I'm currently going through something similar with a different type of notice, and what I've learned is that the IRS systems are frustratingly inconsistent. From my experience, CP2000 notices specifically seem to have the longest delay before appearing online - sometimes they never show up at all in your online account. The transcript method that Rita mentioned is definitely your best bet for getting ahead of this. I'd also recommend calling your local post office to confirm your address is correct in their system, since address mix-ups seem to be more common than we'd expect. Don't rely solely on the online account for something this important - the physical mail is still their primary method for these types of notices.

Based on everyone's experiences here, it sounds like the IRS mail/online integration is unfortunately hit-or-miss. For CP2000 notices specifically, I'd recommend a multi-pronged approach: 1) Check your transcript weekly using Rita's method to watch for transaction codes, 2) Verify your address is current with both the IRS and USPS, and 3) Don't panic if it takes longer than the 10 days they quoted - mail delivery times have been inconsistent lately. The transcript will likely show activity before you receive the physical notice, which should give you a heads up to prepare your medical expense documentation. Keep checking both systems, but definitely don't rely solely on the online account for something this important.

FreeTaxUSA actually handles these retirement plan situations really well. I've had a similar setup with multiple retirement accounts including a non-qualified supplemental plan for years. One thing to watch for - make sure when entering your W2, you click the "additional information" section to enter Box 11 data. Some tax software hides the less common boxes and if you don't specifically look for them, you might miss entering that information. Also, if you're concerned about FICA taxes, remember that contributions to qualified plans like 401k reduce your FICA wages, but contributions to non-qualified plans (probably your supplemental retirement plan) do not reduce FICA wages. That's just how the tax code works.

I went through something very similar last year with my university benefits package! The key thing to understand is that Box 11 and Box 2 serve completely different purposes - comparing them directly doesn't really make sense. Box 11 shows distributions from your Supplemental Retirement Plan (which is likely a non-qualified deferred compensation plan), while Box 2 is just the federal income tax that was withheld from your paychecks throughout the year. The Box 11 amount represents actual money you received from the plan, which is why it can be much larger than your tax withholding. For FICA taxes, here's what matters: your regular 401k contributions reduce your FICA taxable wages, but your Supplemental Retirement Plan contributions typically don't. This is because non-qualified plans are subject to FICA taxes when you earn the money, not when you receive distributions later. When entering everything in FreeTaxUSA, make sure you input all the boxes from your W2 accurately - the software is designed to handle these multiple retirement plan scenarios correctly. The Box 11 amount should already be reflected in your Box 1 wages, so you won't be double-taxed on it. Your situation sounds completely normal for someone with multiple retirement benefits through a university!

One thing to consider that hasn't been mentioned yet - if you do decide to get married, make sure to update your W-4 withholdings at work! Many couples forget this step and end up owing money at tax time or getting a huge refund (which means you gave the government an interest-free loan all year). With your combined income of $120,000 and a baby on the way, your tax situation will be quite different than when you were both single. The IRS has a good withholding calculator on their website, or you can use the new W-4 form which has been redesigned to be more accurate for married couples. Also, don't forget about Dependent Care FSA if either of your employers offers it - you can set aside up to $5,000 pre-tax for daycare expenses once the baby arrives. This is separate from the child care tax credit and can provide additional savings!

Great advice from everyone so far! As someone who works in tax prep, I'd add one more consideration that often gets overlooked - timing your wedding date strategically within December if you do decide to get married this year. Since your tax filing status is determined by December 31st, you could literally get married on December 31st and still file as married for the entire 2024 tax year. This gives you almost the full year to see how your finances actually play out before making the commitment. Also, with a baby due in May 2025, consider that you'll be eligible for the Child and Dependent Care Credit starting in 2025 if you have childcare expenses. This credit can be worth up to $2,100 for one child (20-35% of up to $8,000 in expenses, depending on your income). Combined with the Child Tax Credit of up to $2,000, having a child provides significant tax benefits. One last tip: if you do get married, make sure both of you understand the "kiddie tax" rules won't apply here since we're talking about your own child, but do keep documentation of all baby-related medical expenses throughout 2025 - some may be deductible if they exceed the threshold for medical expense deductions.

One thing to consider is that the situation might get more complicated if your royalty income continues to grow. Once you start getting into larger amounts ($10k+), some US companies get more strict about tax compliance. I'm a composer in Brazil and my initial small royalty payments were handled exactly like yours - no withholding, no forms. But when I had a track used in a popular show and my payments jumped to $12k, suddenly the distribution company got very concerned about proper documentation! They retroactively requested W8-BENs and threatened to withhold 30% from future payments until I complied.

This is actually a really important point about being proactive before your income grows. I'm a songwriter in the UK dealing with something similar - started small with streaming royalties but now getting sync placements that are pushing my US income much higher. What I learned is that even though the treaty protects you from owing tax, you still want to establish proper documentation early. I sent W8-BEN forms to all my US distributors even when they hadn't asked, and kept certified mail receipts as proof. When my income jumped last year and they suddenly got worried about compliance, I already had everything in place. The key is not waiting for them to figure out their obligations - take control of your own documentation. It's much easier to send the forms now when the amounts are smaller and there's no pressure, rather than scrambling when they panic over larger payments and threaten to start withholding at 30%.

Lot of good advice here but nobody has mentioned the importance of the LLC Operating Agreement! That document should specify your actual status in the company and might clarify if you're supposed to be treated as a member, manager, employee or some combination. Request a copy ASAP if you don't already have one. Also, if they're paying you from a different entity than the one you work for, that could indicate they're using a Professional Employer Organization (PEO) or some kind of employee leasing arrangement, which is actually pretty common and not necessarily shady. But if that's the case, they DEFINITELY should be withholding taxes!

This situation has several red flags that suggest potential tax fraud or worker misclassification. The fact that they're claiming you as an employee for COVID relief purposes while simultaneously refusing to withhold taxes is particularly concerning - that's essentially having it both ways for their financial benefit. Here's what I'd recommend doing immediately: 1. **Document everything** - Save all contracts, pay stubs, emails about your status, and any communications regarding the COVID relief claims. Screenshot or print anything that might disappear. 2. **Request your LLC documentation** - Get copies of the Operating Agreement, any amendments, and confirmation of the LLC's tax election (partnership vs. corporation). You have a right to this information as a purported member. 3. **Calculate your potential tax liability** - Since no taxes have been withheld, you're likely on the hook for both income taxes AND self-employment taxes (15.3%) if you're truly classified as a self-employed LLC member. This could be a substantial amount. 4. **Consider professional help** - This situation is complex enough that you might want to consult with both a tax professional and an employment attorney. Many offer free consultations and can help you understand your rights and obligations. The discrepancy between your "employment contract" language and their current claims about your status, combined with the different payment entity and COVID relief issues, suggests this company may not be handling worker classification properly across the board.