Has anyone used both TurboTax and TaxAct for state filing? That's where I got hit with extra fees last year and wondering if one's better than the other for California taxes specifically.

I switched from TurboTax to TaxAct two years ago and haven't looked back! The price difference is huge - I was paying almost $120 for TurboTax Deluxe + state filing, but TaxAct Premium + state was only around $65 for the same features. The interface took a little getting used to since it's more straightforward and less "chatty" than TurboTax, but honestly I prefer that now. No constant pop-ups trying to sell me audit protection or other add-ons. TaxAct just gets straight to business. One thing to note - if you're used to TurboTax's extensive import options from banks and brokerages, TaxAct has fewer direct connections, so you might need to manually enter some info. But for the money saved, it's worth the extra 10-15 minutes of typing. Security-wise, both are equally safe. TaxAct uses the same encryption standards and has been around since 1998, so they're definitely legitimate. I've never had any issues with my data or refunds being processed correctly.

Has anyone used a variable premium approach? My accountant suggested structuring the SCIN with a premium that adjusts over time based on remaining life expectancy. He said this might be more defensible than a single fixed premium, especially for longer-term notes.

Great discussion everyone! As someone who recently went through this process with my elderly father, I wanted to add a few practical points: First, timing is crucial. We made the mistake of waiting until my dad was 72 to start exploring SCINs, and by then the required premium was quite high due to his age. If you're considering this strategy, don't wait too long - the younger you are when you establish the SCIN, the lower the premium needs to be. Second, consider the impact on your beneficiaries' basis step-up. With a SCIN, if you die before it's fully paid, your heirs don't get a stepped-up basis in the transferred asset. This could mean higher capital gains taxes for them later. Make sure to factor this into your overall estate planning strategy. Finally, document everything meticulously. We kept detailed records of all appraisals, actuarial calculations, medical records (even routine checkups), and the reasoning behind our premium methodology. When the IRS eventually reviewed the transaction after my father passed two years later, having that comprehensive documentation made the audit process much smoother. The peace of mind was worth the extra cost and complexity. Just make sure you work with professionals who really understand SCINs - not every estate attorney is equally experienced with them.

Watch out for state estate or inheritance taxes too! Everyone's focused on federal, but depending on where your father-in-law lived, there might be state taxes to deal with that have much lower exemptions than federal. Connecticut, for example, has a lower estate tax exemption than the federal one.

This is such a complex situation, and I really appreciate everyone sharing their experiences and insights. As someone who works in estate planning, I want to emphasize a few key points that haven't been fully addressed: First, timing is absolutely critical here. The 9-month deadline for filing Form 706 (with possible 6-month extension) isn't just about taxes owed - it's about preserving options. Even if the marital deduction eliminates all estate tax, filing preserves the portability election AND starts the statute of limitations running on IRS challenges to asset valuations. Second, the trust structure really does determine everything. If this was a revocable trust, the assets are included in the estate for tax purposes but may still qualify for the marital deduction depending on how the trust is structured post-death. If it's an irrevocable trust created during lifetime, you need to determine if it was a completed gift (requiring gift tax analysis) or if your father-in-law retained powers that kept it in his estate. Third, don't overlook the generation-skipping transfer tax implications if the trust has provisions for grandchildren or other skip persons. This can create additional filing requirements and potential taxes even when estate tax is avoided through the marital deduction. I'd strongly recommend getting professional help given the $14.5 million estate size - the cost of proper planning and compliance is minimal compared to potential penalties or missed opportunities.

Has anyone compared the capital gains tax calculators from Fidelity or Vanguard? I found they tend to be more accurate than general financial website calculators because they're designed specifically for investment scenarios. The public websites often oversimplify to appeal to a broader audience.

I've run into this exact same issue before! The key difference is likely how each calculator handles the "stacking" of your income. Capital gains get added on top of your ordinary income to determine which tax bracket applies. With your $76,000 ordinary income and $97,500 capital gain, your total taxable income would be $173,500. This puts your entire capital gain in the 15% bracket for 2025 (assuming single filing status). So you'd owe approximately 15% of $97,500 = $14,625 in federal capital gains tax, which matches the Forbes calculator. The SmartAsset calculator showing $5,700 might be incorrectly applying a blended rate or not properly accounting for how capital gains push you into higher brackets. Always double-check that any calculator you use specifically asks for your total ordinary income and properly explains how it's calculating the bracket placement. For peace of mind with such a large transaction, I'd recommend getting a second opinion from a tax professional or using your brokerage's tax center tools, which tend to be more accurate for investment-specific calculations.

I went through almost the exact same situation last year - online gambling losses, PayPal transactions, and a CP2000 notice that had me panicking. Here's what I learned after working with a CPA who specializes in gambling taxes: The IRS often gets confused by PayPal transactions because they can look like business income when they're really just gambling deposits/withdrawals. In my case, PayPal had issued 1099-K forms that made my gambling activity appear to be business transactions, which triggered the CP2000. My CPA helped me respond with a detailed letter explaining that: 1. All transactions were recreational gambling, not business activity 2. I had no profit motive beyond hoping to win (like any recreational gambler) 3. I didn't maintain the kind of detailed business records a professional would 4. I had significant net losses over the period in question We included all my win/loss statements, PayPal transaction history, and a spreadsheet clearly showing total deposits, withdrawals, and net losses. The key was demonstrating that this was clearly recreational activity despite the high dollar volume. The IRS accepted our response and dropped the Schedule C requirement entirely. I ended up owing much less than originally proposed because we could properly claim my gambling losses as itemized deductions on Schedule A. Don't let them push you into professional gambler status if you're not one - it could end up costing you more in self-employment taxes than you'd save.

I'm dealing with a very similar situation right now - got hit with a CP2000 after gambling online through DraftKings and FanDuel, all funded through PayPal. The IRS is claiming I owe taxes on what looks like "business income" but was really just my gambling deposits and withdrawals. Reading through everyone's responses here has been incredibly helpful. I think I was about to make a huge mistake by filing Schedule C just because the IRS suggested it. Based on what everyone is saying, it sounds like I need to push back and clarify that this was recreational gambling, not a business. My situation: Lost about $8,000 overall in 2022 across multiple platforms, but had lots of PayPal transactions that probably triggered 1099-K forms. I definitely wasn't treating this as a business - just got carried away during football season and made some poor decisions. Has anyone had success getting the IRS to reverse a CP2000 notice entirely once they understood the transactions were gambling losses? Or do you typically still end up owing something even after clarifying the recreational vs professional status? Also wondering if anyone knows how long I have to respond to the CP2000 before they just assess the full amount they're proposing?