Is there a reason to choose regular depreciation over Section 179 if you can take the full amount? Seems like getting the deduction sooner would always be better?

Great question! There are several reasons why you might choose regular depreciation instead of Section 179, even when you qualify for the full deduction. The biggest one is if your business income is relatively low compared to the vehicle cost. Taking the full Section 179 in year one could create a large business loss that might be limited in how it can offset other income. If you expect your rideshare income to increase in future years, spreading the deduction over time through regular depreciation might actually save you more in taxes overall. Also, if you're in a lower tax bracket now but expect to be in a higher bracket in future years, saving some depreciation for those higher-bracket years can be more valuable.

I used TurboSelf-Employed last year for this exact situation. It does handle Section 179, but I found it doesn't explain the limitations very well. It will automatically apply the business loss limitations but doesn't really tell you why or how they work. I ended up having to do a bunch of research on my own to understand why I couldn't offset all my W2 income.

Does the IRS Free File Fillable Forms have any income limits? I make around $85k and often get locked out of the "free" options.

The Free File Fillable Forms have no income limits at all - they're available to everyone regardless of income. That's different from the IRS Free File Program partners (like TurboTax Free File, etc.) which typically have a $73,000 income limit. The trade-off is that Fillable Forms provide no guidance or calculations - you're basically just filling in digital versions of the paper forms. You need to know which forms to complete and how to do the calculations yourself. Form 8880 for the Retirement Savings Credit isn't terribly complicated though, especially if you're just claiming for yourself and spouse.

The 2023 income limits are actually a bit higher now: $73,000 for married filing jointly and $36,500 for singles (full phase-out points). But yes, checking if you're truly eligible is important!

But what if you really need that money in the meantime? Not everyone can afford to overpay by 20%. Wouldn't it be better to try to get it right?

That's a totally valid point. It really depends on your financial situation. If cash flow is tight, then absolutely try to be more precise with your estimate. Use your previous year's return as a guide and adjust for any major changes in income or deductions. For those who can swing it though, overpaying provides a stress-free extension. Another approach is to aim for that 90% threshold mentioned earlier - pay enough to cover 90% of your expected tax, which should protect you from the more significant penalties. Either way, the key is making a reasonable effort to estimate correctly based on the information you have at the time.

This is so important! I made this mistake with California taxes and ended up with penalties. Does anyone know a good resource that breaks down the requirements by state?

Wait so I should use different software for the current year vs previous years? I'm trying to understand the process of catching up.

You can use the same software for all years, but you'll need to file each year separately. Most tax software has options for filing prior years. You'll just need to make sure you're using the correct forms for each tax year. When you start the process, you'll usually see an option like "File 2024 taxes" or "File for a previous year." You would need to go through the whole process once for each year (2022, 2023, 2024). Just make sure you have the W-2 forms for each corresponding year since the numbers will be different.

The normal deadline is April 15th each year for the previous year's taxes (so April 15, 2025 for your 2024 taxes). But if you're owed a refund, you actually have 3 years to file before you lose the money. So right now in 2025, you could still file for 2022, 2023, and 2024. If you owe money instead of getting a refund, then filing late can result in penalties. But since you're just starting out and probably don't make a ton of money, it's very likely you'll get refunds.

Thank you for this advice! The preparer definitely made multiple errors - that's why I got audited in the first place. I'll definitely ask for written confirmation about the withholdings. Do I need to wait until after the audit is completely closed to request the First Time Penalty Abatement, or can I mention it to the auditor now?

You should wait until the audit is fully closed before requesting First Time Penalty Abatement. Auditors typically don't handle penalty abatement requests during the audit process. Once everything is settled and you've paid the adjusted amount, then submit your penalty abatement request. If you've had a clean compliance history for the past 3 tax years (no penalties), you have an excellent chance of getting the penalties removed. Just be aware this only applies to certain penalties like failure-to-file and failure-to-pay, not all audit-related penalties.

This is important advice. I've been through an audit where information "got lost" between departments. Always get everything in writing and create documentation trails.