Is anyone else having issues with Keeper this year? My experience has been a nightmare. Not only did it miscalculate my self-employment tax initially, but the customer service has been unresponsive for days.

I had a similar experience with Keeper this year too! The calculation seemed off and when I tried to get help, their chat support kept giving me generic responses that didn't address my specific question. What really frustrated me was that they charged my card for the filing fee before I could even review everything properly. I ended up double-checking all my numbers manually and found a few errors in how they categorized some of my business expenses. Definitely considering other options for next year - this level of service isn't worth the cost.

I've been through a similar situation with an old tax debt and want to share what I learned about calculating CSED from transcripts. The key thing to understand is that your transcript will show transaction codes that tell the story of your debt timeline. Look for these specific codes on your transcript: - Code 150: This is your original assessment date - your 10-year clock starts here - Code 520/521: Suspension start/end (as others mentioned) - Code 340: Installment agreement established - Code 341: Installment agreement terminated - Code 420: Examination (audit) started - Code 421: Examination closed Each suspension period gets added to your original 10 years. So if you had a 6-month installment agreement, your CSED becomes 10 years and 6 months from the assessment date. One thing I didn't see mentioned yet - if you moved out of the country for any extended period, that can also suspend the collection statute. The IRS can't effectively collect while you're living abroad, so that time doesn't count toward your 10 years either. Since you mentioned not hearing from the IRS in years, there's a good chance your CSED might actually be approaching or may have already passed. But given how complex these calculations can be with all the potential extensions, I'd definitely recommend getting a definitive answer rather than guessing.

This is such a helpful thread! I'm dealing with a similar situation from 2012 and had no idea about all these different codes on transcripts. @Vanessa Chang, thank you for that comprehensive breakdown of the transaction codes - that's exactly what I needed to understand what I'm looking at. One question I have: if the IRS accepted an Offer in Compromise that was later withdrawn or rejected, does that time still count as a suspension period? I think I see some codes on my transcript related to an OIC I submitted years ago that didn't go through, but I'm not sure if that affected my CSED calculation. Also, for anyone still trying to figure this out - I noticed that some transcripts don't show all the historical data if you're only looking at certain types of transcripts. Make sure you're getting your "Account Transcript" rather than just a "Tax Return Transcript" because the account version shows all the collection activity and suspension periods.

Have you considered going to your local Taxpayer Assistance Center instead of calling? I had a similar issue last year after my separation and spent hours preparing for a phone call that never connected. I finally made an appointment at my local TAC (you have to call 844-545-5640 to schedule), brought all my documentation (divorce decree, previous tax returns, ID, etc.), and got everything resolved in one 30-minute visit. Just make sure you ask what documents to bring when you schedule. Do you know what specific questions you need answered about your filing status?

I went through this exact situation two years ago and want to share what worked for me. The in-person route that Omar mentioned is honestly your best bet if you have a TAC nearby. I tried calling for weeks with no success, but the TAC appointment got everything sorted in one visit. For your specific situation with a divorce finalized last month, you'll definitely want to bring: your final divorce decree, your 2023 tax return if already filed, your ex-spouse's SSN (if you have it), and any documentation about custody arrangements if you have kids. The agent will walk you through whether you should file as Single, Head of Household, or if you need to amend anything. Much less stressful than the phone marathon!

Has anyone tried using TaxAct's direct crypto import options instead of creating a separate PDF? They supposedly added support for some exchanges, though I don't know if Binance.US is one of them.

I just went through this exact process last week with my crypto trades from multiple exchanges. The key insight that saved me hours of frustration is that TaxAct treats the attachment feature differently for crypto than for other investments. First, make sure you're selecting "Category A" instead of Category C if you have any transaction records from your exchange, even without a 1099-B. Category C is really meant for situations where you have zero documentation. Since you have Binance.US records, Category A is more appropriate. Second, as others mentioned, you MUST enter your summary totals in TaxAct's Schedule D section first. Calculate your total proceeds, total cost basis, and total gain/loss from your 15,000+ transactions and enter those numbers. This is what triggers the attachment option to appear later. The attachment option only shows up during the final filing process, specifically in the "Review & File" section, not during preparation. Look for "Supporting Documents" or "Attachments" - the exact wording varies by TaxAct version. One more tip: if your PDF is still large after compression, consider breaking it into multiple smaller PDFs by date ranges. TaxAct allows multiple attachments, and smaller files are less likely to cause upload errors during peak filing times.

One more tip for anyone filing last minute - make sure you save/print a copy of your return AND the confirmation page showing it was accepted. Screenshot the confirmation if using your phone. Last year I thought I filed on time but had no proof when the IRS claimed they never received it. Nightmare situation that took months to resolve!

Great advice from everyone here! Just wanted to add that if you're e-filing at the last minute, double-check that your software is actually submitting to the IRS and not just saving a draft. I made that mistake a few years ago - thought I had filed but just saved it locally on my computer. Also, if you're really cutting it close and worried about technical issues, consider having a backup plan. Some tax preparers offer same-day service, and while it's more expensive, it might be worth it for peace of mind if you're down to the wire. The October 15th deadline has been a lifesaver for me multiple times. Just remember - if you owe money, you should have already paid the estimated amount back in April to avoid interest charges, even with the extension!