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One piece of advice from someone who's been through THREE audits (small business owner, apparently I'm on their favorite list lol) - ORGANIZE EVERYTHING BY QUESTION NUMBER and include a cover sheet listing exactly what's included. Don't just send a pile of random documents. For each question, write a brief explanation of the documents you're providing and how they answer the question. This makes it MUCH easier for the agent reviewing your case and shows you're being cooperative and thorough. Also, don't be afraid to call and ask for an extension if you need more time to gather documents. They usually grant an additional 30 days if you ask professionally and have a reasonable explanation.
Thanks for the organization tips! Did you include explanations directly on the cover sheet or separate explanation pages for each question? And did you use any particular format that seemed to work well? I want to make this as painless as possible for both me and whoever reviews my case.
I created a master cover sheet listing all questions and what was included for each, then for complex items I added separate explanation pages with more detail. For example, "Question 12: Home Office Deduction - See floor plan on page 5, utility bills on pages 6-8, and explanation of business use on page 9." The format that worked best was using a clear numbering system matching their questions exactly. I used dividers between sections and paper-clipped related documents together. I also highlighted relevant information on bank statements or lengthy documents. The agent who handled my last audit specifically mentioned that my organization made their job easier, which I think contributed to a favorable outcome!
Has anyone ever successfully challenged one of these audits? I got a similar letter last year questioning my business travel expenses and meal deductions. I sent in all my documentation but they still disallowed about 30% of my deductions saying they weren't "ordinary and necessary" for my line of work. I feel like they're just automatically rejecting things without really considering my explanation.
Yes! I appealed an audit decision and won about 70% of what they initially disallowed. The key was providing additional context that showed why those expenses were actually ordinary and necessary in MY specific industry. I included articles about standard practices in my field and letters from colleagues confirming these were normal business expenses for our type of work.
Last year I filed on Jan 28th and got my refund on Feb 14th (nice Valentine's gift from Uncle Sam lol). Year before was similar. If u file super early you usually get paid pretty fast.
Remember the IRS is still understaffed and behind from the pandemic chaos. Even if you file early, there's always a chance of random delays. Don't count on that money for February bills if you absolutely need it by then. Better to be pleasantly surprised if it comes early than stressed if it doesn't.
11 One important thing no one mentioned: You need to fill out a W9 for EACH client you work with. But at tax time, you'll combine all your 1099 income onto a single Schedule C. Also, even if you don't get a 1099 from every client (maybe they paid you less than $600), you STILL have to report ALL income. The IRS doesn't care if you didn't get a form - you still owe taxes on every dollar you earn!
21 I'm confused by the responses here. I filled out a W9 for my client 6 months ago but haven't received a 1099 yet. Should I be concerned or is this normal?
12 You shouldn't receive a 1099 until after the tax year ends. Companies are required to send them out by January 31st of the following year. So if you did work in 2024, you won't get your 1099 until January 2025. If you did work in the previous tax year and still haven't received a 1099 by mid-February, you should contact your client. Remember though, even without a 1099, you're still required to report all income you earned.
22 One option nobody's mentioned yet - if you're also employed at a W-2 job while self-employed, you can increase your withholding at your regular job to cover the additional tax from your self-employment income. This can sometimes be easier than making separate quarterly payments.
1 That's actually what I'm planning to do come January when I start my new full-time job, but my concern is about the remaining months of this year where I'm only self-employed. Do you know if there's a minimum threshold of income where quarterly payments become required?
22 The general rule is that you need to make estimated tax payments if you expect to owe $1,000 or more in taxes when you file your return. So if your self-employment income between now and December will result in less than $1,000 in additional tax, you might not need to make quarterly payments. Another consideration is that penalties are calculated based on each quarterly period separately. Since you started self-employment recently, you may only need to worry about the remaining quarters of this year rather than all four periods.
9 Has anyone used TurboTax Self-Employed for calculating quarterly payments? Their estimator seems to be giving me different numbers than what I calculated manually.
Zainab Yusuf
A bit off-topic but I want to share a warning from my experience: make sure your kids understand how tax dependency works for future years! My college-age kids kept making the same mistake on their tax returns year after year because they thought "I have a job so I must be independent" which is NOT how tax dependency works. I created a simple rule for them: "If I'm paying more than half of your total expenses for the year (housing, tuition, food, etc.), then I can claim you as a dependent - regardless of whether you have a part-time job." This prevented so many headaches in later years.
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Connor O'Reilly
ā¢Could you clarify if there's a specific income limit for dependents? My daughter made about $14k last year from her part-time job while in college, but I still pay for her tuition, housing and most expenses. Can I still claim her?
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Zainab Yusuf
ā¢For a qualifying child (which includes full-time students under 24), there is no income limit. Your daughter can earn any amount and you can still claim her as long as you provide more than half her total support and she lives with you for more than half the year (with exceptions for temporary absences like college). The income limit ($4,700 for 2023) only applies to qualifying relatives who aren't your children. This is a common misunderstanding that causes a lot of problems. So yes, you can absolutely claim your daughter as a dependent even with her earning $14k, as long as that money isn't covering more than half of her total expenses.
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Yara Khoury
Has anyone here tried using TurboTax or H&R Block software to handle resubmitting a rejected return with dependent issues? I'm wondering if the commercial software makes this easier or if I should just prepare the forms manually.
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Keisha Taylor
ā¢I used TurboTax for a similar situation. Since it was a rejected return that was never officially filed, I was able to just go back into my TurboTax account, access the return, fix the issue with my dependents, and resubmit. But since it had been more than 45 days since the rejection, their system wouldn't let me e-file again, so I had to print and mail it.
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Yara Khoury
ā¢Thanks for the info! I'll check if I can still access my old return in TurboTax. 45 days have definitely passed for me too, so I'm guessing I'll have to mail it in as well. Did you need to include any special notes or forms explaining that it was a resubmission of a rejected return?
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