Something else to consider - if your rental property is in an opportunity zone, there might be additional tax benefits that interact with these passive activity loss rules. We bought a small rental in a designated opportunity zone last year and not only were we able to defer capital gains from another investment, but the way it affected our passive activity calculations was significant.

Here's another wrinkle - if any of your rental property is short-term (like Airbnb or VRBO where average stay is 7 days or less), it falls under different rules and might not qualify for the $25k special allowance at all regardless of your MAGI. Those properties are considered nonresidential and have different passive activity classifications. I learned this the hard way last year when I converted one of my long-term rentals to a vacation rental and discovered I couldn't use those losses against my other income even though I was below the MAGI threshold. Real estate tax rules are full of fun surprises!

Quick practical advice that helped me when I missed the extended deadline last year: 1. Pay as much as you can estimate RIGHT NOW through IRS Direct Pay (google it) 2. Get your documents organized ASAP even if you can't complete the return 3. File within 60 days of the missed deadline if at all possible - penalties increase substantially after that 4. If you have a clean payment history for the last 3 years, request "First Time Penalty Abatement" when you do file 5. Include a letter explaining your situation with your late return The 3-year clean compliance history was key for me - got nearly all penalties removed with a simple phone call after filing late by about 3 weeks.

Something important no one mentioned - if you're truly self-employed, don't forget about your quarterly estimated tax payments! Even while sorting out last year's taxes, make sure you're making estimated payments for 2024 if you haven't been. The Oct 15 deadline happens to fall very close to the Q3 estimated payment deadline (Sep 16 this year). Missing estimated payments creates a whole separate penalty issue (underpayment penalty) that exists regardless of extensions. Even if you get filing penalties abated, underpayment penalties for missing quarterlies typically won't be forgiven.

One thing nobody mentioned yet - check if your employer is withholding the correct amount from your paychecks. This happened to me last year - my company somehow had me listed as "exempt" from withholding for half the year! You can adjust your W-4 to have more taken out each check to cover your freelance income too. For the side gig income, you should really be making quarterly estimated tax payments. The rule is if you expect to owe more than $1,000 at tax time, you're supposed to pay quarterly or you might get hit with underpayment penalties on top of what you owe.

Don't forget to check if your state has income tax too! I had the same situation with federal taxes but then got hit with another $300 for state taxes I wasn't expecting. Does your tax software recommend any credits you might qualify for like the Earned Income Credit? Sometimes people with lower incomes can get that.

One important thing nobody mentioned about Section 179 - if you sell the equipment before the end of its "useful life" (what would've been the depreciation period), you might have to pay back some of the deduction as "recapture." I learned this the hard way when I sold my lawn equipment after 2 years and had to report it as income. Still worth taking the deduction upfront in most cases, but something to keep in mind if you plan to upgrade equipment frequently.

Has anyone used Section 179 for a vehicle? My accountant said I can deduct my new truck since it's over 6,000 lbs, but someone else told me there are special limits for vehicles?

I actually had the exact opposite problem last year - spelled my son's name correctly but transposed two digits in his SSN. My return was accepted initially but then I got a notice about 3 weeks later asking for verification of his SSN. Had to send in a copy of his social security card and birth certificate. It delayed my refund by about 6 weeks but wasn't a huge deal in the end. The most important part is responding quickly if they do request verification. Don't ignore those notices!

Just to add another perspective - I'm a volunteer tax preparer, and we see name/SSN mismatches fairly often. In my experience, the IRS is most concerned that the SSN is correct, as that's their primary identifier. Name spelling issues for dependents are common and usually resolved without amendments. The system is designed to handle variations in names (like Bob vs Robert, or hyphenated last names entered differently). Your case is borderline since "Davus" vs "Davis" changes the 4th letter, but it's still recognizably the same name. If you get a letter from the IRS, respond promptly with the correct info. Keep a copy of your daughter's social security card handy just in case. But I wouldn't lose sleep over this - the vast majority of these minor issues resolve without any action needed on your part.