTax has better international diagnostics, but CCH Axcess actually has the best guided worksheets for Form 5471 Schedule J and E calculations in my experience.

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Gavin King

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Thanks for mentioning CCH Axcess - I haven't tried their international modules yet. I still supplement UltraTax with manual Excel templates for some of the more complex PFIC calculations, especially when dealing with excess distributions from foreign mutual funds. The software's built-in calculations don't always capture all the nuances.

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I feel your pain! I nearly quit in my third season too. What saved me was finding a mentor who specialized in international tax. Have you tried looking for someone more senior who might be willing to review your work before it goes to the official reviewer? Also, standardize your approach. I created templates for client questionnaires specifically designed to catch international reporting triggers. For example, I have specific questions about signatory authority on foreign accounts (for FBAR/8938) and detailed ownership questions to catch potential CFCs and PFICs. Don't give up - it does get better!

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