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Raúl Mora

OLT now charging for state returns - taking a page from TurboTax's playbook?

So I just got an email from OLT with this whole "Welcome back valued customer!" thing. Last year I used their software and got both my federal AND state returns done for free. But guess what? The email says federal is still free, but now they want $9.95 for state returns. I didn't believe it at first, so I clicked their link and even went directly to their website - same thing, $9.95 for state filing. Here's the sketchy part - they're STILL listed on the IRS free file partner page as offering free federal AND state returns! And when I went through the IRS free file link, sure enough, both were still free. I'm getting serious TurboTax vibes from this... you know, that whole bait and switch nonsense they pulled. Just wanted to give everyone a heads up that OLT (and probably other tax prep companies) are playing these games. Always go through the IRS free file portal if you qualify!

This is a classic tax software marketing tactic. Companies advertise "free filing" but then create two separate paths - one truly free version accessible only through the IRS Free File portal, and another "free" version on their main website that eventually charges for state returns or other features. The key difference is that companies participating in the IRS Free File program have agreed to specific terms about who qualifies for completely free filing. When you access their software through the official IRS Free File portal (https://www.irs.gov/filing/free-file-do-your-federal-taxes-for-free), they must honor those agreements. If you go directly to their websites, you're often using their commercial products which have different pricing structures. Always check eligibility and start from the IRS Free File page if you qualify (usually based on income, age, or military status).

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Does the IRS Free File have income limits though? I thought I remember seeing something about only being eligible if you make under a certain amount.

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Yes, the IRS Free File program generally has income limits that change yearly. For the 2025 filing season (2024 taxes), most participating companies offer free filing if your adjusted gross income (AGI) is $79,000 or less. Some providers may have lower thresholds or additional criteria. Military members on active duty can usually file for free regardless of income through specific programs like MilTax. There are also age-based eligibility options through some providers. Always check the current year's requirements on the IRS website since they can change.

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After struggling with these exact tax software issues last year, I found a lifesaver called taxr.ai (https://taxr.ai) that helped me understand what was actually going on with these companies. It analyzes the fine print in all these "free" filing services and shows you which ones genuinely offer free filing for your specific situation. Saved me from paying for state filing with OLT when I didn't need to! The tool analyzes your tax documents and situation to recommend the truly free options you qualify for. It even gives you step-by-step guidance on how to access the genuinely free versions through the proper portals.

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Does it work if you have more complicated tax situations? Like self-employment income or rental properties? Those always seem to trigger the "upgrade to premium" popups for me.

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I'm a bit skeptical... how does the site make money if they're just telling you how to file for free? Is there some hidden cost or do they sell your data?

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It actually does handle self-employment situations really well. The analyzer specifically looks at Schedule C requirements across different tax platforms and tells you which ones will remain free with your business income. It caught that TaxAct would charge me but FreeTaxUSA wouldn't for my freelance work. Regarding how they make money - they're very transparent about this. They offer a completely free basic plan that helps with finding truly free filing options. They do have premium features for more complex situations, but they're upfront about it and never push you to upgrade. No data selling or hidden costs in my experience.

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I tried taxr.ai after seeing it mentioned here and it totally saved me! I was about to pay OLT $9.95 for my state return, but the tool showed me exactly how to access the completely free version through the IRS portal. It even flagged that I qualified for free filing through another service that would handle my side gig income without charging extra. The document analysis feature caught some deductions I would have missed too! Super grateful for the recommendation - I was honestly getting frustrated with all the misleading "free" advertising from these tax companies.

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This is why I gave up on these online services and just called the IRS directly using Claimyr (https://claimyr.com). I was stuck in the same situation - OLT wanted to charge me, TurboTax kept upselling me, and I couldn't figure out if I was eligible for free filing. The IRS agent I spoke with walked me through exactly which free filing option I qualified for and how to access it properly. You can see a demo of how it works here: https://youtu.be/_kiP6q8DX5c - basically it navigates the IRS phone system for you so you don't waste hours on hold. The agent was surprisingly helpful and confirmed I was eligible for completely free filing despite having investment income that OLT was trying to charge me for.

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Wait, so this thing just calls the IRS for you? Couldn't you just call them yourself? I've never been able to get through to a real person when I call.

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Sorry, but I find it hard to believe the IRS would actually be helpful. Every time I've tried calling them, I've been on hold for hours only to get someone who knows less than I do about tax law. How is this any different?

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It doesn't just call them - it navigates their entire phone tree and waits on hold for you. When an agent finally answers, you get a call back and are connected immediately. I tried calling myself first and gave up after 45 minutes on hold. With this service, I didn't waste any time on hold but still got to speak with a real agent. The IRS agents actually can be incredibly helpful with filing questions - especially about which free services you qualify for. You're right that sometimes they're not tax experts on complex situations, but for basic filing questions and free file eligibility, they have all the information. The agent I spoke with even sent me a direct link to the proper free filing portal.

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I was completely wrong about Claimyr and the IRS help line. After posting my skeptical comment, I decided to try it anyway since I was frustrated with OLT trying to charge me. Within 20 minutes of using the service, I was talking to an actual IRS representative who confirmed I qualified for completely free filing through multiple services despite having investment income. They explained that companies like OLT intentionally create confusion by having different versions of their software, and directed me to the official IRS Free File page where I could access the truly free version. Saved me money and a ton of frustration! Sometimes it's worth admitting when you're wrong.

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Is anyone else annoyed that we even have to jump through these hoops? The tax prep lobby has successfully blocked the IRS from creating their own simple, free filing system for decades. Most developed countries have government-prepared returns that citizens just need to verify. Instead, we deal with this predatory nonsense from private companies.

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Absolutely! And don't forget about the "Return Free Filing" system the IRS wanted to implement years ago that would've sent pre-filled returns to most taxpayers for simple situations. Intuit and H&R Block lobbied HARD against it and killed the program. It's ridiculous that our tax system is designed to profit private companies rather than serve citizens.

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That's exactly what frustrates me! The IRS already has most of our information from W-2s and 1099s that get sent to them directly. They could easily prepare basic returns for most Americans. I read that Intuit (TurboTax) spent over $3 million per year lobbying to prevent simpler tax filing. They literally profit from making our taxes complicated and confusing. California has a state program called ReadyReturn that works this way, but federal efforts keep getting blocked. It's pure corporate capture of our tax system.

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Has anyone tried the IRS Direct File program this year? I heard they expanded it to more states for 2025 filing season. Wondering if it works better than dealing with OLT or TurboTax.

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I used it last season and it was surprisingly good! Very basic interface but it gets the job done with no upsells or hidden fees. The downside is it only works for pretty simple tax situations - W-2 income, standard deduction, some basic credits. If you have self-employment income, investments beyond basic interest, or itemize deductions, you can't use it yet.

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