One thing that might help you going forward is to start keeping a gambling log from day one if you continue betting. I use a simple spreadsheet with columns for date, platform, bet type, amount wagered, amount won/lost, and running total. It takes maybe 30 seconds per bet to log, but it makes tax time so much easier. For your current situation with 1,700+ bets, definitely try to download your complete betting history from both platforms as others suggested. Most online sportsbooks are required to maintain detailed records and make them available to users. Hard Rock and Fliff should both have options in your account settings to export transaction histories. Also worth noting - if you plan to continue sports betting regularly, consider whether it might make sense to itemize deductions in future years. If you have other itemizable expenses (mortgage interest, charitable donations, etc.) that combined with gambling losses might exceed the standard deduction, you could potentially offset more of your winnings.

Just wanted to add something important that I learned the hard way - if you're using multiple platforms like the OP, make sure you're tracking your net position across ALL platforms, not just individual ones. I made the mistake of only focusing on my winning platform while ignoring losses on another, which gave me a completely wrong picture of my tax liability. Also, for anyone using apps like Hard Rock or Fliff, check if they offer any tax reporting tools or year-end summaries. Some platforms have started providing better tax documentation features to help users comply with reporting requirements. Even if they don't issue a 1099, many will provide detailed transaction exports that make the reporting process much more manageable. One last tip - if you're planning to continue betting in 2025, consider setting up a separate bank account just for gambling transactions. It makes tracking deposits, withdrawals, and your overall gambling P&L much cleaner for tax purposes.

I went through this exact situation about 6 months ago when I incorporated my app development business in Ontario. One thing that caught me off guard was the timing - make sure you submit your W-8BEN-E to Apple before your next payment cycle, otherwise they'll withhold at the full 30% rate until the form is processed. Also, keep detailed records of your App Store Connect reports showing the breakdown between different revenue types (in-app purchases vs. paid downloads). The CRA may want to see this during your corporate tax filing, especially since you're transitioning from personal to corporate income. I had to go back and reconstruct several months of data because I didn't realize how important the categorization would be. One more heads up - if you're planning to expand to other platforms like Steam or Epic Games Store, each has slightly different requirements for Canadian corporations, so don't assume the Apple process applies everywhere.

I just completed this exact transition last month - moving from personal to corporate Apple developer account for my Canadian corporation. A few additional points that might help: When filling out the W-8BEN-E, make sure your corporate address matches exactly what you have registered with your province. Apple cross-references this information and any discrepancies can delay processing. I had to resubmit mine because I used a shortened version of my street name. For Part II of the form (Chapter 4 Status), as a Canadian corporation you'll typically check "Active NFFE" since you're not a financial institution. This was confusing at first because the terminology isn't intuitive for app developers. Also worth noting - if you have any plans to bring on US-based contractors or employees in the future, it can affect your beneficial ownership status on the form. I recommend consulting with a cross-border tax specialist if your business structure might change, as it could impact your treaty benefits eligibility. The whole process took about 2 weeks from submission to seeing the reduced withholding rate reflected in my payments. Keep copies of everything for both CRA and potential Apple audits.

Has anyone ever used Form 8832 (Entity Classification Election) as part of fixing their S-Corp ownership issues? Our accountant mentioned this might be relevant in our case but I'm confused about when it applies.

Just went through this exact situation with my consulting firm! We had a similar mess where our third partner (20% owner) was completely omitted from our S-Corp filing. Here's what I learned: The good news is that you can absolutely fix this with an amended return. You'll file Form 1120S (marked "Amended Return" at the top) and include corrected Schedule K-1s for all shareholders showing the proper ownership percentages. Timeline-wise, you have 3 years from the original due date to amend, but don't wait - the sooner you fix it, the better it looks to the IRS if they ever review it. One thing that really helped us was documenting everything properly in the amendment explanation. We included a detailed statement explaining that the third shareholder was always intended to be included and provided supporting documentation like our operating agreement and meeting minutes showing the ownership structure. The penalty risk is real if you ignore this - accuracy-related penalties can be 20% of any additional tax owed, and worse, the IRS could question your entire S election if ownership records don't match. We paid about $800 in additional taxes and interest when we amended, but avoided potentially much larger penalties. Don't stress too much though - this is more common than you think, and the IRS generally views it favorably when taxpayers proactively correct their mistakes rather than waiting to be caught.

Has anyone else had Tax Act just completely crash when trying to enter Marketplace information? I've been trying for hours and the program freezes every time I get to the 1095-A section. Starting to think I should switch to a different software...

I had this exact same frustration last year! The 25-character limit in Tax Act (and honestly most tax software) is super annoying when you're staring at that ridiculously long policy number on your 1095-A. What worked for me was entering just the first 25 characters exactly as they appear, making sure not to include any spaces or dashes that might be formatting. The IRS matching system is designed to work with partial policy numbers - they know the software has these limitations. One tip: double-check that you're copying from the right box on your 1095-A. Sometimes there are multiple numbers on the form and you want the actual policy identifier, not a transaction number or something else. Box A should have your policy number. Don't stress too much about this - it's way more common than you'd think and the IRS systems handle truncated policy numbers just fine. Your refund won't be delayed over this!

I'm going through this exact same situation and it's driving me crazy! Filed my return through H&R Block in early February, got confirmation it was accepted, but the IRS website has been showing "no record found" for weeks now. What's really frustrating is that I did everything right - double-checked all my numbers, used the same filing method as last year when I had no issues, and even made sure my bank account info was correct. Yet here I am, nearly two months later, with no refund and no real answers. I finally broke down and called the IRS last week after reading similar stories online. After being on hold for over an hour, the agent told me my return was "under review" but couldn't explain why or give me any timeline. She just said to keep checking back in a few weeks. The worst part is not knowing if there's actually a problem with my return or if it's just stuck in some random queue. I've never had to wait this long before and I really need that refund money. Has anyone found a way to get more specific information about what's causing these delays?

I'm a tax professional who's been helping clients navigate IRS delays for over 15 years, and unfortunately this situation has become increasingly common. The "no record found" message while simultaneously being told your return exists when you call is a classic sign that your return is stuck in what the IRS calls the "Error Resolution System" (ERS). This typically happens for a few reasons: identity verification flags, income document mismatches, or mathematical errors that require manual review. The frustrating part is that the online "Where's My Refund" tool doesn't have access to the ERS database, which is why you get conflicting information. Since you filed through Cash App and it's a straightforward return, my best guess is either a W-2 wage mismatch (your employer may have submitted a corrected form after you filed) or the student loan interest deduction triggered a verification check. The IRS has been extra cautious about education-related deductions this year. My advice: call the IRS again and specifically ask if your return is in "Error Resolution" and request the specific reason code. Don't accept vague answers - you have the right to know what's causing the delay. If they can't provide details, ask to speak with a supervisor. Document everything including the date, time, and agent ID number. Most importantly, don't panic. I've never seen a legitimate return get lost permanently, just delayed. The vast majority of these cases resolve within 6-8 weeks from the original filing date.