What Actually Happens When April 15th Is Three Days Away
Every year it's the same shit. You put off taxes until the last minute, then spend hours researching which platform won't completely fuck you over. Here's what I learned after testing all four during the 2025 tax season chaos.
TurboTax: Expensive But It Actually Works
The Good: TurboTax is like paying for first-class - you get screwed on price but at least the experience doesn't suck. The interface is slick, import features work 90% of the time, and when you're panicking at 11 PM on April 14th, it won't crash on you.
The Brutal Reality: They will find every possible way to extract money from you. Started with "free" federal filing? Surprise - you need Deluxe for that one rental property. Oh, and that state return you assumed was included? That'll be $64, please. By the time you're done, you've paid $200+ for what should cost $30.
Real Experience: I imported my W-2 from ADP and it worked perfectly. Investment accounts from Vanguard imported without issues. The software correctly caught a deduction I missed last year. But holy hell, the upselling is aggressive - they pushed audit defense, credit monitoring, and some bullshit "Max" package at every step.
Peak Season Performance: Solid. During the March madness when everyone's filing, TurboTax's servers stayed up while competitors struggled. Their servers handle peak traffic better than competitors.
FreeTaxUSA: Actually Free But Prepare for 1995-Era Data Entry
The Good: Federal filing is genuinely free, not the fake-free bullshit other platforms pull. State returns are $14.99 - that's it, no surprises. Total cost for a complex return with multiple states? Under $30.
The Pain: No W-2 import. No 1099 import. No brokerage import. You're typing everything by hand like it's fucking 1995. Got 15 different investment accounts? Hope you like data entry because you're spending hours manually entering every dividend and capital gain.
Real Experience: Took me 4 hours to manually enter what TurboTax imported in 5 minutes. But the software correctly calculated everything, caught the same deductions, and filed without issues. The customer service is email-only but they actually respond within 24 hours. Check their supported forms list before starting.
Bottom Line: If you value your time at more than $7/hour, pay for TurboTax. If you're broke or hate giving money to Intuit, FreeTaxUSA works but bring coffee and patience.
TaxAct: The Boring Middle Child That Gets the Job Done
The Good: Decent import features, real customer support (phone and email), and the strongest accuracy guarantee in the industry - they'll pay the full penalty if they fuck up your taxes, not just some token $100.
The Interface Reality: Looks like it was designed in 2018 and never updated. Not terrible, not great. Works fine but feels dated compared to TurboTax's sleek interface.
Real Experience: Imported most of my documents correctly, though I had to manually enter one stubborn 1099-B from a smaller brokerage. Customer support (available via phone and email) answered in 15 minutes when I had a question about depreciation. Filed without drama using their e-file system.
Pricing: $54.99 for federal Deluxe, $54-65 for state (varies by state). Reasonable but not cheap. They don't nickel and dime you like TurboTax, but they're not free like FreeTaxUSA either.
H&R Block: Office Experience Varies from Amazing to Nightmare
The Online Platform: Actually pretty decent. Interface is modern, import features work well, and you get unlimited expert chat if you pay for Premium. Customer support is solid during normal business hours.
The Office Gamble: This is where it gets dicey. Some H&R Block offices have experienced professionals who know their shit. Others have seasonal workers who learned tax code from a 2-week training program and will miss obvious deductions.
Real Experience: Used their online Deluxe package ($50) and it worked fine. Imported everything correctly, interface was intuitive. But I also visited an office location for comparison - the "tax professional" couldn't answer basic questions about crypto taxes and tried to charge me $180 for a return I did online for $90. Check H&R Block reviews before visiting any office.
Peak Season Chaos: Offices become madhouses in March-April. Online platform stayed stable, but good luck getting an appointment at a physical location after March 1st.