Can you still report them if they sent it but to the wrong address? Technically my old employer has my wrong address because I moved and never updated them after I quit.

That's a slightly different situation. If they sent your W-2 to the last address they had on file, they've technically fulfilled their legal obligation. The responsibility to provide updated address information typically falls on the former employee. However, if you can prove you attempted to update your address with them and they ignored it, then you might have a case. But in most situations where you simply didn't notify them of your move after leaving, they're considered compliant if they sent it to your last known address.

SSA.gov will show your earnings record but it won't have current year detailed W-2 information in time for tax filing. The detailed info from W-2s typically isn't available through SSA or IRS until May or June of the following year. It's great for verifying past years though!

That's a great point I hadn't thought about! I just double checked and thankfully mine shows coverage for all 12 months for both me and my kids. But what would have happened if there was a mistake and you'd already filed? Would you have needed to amend your return?

If you'd already filed and later discovered an error on your 1095-B, you typically wouldn't need to amend your return in most cases. Since 2019, when the tax penalty for not having health insurance was reduced to $0 at the federal level, there's generally no direct tax impact. However, it's still important to get the form corrected by contacting Medicaid, as having accurate records of your health insurance coverage can be important for other reasons, including potential state requirements or if questions come up later about your coverage history.

You don't need to submit either form with your tax return. Both the 1095-B (from Medicaid) and 1095-C (from your employer's insurance) are informational forms for your records. You do need to accurately answer the health insurance coverage questions in your tax software, indicating that you had coverage all year through a combination of employer insurance and Medicaid. The forms themselves don't get submitted - they're just proof of your coverage if you're ever asked about it.

Thank you! That makes it so much clearer. I was driving myself crazy thinking I needed to enter all the policy numbers and dates from both forms. Such a relief to know I just need to indicate I had coverage all year and keep these forms in my records.

Thanks for the detailed info! My decree does require my ex to provide quarterly statements, but doesn't say anything about tax benefits. Are there any other implications I should be aware of if I open my own separate 529? Like, does it matter which account gets used first when my son goes to college?

There's no rule about which 529 account gets used first when your son attends college. Typically, you'd want to coordinate with your ex about this when the time comes. Some divorced parents agree to each pay a certain percentage of expenses, while others might agree to deplete one account before starting on the other. As for other implications, remember that having your own account gives you complete control over your contributions. If your ex were to use the funds inappropriately or change the beneficiary, you'd have no recourse with her account. With your own account, you maintain full control over your portion of the college savings.

You can't directly transfer money from your ex's 529 to your new one unless your ex initiates it as the account owner. It would count as a withdrawal from their account and a new contribution to yours. Instead, just leave the existing money where it is and start making your new contributions to your own account.

That makes sense, thanks! Guess I'll leave the old funds where they are and just start fresh with my own account. Seems like the cleanest approach without having to get my ex involved more than necessary.

Did you get any kind of confirmation number or anything when they approved it? I just submitted my request and realized I forgot to ask for some kind of reference number.

This is really helpful, thanks! Is there a difference in success rates between calling vs writing a letter for the FTA request?

In my experience, calling is generally faster if you can actually get through to someone. You'll often get an immediate decision during the call. The agent can check your compliance history on the spot and approve the FTA right then. Letters take much longer due to IRS processing backlogs - sometimes 8-12 weeks or more. However, the success rate is probably about the same either way. The FTA criteria are pretty straightforward, and if you qualify, you should get approved regardless of which method you use. One advantage of writing is that you have documentation of exactly what you requested. If you call, make sure to take detailed notes of who you spoke with, when, and what they said.

Thanks for bringing this up - I hadn't even considered redemption timing issues. Is there any exception if the redemption is very small compared to the total outstanding shares? For example, if they bought back 2% of shares from a departing employee?

There is a de minimis exception for redemptions, but it's very limited. The exception only applies if the total value of stock redeemed within the relevant period doesn't exceed $10,000 OR 2% of the value of all outstanding stock at the beginning of the period. So for most businesses of meaningful size, that 2% threshold is really tiny. The safest approach is to ensure no redemptions have occurred in the look-back period. If there have been redemptions, you'll need to carefully analyze whether they fall within the de minimis exception or whether there's a qualifying exception for death, disability, or divorce (there are specific carve-outs for these situations).

Yes, this is a real concern! One way around this is to establish a separate entity for your excess cash/investments. The "active business" test requires that at least 80% of assets be used in the active conduct of a qualified business. If your cash reserves are getting too large, you could dividend out excess cash to yourself and then invest personally, or create a separate investment entity that wouldn't affect your QSBS-eligible company.