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I went through a very similar situation about two years ago when my uncle gifted me some Microsoft shares he'd held for over a decade. Like you, I was initially confused about the reporting requirements because of the gift tax exclusion. Here's what I learned: You definitely need to report this sale on your tax return, even though your dad doesn't owe gift tax. The $18,000 annual gift exclusion only affects whether your father needs to pay gift tax or file a gift tax return - it doesn't exempt you from capital gains tax when you sell. The key thing you'll need is your dad's original purchase price and date. Since you inherit his "basis" (what he paid), that becomes your cost basis for calculating gain or loss. If he bought the stock years ago for $5,000 and you sold it for $10,000, you'd owe capital gains tax on the $5,000 difference. One thing that worked in my favor was that my uncle had held the shares for more than a year, so I qualified for long-term capital gains rates (which are lower than short-term). Since your dad held them "for years," you should also get this preferential treatment. Don't skip reporting this - the brokerage will send both you and the IRS a 1099-B showing the sale proceeds. If you don't report it, the IRS assumes you had zero basis and will tax you on the full $10,000, which would be much worse than just paying tax on the actual gain.
This is really helpful, Liam! I'm actually in a similar boat right now - my aunt gifted me some Tesla shares last month that she's owned since 2019. I've been putting off dealing with the tax implications because it seemed so complicated, but your explanation makes it much clearer. One question though - what if the stock has split since your uncle originally bought it? My aunt's Tesla shares have split multiple times over the years, so I'm not sure how to calculate the original basis. Do I need to account for all the stock splits when figuring out what she originally paid per share? Also, did you have any trouble with your tax software handling the gifted stock situation, or did it walk you through it pretty smoothly once you had the original purchase info?
Great question about stock splits! You definitely need to adjust the original basis for any splits that occurred while your aunt owned the shares. Stock splits don't create taxable events, but they do change the number of shares and the per-share basis. For Tesla specifically, there were stock splits in August 2020 (5:1) and August 2022 (3:1). So if your aunt originally bought 10 shares at $100 each in 2019, after both splits she would have had 150 shares with a basis of about $6.67 per share (the total $1,000 basis divided by 150 shares). Most brokerages should have records of how splits affected the position, and some tax software can help with these calculations. TurboTax handled my Microsoft situation pretty well once I entered the original purchase info - it asked about any corporate actions like splits or dividends that might affect basis. The key is getting the pre-split purchase details from your aunt, then working forward through each split to determine your current per-share basis. If she used a major brokerage, they should be able to provide a detailed history showing how the position changed over time due to splits.
This is exactly the kind of detailed breakdown I was looking for! Tesla's split history has been confusing me for weeks. I really appreciate you walking through the math - that 5:1 then 3:1 calculation makes total sense now. I'm going to reach out to my aunt's brokerage (she uses Fidelity) to get the complete transaction history with all the corporate actions included. Hopefully they can provide a clear breakdown of how the splits affected her original position. One follow-up question - when I report this on my tax return, do I need to somehow indicate that these were gifted shares, or does the tax software just care about the final basis calculation and sale proceeds? I want to make sure I'm not missing any special forms or disclosures that might be required for gifted securities.
For tax reporting purposes, you generally don't need to specifically indicate that the shares were gifted on your return - the tax software will focus on the basis calculation and sale proceeds. However, you should definitely keep good records showing how you determined your basis (the gift documentation, original purchase info from your aunt, etc.) in case the IRS ever questions it. The main thing is making sure you use the correct "carryover basis" from your aunt rather than the fair market value when she gifted them to you. Some tax software will ask how you acquired the shares during the interview process, and if you indicate they were gifted, it should guide you through using the proper basis rules. Fidelity should be able to provide exactly what you need - they typically have detailed records going back years that show the original purchase, all corporate actions like splits, and the adjusted basis. This documentation will be crucial for your records and will make the tax reporting much more straightforward.
I'm currently going through this process myself - received my CP74 notice two weeks ago. Based on what I'm reading here, it sounds like I should prepare for a 10-14 week wait overall. One thing I'm wondering about is whether anyone has had success with expedited processing due to financial hardship? My refund is significant and I was counting on it for some urgent expenses. Also, for those who used certified mail, did you get confirmation that the IRS actually received and logged your documents into their system? I'm planning to send mine this week but want to make sure I can track that they actually made it into the right hands.
Regarding expedited processing for financial hardship - yes, the IRS does have provisions for this! You can request expedited processing by calling the Taxpayer Advocate Service at 1-877-777-4778 if you can demonstrate that the delay is causing significant financial hardship. They'll need documentation of your hardship situation. As for certified mail tracking, the certified mail receipt only confirms delivery to the IRS facility, but doesn't guarantee it's been logged into their system. I recommend also including a cover letter with your phone number and requesting they contact you to confirm receipt. You might also want to wait about 3 weeks after sending, then call the number on your CP74 notice to verify they've received and processed your submission into their system. The wait times are brutal, but it's worth confirming they have everything rather than wondering for months!
I went through the CP74 process about 8 months ago and wanted to share some practical tips that helped me navigate it smoothly: **Documentation Strategy:** - Send exactly what they ask for, nothing more, nothing less - Make clear copies (not originals) unless specifically requested - Include a simple cover letter listing each document you're sending - Number your pages and reference the CP74 notice number **Tracking & Follow-up:** - Use certified mail with return receipt (around $7 but worth the peace of mind) - Keep copies of everything you send - Mark your calendar for 30 days out to follow up if you haven't heard anything **Timeline Reality Check:** My actual timeline was: Sent docs March 15 ā IRS acknowledged receipt April 8 ā Verification complete May 22 ā Refund issued June 3 ā Money in account June 8. Total: 12 weeks from sending documents to receiving refund. The key is patience and not over-communicating with the IRS during the process. Let them work through their system unless you hit the 90-day mark without any communication. Good luck with your case!
This is incredibly helpful, thank you @Maya Lewis! I especially appreciate the specific timeline breakdown - it really helps set realistic expectations. Quick question about the "nothing more, nothing less" approach: my CP74 mentions "income verification" but doesn't specify exactly which income sources they're questioning. In cases like this, would you still recommend only sending what's explicitly listed, or would it be safer to include all income documents (W-2s, 1099s, etc.) to avoid a second round of requests? I'm trying to balance being thorough with not overwhelming them with unnecessary paperwork.
Your situation is totally normal for new business owners! I went through the exact same thing when I started my consulting LLC. Here's what I learned: You can absolutely deduct legitimate business expenses paid from your personal account - the IRS doesn't care which account you used, just that the expenses were truly for business purposes. Keep detailed records with dates, amounts, and business justification for each expense. No need to transfer old income to your new business account - that would just complicate your bookkeeping. Start using the business account going forward and treat the past months as a learning experience. That $3,695 quote is absolutely outrageous for your revenue level. I'm doing about $8k monthly and pay my CPA $450 annually for tax prep. For bookkeeping, I use QuickBooks Simple Start ($15/month) and spend maybe 1-2 hours monthly keeping things organized. My advice: create a simple Excel spreadsheet to track your mixed transactions from the past months, then use your new business account religiously going forward. You'll save thousands and actually understand your business finances better by handling the basics yourself initially.
This is such helpful advice! I'm in a really similar situation with my new service business. Quick question - when you say "keep detailed records with dates, amounts, and business justification" for the mixed transactions, do you mean I should go back through all my personal account statements from the past few months and create that spreadsheet retroactively? That sounds like a lot of work but I want to make sure I don't miss any legitimate deductions. Also, did you find QuickBooks easy to learn as a complete beginner to bookkeeping?
Yes, definitely go back through your statements - it's tedious but worth it! I spent a weekend going through 4 months of transactions and found about $2,800 in legitimate business deductions I almost missed. Look for things like software subscriptions, office supplies, business meals, marketing costs, etc. QuickBooks was easier than I expected. The guided setup walks you through everything, and they have tons of YouTube tutorials. The hardest part was understanding categories at first, but after a month it became second nature. Start with the Simple Start plan - you can always upgrade later if you need more features. Pro tip: when creating your retroactive spreadsheet, add a column for "receipt status" so you know which expenses you have documentation for. The IRS loves paper trails!
I completely understand your confusion - this is such a common situation for new LLC owners! The good news is you're absolutely fine to deduct those business expenses paid from your personal account. The IRS cares about the legitimacy of the expense, not which account it came from. Here's what I'd recommend based on my experience helping small business owners: 1) Create a simple spreadsheet documenting all business income and expenses from your personal account during those first months. Include date, amount, vendor, and business purpose for each transaction. 2) Don't bother transferring old income to your new business account - that just creates unnecessary complexity. Start fresh with the business account going forward. 3) That $3,695 quote is absolutely excessive for your revenue level. For a $4-5k monthly business, you should be looking at maybe $300-500 for tax preparation and handling your own bookkeeping with software like QuickBooks ($15-30/month). The key is maintaining good documentation. As long as you can show these were legitimate business expenses with proper records, you're golden. Focus on building good habits going forward rather than stressing about the mixed accounts from your startup phase. You've got this! Most successful small business owners went through exactly what you're experiencing.
This has been an incredibly informative thread! I'm in a similar situation with twins starting daycare next year, and this discussion has really helped clarify the FSA vs. tax credit strategy. One thing I wanted to add that might help others - when calculating your potential tax savings, don't forget to factor in state income taxes if you live in a state that has them. The FSA contributions reduce your state taxable income too, which can add another 4-6% in savings depending on your state's tax rate. Also, for those worried about the FSA "use it or lose it" rule, many employers now offer a $610 carryover option (increased from $550 for 2025) or a grace period through March 15th of the following year. This gives you a little buffer if your actual expenses end up being slightly less than projected. @Wesley - given your situation with $5,800 in expected costs, the FSA + credit combination definitely seems optimal. Just make sure to confirm your spouse's part-time income will support the full benefit amount as others mentioned. The math really does work out better than using either option alone at your income level. Thanks to everyone who shared their experiences with documentation and record-keeping too - those practical tips are just as valuable as the tax strategy advice!
This is such a comprehensive discussion! As someone new to navigating childcare tax benefits, I'm really grateful for all the detailed explanations and real-world experiences everyone has shared. The state tax savings point is particularly helpful - I hadn't considered that the FSA contributions would reduce my state taxable income too. That could add up to meaningful additional savings depending on where you live. I'm curious about the timing aspect that Andre mentioned regarding documentation. When you're splitting expenses between FSA and tax credit, do you need to actually time your payments to align with your documentation strategy? Or is it more about how you categorize them when filing, regardless of when the payments were made throughout the year? Also, for those who have used both benefits successfully - do tax preparation software programs like TurboTax handle this split automatically, or do you need to manually ensure you're not double-counting any expenses? @Wesley - it sounds like you've got a solid plan forming with all this great advice! The community knowledge here is really impressive.
Great question about the timing and tax software handling! From my experience, the timing of payments doesn't matter as much as how you allocate them for tax purposes. You can pay your preschool monthly throughout the year and then decide at tax time which expenses to claim through which benefit. For documentation, I create a simple spreadsheet tracking all childcare payments with columns for date, amount, provider, and then two additional columns marked "FSA" and "Tax Credit" where I allocate each expense. This makes it crystal clear which dollars are going toward which benefit and ensures no overlap. Regarding tax software - most programs like TurboTax will walk you through both the FSA reporting and the dependent care credit, but YOU need to make sure you're not double-counting. The software won't automatically catch if you're claiming the same $1,000 expense in both places. It relies on you to input accurate numbers for each section. One tip: I always total up my FSA reimbursements first (your employer should provide a summary), then subtract that amount from my total childcare expenses before entering anything into the dependent care credit section. This prevents any accidental overlap. @Wesley - this systematic approach will serve you well, especially with $5,800 in expenses to track across two different tax benefits. The key is being methodical about the allocation from day one.
This spreadsheet approach is exactly what I needed! As someone just starting to navigate this whole FSA vs tax credit situation, the systematic tracking method you described makes so much sense. I was worried about accidentally claiming the same expenses twice, but your tip about totaling FSA reimbursements first and then subtracting from total expenses before entering the dependent care credit section is really helpful. It creates a clear separation that even someone new to this can follow. Quick question - when you say "allocate each expense" in your spreadsheet, do you mean you're deciding in real-time throughout the year which benefit to use for each payment? Or are you just tracking everything and making those allocation decisions at tax time? I'm trying to figure out if I need to be strategic about which months I submit FSA reimbursement requests for. @Wesley - this thread has been incredibly educational! It's clear that the FSA + credit combination is the way to go, and now we have a solid framework for tracking everything properly.
Hannah White
I went through this exact same process about 3 months ago after getting that scary letter! Don't worry too much - it's really not as bad as it seems. The key things I learned: 1) Definitely call ahead to schedule, walk-ins are usually turned away 2) Bring everything in a clear folder - original Social Security card, driver's license, utility bills, tax returns, and any IRS correspondence 3) Allow at least an hour total even though the actual verification is quick. The staff were professional and understanding. They basically just verify you are who you say you are by comparing your documents to what they have on file. After completion, they told me it would take 6-9 weeks to process my refund, and it actually came in about 5 weeks. You've got this! šŖ
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Zara Khan
ā¢This is super reassuring to hear! I've been so anxious about this whole process. Quick question - when you say "any IRS correspondence," do you mean just the identity verification letter or other letters too? I have a few different notices from them and wasn't sure if I should bring everything or just the specific verification request letter.
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Diego Vargas
I went through this same process about 2 months ago and it was honestly way less stressful than I built it up to be in my head! A couple things that really helped me: bring a small bag or folder to keep all your documents organized - it shows you're prepared and makes the process smoother. Also, the IRS office I went to had pretty limited parking, so I'd suggest arriving about 15-20 minutes early to account for that. One thing nobody mentioned to me beforehand - they might ask you a few questions about your tax history (like what address you filed from last year or your previous employer), so just be ready for that. The actual verification took maybe 10 minutes once I got called back. The IRS employee was really professional and walked me through each step. Don't overthink it - just bring your documents and you'll be fine! š
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